NCBI Taxonomy: 1589884

Ferulinae (ncbi_taxid: 1589884)

found 500 associated metabolites at subtribe taxonomy rank level.

Ancestor: Scandiceae

Child Taxonomies: Ferula, Leutea, Dorema, Fergania, Ladyginia, Schumannia, Autumnalia, Eriosynaphe, Kafirnigania

Scopoletin

7-hydroxy-6-methoxy-2H-chromen-2-one

C10H8O4 (192.0422568)


Scopoletin is a hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. It has a role as a plant growth regulator and a plant metabolite. It is functionally related to an umbelliferone. Scopoletin is a natural product found in Ficus auriculata, Haplophyllum cappadocicum, and other organisms with data available. Scopoletin is a coumarin compound found in several plants including those in the genus Scopolia and the genus Brunfelsia, as well as chicory (Cichorium), redstem wormwood (Artemisia scoparia), stinging nettle (Urtica dioica), passion flower (Passiflora), noni (Morinda citrifolia fruit) and European black nightshade (Solanum nigrum) that is comprised of umbelliferone with a methoxy group substituent at position 6. Scopoletin is used to standardize and establish pharmacokinetic properties for products derived from the plants that produce it, such as noni extract. Although the mechanism(s) of action have not yet been established, this agent has potential antineoplastic, antidopaminergic, antioxidant, anti-inflammatory and anticholinesterase effects. Plant growth factor derived from the root of Scopolia carniolica or Scopolia japonica. See also: Arnica montana Flower (part of); Lycium barbarum fruit (part of); Viburnum opulus root (part of). Isolated from Angelica acutiloba (Dong Dang Gui). Scopoletin is found in many foods, some of which are lambsquarters, lemon, sunflower, and sherry. Scopoletin is found in anise. Scopoletin is isolated from Angelica acutiloba (Dong Dang Gui A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA72_Scopoletin_pos_20eV.txt [Raw Data] CBA72_Scopoletin_pos_40eV.txt [Raw Data] CBA72_Scopoletin_neg_30eV.txt [Raw Data] CBA72_Scopoletin_neg_50eV.txt [Raw Data] CBA72_Scopoletin_pos_50eV.txt [Raw Data] CBA72_Scopoletin_pos_10eV.txt [Raw Data] CBA72_Scopoletin_neg_40eV.txt [Raw Data] CBA72_Scopoletin_neg_10eV.txt [Raw Data] CBA72_Scopoletin_pos_30eV.txt [Raw Data] CBA72_Scopoletin_neg_20eV.txt Scopoletin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=92-61-5 (retrieved 2024-07-12) (CAS RN: 92-61-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Umbelliferone

7-Hydroxy-2H-1-benzopyran-2-one

C9H6O3 (162.03169259999999)


Umbelliferone is a hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. It has a role as a fluorescent probe, a plant metabolite and a food component. Umbelliferone is a natural product found in Ficus septica, Artemisia ordosica, and other organisms with data available. See also: Chamomile (part of). Occurs widely in plants including Angelica subspecies Phytoalexin of infected sweet potato. Umbelliferone is found in many foods, some of which are macadamia nut, silver linden, quince, and capers. Umbelliferone is found in anise. Umbelliferone occurs widely in plants including Angelica species Phytoalexin of infected sweet potat A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. [Raw Data] CB220_Umbelliferone_pos_50eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_40eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_30eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_10eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_20eV_CB000077.txt [Raw Data] CB220_Umbelliferone_neg_40eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_10eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_30eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_20eV_000039.txt Umbelliferone. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=93-35-6 (retrieved 2024-07-12) (CAS RN: 93-35-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

Isoimperatorin

7,4-[(3-methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-one

C16H14O4 (270.0892044)


Isoimperatorin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Isoimperatorin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Isoimperatorin can be found in a number of food items such as parsley, lime, wild celery, and parsnip, which makes isoimperatorin a potential biomarker for the consumption of these food products. Isoimperatorin is a non-carcinogenic (not listed by IARC) potentially toxic compound. If the compound has been ingested, rapid gastric lavage should be performed using 5\\\\% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of -oximes has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally (T3DB). D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins Isoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM. Isoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM.

   

Vanillin

Vanillin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material

C8H8O3 (152.0473418)


Vanillin, also known as vanillaldehyde or lioxin, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. It is used by the food industry as well as ethylvanillin. Vanillin exists in all living species, ranging from bacteria to humans. Vanillin is a sweet, chocolate, and creamy tasting compound. Vanillin is found, on average, in the highest concentration within a few different foods, such as corns, ryes, and sherries and in a lower concentration in beers, rums, and oats. Vanillin has also been detected, but not quantified, in several different foods, such as gooseberries, other bread, brazil nuts, shea tree, and ohelo berries. This could make vanillin a potential biomarker for the consumption of these foods. Vanillin is a potentially toxic compound. Synthetic vanillin, instead of natural Vanillin extract, is sometimes used as a flavouring agent in foods, beverages, and pharmaceuticals. Vanillin is the primary component of the extract of the Vanillin bean. Because of the scarcity and expense of natural Vanillin extract, there has long been interest in the synthetic preparation of its predominant component. Artificial Vanillin flavoring is a solution of pure vanillin, usually of synthetic origin. Today, artificial vanillin is made from either guaiacol or from lignin, a constituent of wood which is a byproduct of the paper industry. The first commercial synthesis of vanillin began with the more readily available natural compound eugenol. Vanillin appears as white or very slightly yellow needles. Vanillin is a member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively. It has a role as a plant metabolite, an anti-inflammatory agent, a flavouring agent, an antioxidant and an anticonvulsant. It is a member of phenols, a monomethoxybenzene and a member of benzaldehydes. Vanillin is a natural product found in Ficus erecta var. beecheyana, Pandanus utilis, and other organisms with data available. Vanillin is the primary component of the extract of the vanilla bean. Synthetic vanillin, instead of natural vanilla extract, is sometimes used as a flavouring agent in foods, beverages, and pharmaceuticals. It is used by the food industry as well as ethylvanillin.Artificial vanilla flavoring is a solution of pure vanillin, usually of synthetic origin. Because of the scarcity and expense of natural vanilla extract, there has long been interest in the synthetic preparation of its predominant component. The first commercial synthesis of vanillin began with the more readily available natural compound eugenol. Today, artificial vanillin is made from either guaiacol or from lignin, a constituent of wood which is a byproduct of the paper industry. (Wiki). Vanillin is a metabolite found in or produced by Saccharomyces cerevisiae. Constituent of vanilla (Vanilla subspecies) and many other plants, e.g. Peru balsam, clove bud oil. Widely used flavouring agent especies in cocoa products. obtained from spent wood-pulp liquors. Vanillin is found in many foods, some of which are pomes, elderberry, common cabbage, and dock. A member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively. D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D020011 - Protective Agents > D016587 - Antimutagenic Agents D020011 - Protective Agents > D000975 - Antioxidants CONFIDENCE standard compound; ML_ID 59 Vanillin (p-Vanillin) is a single molecule extracted from vanilla beans and also a popular odor used widely in perfume, food and medicine. Vanillin (p-Vanillin) is a single molecule extracted from vanilla beans and also a popular odor used widely in perfume, food and medicine.

   

Diosmetin

5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one (Diosmetin)

C16H12O6 (300.06338519999997)


Diosmetin is a monomethoxyflavone that is the 4-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. It has a role as an antioxidant, an antineoplastic agent, a plant metabolite, a tropomyosin-related kinase B receptor agonist, an apoptosis inducer, an angiogenesis inhibitor, a cardioprotective agent, a bone density conservation agent, an anti-inflammatory agent and a vasodilator agent. It is a monomethoxyflavone, a trihydroxyflavone and a 3-hydroxyflavonoid. It is functionally related to a luteolin. It is a conjugate acid of a diosmetin-7-olate. Diosmetin is an O-methylated flavone and the aglycone part of the flavonoid glycosides diosmin that occurs naturally in citrus fruits. Pharmacologically, diosmetin is reported to exhibit anticancer, antimicrobial, antioxidant, oestrogenic and anti-inflamatory activities. It also acts as a weak TrkB receptor agonist. Diosmetin is a natural product found in Vicia tenuifolia, Salvia tomentosa, and other organisms with data available. See also: Agathosma betulina leaf (part of). A monomethoxyflavone that is the 4-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. Isolated from peel of lemon (Citrus limon) and others. Diosmetin is found in many foods, some of which are spearmint, citrus, rosemary, and common thyme. Diosmetin is found in citrus. Diosmetin is isolated from peel of lemon (Citrus limon) and other Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell. Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell.

   

Neochlorogenic acid

(1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid

C16H18O9 (354.0950778)


Constituent of coffee and many other plants. First isolated from peaches (Prunus persica). trans-Neochlorogenic acid is found in coffee and coffee products, fruits, and pear. [Raw Data] CBA73_Neochlorogenic-_neg_50eV.txt [Raw Data] CBA73_Neochlorogenic-_neg_20eV.txt [Raw Data] CBA73_Neochlorogenic-_pos_40eV.txt [Raw Data] CBA73_Neochlorogenic-_pos_20eV.txt [Raw Data] CBA73_Neochlorogenic-_neg_10eV.txt [Raw Data] CBA73_Neochlorogenic-_pos_50eV.txt [Raw Data] CBA73_Neochlorogenic-_neg_40eV.txt [Raw Data] CBA73_Neochlorogenic-_neg_30eV.txt [Raw Data] CBA73_Neochlorogenic-_pos_10eV.txt [Raw Data] CBA73_Neochlorogenic-_pos_30eV.txt Neochlorogenic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=906-33-2 (retrieved 2024-07-17) (CAS RN: 906-33-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Neochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation. Neochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation.

   

Camphor

Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (.+/-.)-

C10H16O (152.12010859999998)


Camphor appears as a colorless or white colored crystalline powder with a strong mothball-like odor. About the same density as water. Emits flammable vapors above 150 °F. Used to make moth proofings, pharmaceuticals, and flavorings. Camphor is a cyclic monoterpene ketone that is bornane bearing an oxo substituent at position 2. A naturally occurring monoterpenoid. It has a role as a plant metabolite. It is a bornane monoterpenoid and a cyclic monoterpene ketone. Camphor is a natural product found in Xylopia aromatica, Xylopia sericea, and other organisms with data available. A bicyclic monoterpene ketone found widely in plants, especially CINNAMOMUM CAMPHORA. It is used topically as a skin antipruritic and as an anti-infective agent. A cyclic monoterpene ketone that is bornane bearing an oxo substituent at position 2. A naturally occurring monoterpenoid. C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents relative retention time with respect to 9-anthracene Carboxylic Acid is 0.986 Camphor ((±)-Camphor) is a topical anti-infective and anti-pruritic and internally as a stimulant and carminative. However, Camphor is poisonous when ingested. Antiviral, antitussive, and anticancer activities[1]. Camphor is a TRPV3 agonist[2]. Camphor ((±)-Camphor) is a topical anti-infective and anti-pruritic and internally as a stimulant and carminative. However, Camphor is poisonous when ingested. Antiviral, antitussive, and anticancer activities[1]. Camphor is a TRPV3 agonist[2].

   

Scoparone

6,7-dimethoxychromen-2-one

C11H10O4 (206.057906)


Scoparone is a member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities. It has a role as a plant metabolite, an anti-inflammatory agent, an antilipemic drug, an immunosuppressive agent, an antihypertensive agent and an anti-allergic agent. It is a member of coumarins and an aromatic ether. It is functionally related to an esculetin. Scoparone is a natural product found in Haplophyllum ramosissimum, Haplophyllum thesioides, and other organisms with data available. A member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities. D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics Scoparone is found in anise. Scoparone is found in several citrus oil D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents Found in several citrus oils Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1]. Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].

   

Imperatorin

InChI=1/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H

C16H14O4 (270.0892044)


Imperatorin is a member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 8. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and a metabolite. Imperatorin is a natural product found in Allium wallichii, Ammi visnaga, and other organisms with data available. Imperatorin is found in anise. Imperatorin is present in Aegle marmelos (bael fruit) and seeds of Pastinaca sativa (parsnip).Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae). It is biosynthesized from umbelliferone, a coumarin derivative.Imperatorin has been shown to exhibit anti-hypertrophic and anti-convulsant functions (A7784, A7785).Imperatorin belongs to the family of Furanocoumarins. These are polycyclic aromatic compounds containing a furan ring fused to a coumarin moeity. See also: Angelica Dahurica Root (part of); Aegle marmelos fruit (part of); Ammi majus seed (part of) ... View More ... Imperatorin is found in anise. Imperatorin is present in Aegle marmelos (bael fruit) and seeds of Pastinaca sativa (parsnip).Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae). It is biosynthesized from umbelliferone, a coumarin derivative A member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 8. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor. D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins Present in Aegle marmelos (bael fruit) and seeds of Pastinaca sativa (parsnip) INTERNAL_ID 2244; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2244 Imperatorin is an effective of NO synthesis inhibitor (IC50=9.2 μmol), which also is a BChE inhibitor (IC50=31.4 μmol). Imperatorin is a weak agonist of TRPV1 with EC50 of 12.6±3.2 μM. Imperatorin is an effective of NO synthesis inhibitor (IC50=9.2 μmol), which also is a BChE inhibitor (IC50=31.4 μmol). Imperatorin is a weak agonist of TRPV1 with EC50 of 12.6±3.2 μM.

   

Luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C15H10O6 (286.047736)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Isoscopoletin

2H-1-Benzopyran-2-one, 6-hydroxy-7-methoxy-

C10H8O4 (192.0422568)


Isoscopoletin is a hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone. It has a role as a plant metabolite. It is a hydroxycoumarin and an aromatic ether. It is functionally related to an esculetin. Isoscopoletin is a natural product found in Clausena dunniana, Olea capensis, and other organisms with data available. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) is an active constituent in Artemisia argyi leaves. Isoscopoletin shows substantial inhibition against cell proliferation, with IC50s of 4.0 μM and 1.6 μM for human CCRF-CEM leukaemia cells and multidrug resistant subline CEM/ADR5000, respectively[1]. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) possesses inhibitory activity against HBV replication[2]. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) is an active constituent in Artemisia argyi leaves. Isoscopoletin shows substantial inhibition against cell proliferation, with IC50s of 4.0 μM and 1.6 μM for human CCRF-CEM leukaemia cells and multidrug resistant subline CEM/ADR5000, respectively[1]. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) possesses inhibitory activity against HBV replication[2].

   

Isopimpinellin

InChI=1/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3

C13H10O5 (246.052821)


Isopimpinellin is a member of psoralens. Isopimpinellin is a natural product found in Zanthoxylum mayu, Zanthoxylum ovalifolium, and other organisms with data available. Isopimpinellin is found in angelica. Isopimpinellin is present in the seeds of Pastinaca sativa (parsnip) Isopimpinellin belongs to the family of Furanocoumarins. These are polycyclic aromatic compounds containing a furan ring fused to a coumarin moeity. See also: Angelica keiskei top (part of). Present in the seeds of Pastinaca sativa (parsnip). Isopimpinellin is found in many foods, some of which are carrot, anise, celery stalks, and fennel. Isopimpinellin is found in angelica. Isopimpinellin is present in the seeds of Pastinaca sativa (parsnip D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1]. Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].

   

4-Methylumbelliferone

7-Hydroxy-4-methylcoumarin|4-Methylumbelliferone

C10H8O3 (176.0473418)


Beta-methylumbelliferone appears as colorless crystals. Insoluble in water. (NTP, 1992) 4-methylumbelliferone is a hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4. It has a role as an antineoplastic agent and a hyaluronic acid synthesis inhibitor. It is functionally related to an umbelliferone. Hymecromone is a natural product found in Ferula fukanensis, Dalbergia volubilis, and other organisms with data available. 4-methylumbelliferone is a metabolite found in or produced by Saccharomyces cerevisiae. A coumarin derivative possessing properties as a spasmolytic, choleretic and light-protective agent. It is also used in ANALYTICAL CHEMISTRY TECHNIQUES for the determination of NITRIC ACID. 4-methylumbelliferone is a substrate for: Liver carboxylesterase 1, Cocaine esterase, and S-formylglutathione hydrolase. A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05A - Bile therapy A hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4. COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials C78272 - Agent Affecting Nervous System > C29698 - Antispasmodic Agent D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported in part by CREST/JST. 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects. 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects.

   

Ferulic acid

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

C10H10O4 (194.057906)


trans-Ferulic acid is a highly abundant phenolic phytochemical which is present in plant cell walls. Ferulic acid is a phenolic acid that can be absorbed by the small intestine and excreted through the urine. It is one of the most abundant phenolic acids in plants, varying from 5 g/kg in wheat bran to 9 g/kg in sugar-beet pulp and 50 g/kg in corn kernel. It occurs primarily in seeds and leaves both in its free form (albeit rarely) and covalently linked to lignin and other biopolymers. It is usually found as ester cross-links with polysaccharides in the cell wall, such as arabinoxylans in grasses, pectin in spinach and sugar beet, and xyloglucans in bamboo. It also can cross-link with proteins. Due to its phenolic nucleus and an extended side chain conjugation (carbohydrates and proteins), it readily forms a resonance-stabilized phenoxy radical which accounts for its potent antioxidant potential. Food supplementation with curcumin and ferulic acid is considered a nutritional approach to reducing oxidative damage and amyloid pathology in Alzheimer disease (PMID:17127365, 1398220, 15453708, 9878519). Ferulic acid can be found in Pseudomonas and Saccharomyces (PMID:8395165). Ferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. It has a role as an antioxidant, a MALDI matrix material, a plant metabolite, an anti-inflammatory agent, an apoptosis inhibitor and a cardioprotective agent. It is a conjugate acid of a ferulate. Ferulic acid is a natural product found in Haplophyllum griffithianum, Visnea mocanera, and other organisms with data available. Ferulic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Angelica sinensis root (part of). Widely distributed in plants, first isolated from Ferula foetida (asafoetida). Antioxidant used to inhibit oxidn. of fats, pastry products, etc. Antifungal agent used to prevent fruit spoilage. trans-Ferulic acid is found in many foods, some of which are deerberry, peach, shea tree, and common bean. A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D002491 - Central Nervous System Agents > D000700 - Analgesics D000975 - Antioxidants > D016166 - Free Radical Scavengers D006401 - Hematologic Agents > D000925 - Anticoagulants D020011 - Protective Agents > D000975 - Antioxidants D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID H074 (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.

   

Xanthotoxol

9-hydroxy-7H-furo[3,2-g]chromen-7-one

C11H6O4 (202.0266076)


Isolated from Aegle marmelos (bael fruit), Angelica archangelica (angelica) and the seeds of Pastinaca sativa (parsnip). Xanthotoxol is found in many foods, some of which are fats and oils, green vegetables, herbs and spices, and fig. Xanthotoxol is found in fats and oils. Xanthotoxol is isolated from Aegle marmelos (bael fruit), Angelica archangelica (angelica) and the seeds of Pastinaca sativa (parsnip Xanthotoxol is an 8-hydroxyfurocoumarin. Xanthotoxol is a natural product found in Citrus canaliculata, Prangos tschimganica, and other organisms with data available. D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins Xanthotoxol (8-Hydroxypsoralen) is a biologically active linear furocoumarin, shows strong pharmacological activities as anti-inflammatory, antioxidant, 5-HT antagonistic, and neuroprotective effects. Xanthotoxol (8-Hydroxypsoralen) It is a kind of fragrant bean substance, and it is a CYP450 inhibitor. Xanthotoxol has anti-inflammatory, anti-inflammatory, and 5-HT antagonistic and protective effects. Xanthotoxol inhibited CYP3A4 sum CYP1A2 IC50s separation 7.43 μM sum 27.82 μM. Xanthotoxol can pass through MAPK and NF-κB, inhibiting inflammation[1][2][3][4]. Xanthotoxol (8-Hydroxypsoralen) is a biologically active linear furocoumarin, shows strong pharmacological activities as anti-inflammatory, antioxidant, 5-HT antagonistic, and neuroprotective effects.

   

Methoxsalen

Methoxsalen, United States Pharmacopeia (USP) Reference Standard

C12H8O4 (216.0422568)


8-methoxypsoralen is an odorless white to cream-colored crystalline solid. Bitter taste followed by tingling sensation. (NTP, 1992) Methoxsalen is a member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis. It has a role as a dermatologic drug, an antineoplastic agent, a photosensitizing agent, a cross-linking reagent and a plant metabolite. It is a member of psoralens and an aromatic ether. It is functionally related to a psoralen. A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA adducts in the presence of ultraviolet A irradiation. Methoxsalen is a Photoactivated Radical Generator and Psoralen. The mechanism of action of methoxsalen is as a Photoabsorption. The physiologic effect of methoxsalen is by means of Photosensitizing Activity. Methoxsalen is a natural product found in Ammi visnaga, Zanthoxylum mayu, and other organisms with data available. Methoxsalen is a naturally occurring substance isolated from the seeds of the plant Ammi majus with photoactivating properties. As a member of the family of compounds known as psoralens or furocoumarins, methoxsalens exact mechanism of action is unknown; upon photoactivation, methoxsalen has been observed to bind covalently to and crosslink DNA. (NCI04) Methoxsalen is only found in individuals that have used or taken this drug. It is a naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA adducts in the presence of ultraviolet A irradiation. After activation Methoxsalen binds preferentially to the guanine and cytosine moieties of DNA, leading to cross-linking of DNA, thus inhibiting DNA synthesis and function. A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA ADDUCTS in the presence of ultraviolet A irradiation. See also: Angelica archangelica root (part of); Ammi majus seed (part of); Angelica keiskei top (part of) ... View More ... Methoxsalen, also known as oxsoralen or 8-methoxypsoralen, belongs to the class of organic compounds known as 8-methoxypsoralens. These are psoralens containing a methoxy group attached at the C8 position of the psoralen group. Methoxsalen is a drug which is used for the treatment of psoriasis and vitiligo. Methoxsalen is a bitter tasting compound. Methoxsalen is found, on average, in the highest concentration within a few different foods, such as parsnips, parsley, and celery stalks and in a lower concentration in wild carrots, carrots, and fennels. Methoxsalen has also been detected, but not quantified, in several different foods, such as figs, green vegetables, corianders, dills, and fruits. Methoxsalen is a potentially toxic compound. A member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis. Present in celery, especies the outer leaves, and other common grocery vegetables. Implicated in photodermatitis among grocery workers. Isolated from Aegle marmelos (bael) D - Dermatologicals > D05 - Antipsoriatics > D05B - Antipsoriatics for systemic use > D05BA - Psoralens for systemic use D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use > D05AD - Psoralens for topical use D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent C1420 - Photosensitizing Agent D003879 - Dermatologic Agents [Raw Data] CBA87_Xanthotoxin_pos_20eV.txt [Raw Data] CBA87_Xanthotoxin_pos_30eV.txt [Raw Data] CBA87_Xanthotoxin_pos_40eV.txt [Raw Data] CBA87_Xanthotoxin_pos_10eV.txt [Raw Data] CBA87_Xanthotoxin_pos_50eV.txt Methoxsalen (8-Methoxypsoralen) is a furanocoumarin compound used in psoralen, used in studies of psoriasis, eczema, vitiligo and some sun-exposed cutaneous lymphomas, and is a P450 inhibitor. Methoxsalen (8-Methoxypsoralen) is a furanocoumarin compound used in psoralen, used in studies of psoriasis, eczema, vitiligo and some sun-exposed cutaneous lymphomas, and is a P450 inhibitor.

   

beta-Elemene

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1877904)


(-)-beta-elemene is the (-)-enantiomer of beta-elemene that has (1S,2S,4R)-configuration. It has a role as an antineoplastic agent. beta-Elemene is a natural product found in Xylopia sericea, Eupatorium cannabinum, and other organisms with data available. Beta-elemene is one of the isomers of elemene, a lipid soluble sesquiterpene and the active component isolated from the Chinese medicinal herb Rhizoma zedoariae with potential antineoplastic and chemopreventive activities. Although the exact mechanism of action through which beta-elemene exerts its effect has yet to be fully elucidated, this agent appears to induce apoptosis through different mechanisms of action and induces cell cycle arrest at different stages based on the tumor cell type involved. Beta-elemene may sensitize cancer cells to other chemotherapeutic agents. See also: Cannabis sativa subsp. indica top (part of). Beta-elemene, also known as B-elemen or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Beta-elemene is a fresh, herbal, and waxy tasting compound and can be found in a number of food items such as lovage, anise, spearmint, and orange mint, which makes beta-elemene a potential biomarker for the consumption of these food products. Beta-elemene can be found primarily in saliva. beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Falcarindiol

(Z)-(3S,8S)-Heptadeca-1,9-diene-4,6-diyne-3,8-diol

C17H24O2 (260.17762039999997)


Constituent of roots of several plants including the common carrot (Daucus carota) and Angelica acutiloba (Dong Dang Gui). Falcarindiol is found in many foods, some of which are wild carrot, carrot, garden tomato (variety), and caraway. Falcarindiol is found in caraway. Falcarindiol is a constituent of roots of several plants including the common carrot (Daucus carota) and Angelica acutiloba (Dong Dang Gui). Falcarindiol is a natural product found in Anthriscus nitida, Chaerophyllum aureum, and other organisms with data available. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

   

(2S,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol

Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, endo-(.+/-.)-

C10H18O (154.1357578)


Borneol appears as a white colored lump-solid with a sharp camphor-like odor. Burns readily. Slightly denser than water and insoluble in water. Used to make perfumes. Borneol is a bornane monoterpenoid that is 1,7,7-trimethylbicyclo[2.2.1]heptane substituted by a hydroxy group at position 2. It has a role as a volatile oil component and a metabolite. Isoborneol is a natural product found in Xylopia sericea, Eupatorium capillifolium, and other organisms with data available. Both Borneol and Isoborneol and their acetates and formates are used as flavouring agents. 2-Bornanol is found in turmeric. Isoborneol ((±)-Isoborneol) is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties. Isoborneol is a potent inhibitor of herpes simplex virus type 1 (HSV-1)[1][2]. Isoborneol ((±)-Isoborneol) is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties. Isoborneol is a potent inhibitor of herpes simplex virus type 1 (HSV-1)[1][2].

   

p-Anisic acid

4-Methoxy-benzoic Acid; 4-Anisic acid; Anisic acid pound>>p-Anisic acid pound>>p-Methoxybenzoic acid

C8H8O3 (152.0473418)


p-Anisic acid, also known as 4-anisate or draconic acid, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. p-Anisic acid is a drug. p-Anisic acid exists in all eukaryotes, ranging from yeast to humans. p-Anisic acid is a faint, sweet, and cadaverous tasting compound. Outside of the human body, p-anisic acid has been detected, but not quantified in several different foods, such as anises, cocoa beans, fennels, and german camomiles. This could make p-anisic acid a potential biomarker for the consumption of these foods. It is a white crystalline solid which is insoluble in water, highly soluble in alcohols and soluble in ether, and ethyl acetate. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds. It is generally obtained by the oxidation of anethole or p-methoxyacetophenone. The term "anisic acid" often refers to this form specifically. p-Anisic acid is found naturally in anise. 4-methoxybenzoic acid is a methoxybenzoic acid substituted with a methoxy group at position C-4. It has a role as a plant metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 4-methoxybenzoate. 4-Methoxybenzoic acid is a natural product found in Chaenomeles speciosa, Annona purpurea, and other organisms with data available. Anisic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Stevia rebaudiuna Leaf (part of). Flavouring agent. Food additive listed in the EAFUS Food Additive Database (Jan. 2001) A methoxybenzoic acid substituted with a methoxy group at position C-4. COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS KEIO_ID A154 p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1]. p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1].

   

Myristicin

1-Methoxy-2,3-methylenedioxy-5-(2-propenyl)benzene

C11H12O3 (192.0786402)


Myristicin is an organic molecular entity. It has a role as a metabolite. Myristicin is a natural product found in Chaerophyllum azoricum, Peperomia bracteata, and other organisms with data available. Myristicin is found in anise. Myristicin is a constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase.Myristicin has been shown to exhibit apoptotic and hepatoprotective functions (A7836, A7837).Myristicin belongs to the family of Benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Myristicin is found in anise. Myristicin is a constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase Constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1]. Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4]. Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4]. Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1].

   

Amyrin

(3S,4aR,5R,6aR,6bR,8S,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol

C30H50O (426.386145)


Beta-amyrin is a pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. It has a role as a plant metabolite and an Aspergillus metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of an oleanane. beta-Amyrin is a natural product found in Ficus pertusa, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of); Viburnum opulus bark (part of); Centaurium erythraea whole (part of). A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1]. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1].

   

Guaiol

5-Azulenemethanol, 1,2,3,4,5,6,7,8-octahydro-.alpha.,.alpha.,3,8-tetramethyl-, [3S-(3.alpha.,5.alpha.,8.alpha.)]-

C15H26O (222.1983546)


Guaiol is a guaiane sesquiterpenoid. Guaiol is a natural product found in Philotheca fitzgeraldii, Aristolochia asclepiadifolia, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). Guaiol is a sesquiterpene alcohol that has been found in several traditional Chinese medicinal plants and has antiproliferative, pro-autophagic, insect repellent, and insecticidal biological activities[1][2][3]. Guaiol is a sesquiterpene alcohol that has been found in several traditional Chinese medicinal plants and has antiproliferative, pro-autophagic, insect repellent, and insecticidal biological activities[1][2][3].

   

Thymol

Thymol, Pharmaceutical Secondary Standard; Certified Reference Material

C10H14O (150.1044594)


Thymol is a phenol that is a natural monoterpene derivative of cymene. It has a role as a volatile oil component. It is a member of phenols and a monoterpenoid. It derives from a hydride of a p-cymene. A phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. (Dorland, 28th ed) Thymol is a natural product found in Xylopia aromatica, Xylopia sericea, and other organisms with data available. A phenol obtained from thyme oil or other volatile oils used as a stabilizer in pharmaceutical preparations, and as an antiseptic (antibacterial or antifungal) agent. See also: Paeonia lactiflora root (part of); Elymus repens root (part of); Eucalyptol; thymol (component of) ... View More ... Thymol is a phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. Thymol is a monoterpene phenol derivative of cymene, C10H13OH, isomeric with carvacrol, found in oil of thyme, and extracted as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. It is also called "hydroxy cymene". In a 1994 report released by five top cigarette companies, thymol is one of the 599 additives to cigarettes. Its use or purpose, however, is unknown, like most cigarette additives. Found in many essential oils. Especies found in the Labiatae. Rich sources are thyme oil, seed oil of Ptychotis ajowan and oils of horsemint (Monarda punctata) and Ocimum subspecies Flavouring ingredient C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents > D000935 - Antifungal Agents A phenol that is a natural monoterpene derivative of cymene. Thymol is the main monoterpene phenol occurring in essential oils isolated from plants belonging to the Lamiaceae family, and other plants such as those belonging to the Verbenaceae, Scrophulariaceae, Ranunculaceae and Apiaceae families. Thymol has antioxidant, anti-inflammatory, antibacterial and antifungal effects[1]. Thymol is the main monoterpene phenol occurring in essential oils isolated from plants belonging to the Lamiaceae family, and other plants such as those belonging to the Verbenaceae, Scrophulariaceae, Ranunculaceae and Apiaceae families. Thymol has antioxidant, anti-inflammatory, antibacterial and antifungal effects[1].

   

Geraniol

cis-3,7-Dimethyl-2,6-octadien-1-ol, >=97\\%, FCC, FG

C10H18O (154.1357578)


Geraniol, also known as beta-Geraniol, (E)-nerol (the isomer of nerol) or geranyl alcohol, is a monoterpenoid alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. In plants, the biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. beta-Geraniol is an isoprenoid lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. beta-Geraniol has a sweet, citrus, and floral taste. beta-Geraniol is found in highest concentrations in common grapes, black walnuts, and common thymes and in lower concentrations in cardamoms, common oregano, and gingers. beta-Geraniol has also been detected in lemon verbena, oval-leaf huckleberries, common pea, sweet cherries, and nopals. It is found as an alcohol and as its ester in many essential oils including geranium oil. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type) and occurs in small quantities in geranium, lemon, and many other essential oils. Because it has a rose-like odor, it is commonly used in perfumes. It is used to create flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. An alternate application has been found in the use of insect repellents or deterrants. Though it may repel mosquitoes, flies, lice, cockroaches, ants, and ticks, it is also produced by the scent glands of honey bees to help them mark nectar-bearing flowers and locate the entrances to their hives (http//doi:10.1051/apido:19900403). Extensive testing by Dr. Jerry Butler at the University of Florida has shown geraniol to be one of natures most effective insect repellents (PMID:20836800). Nerol is the (2Z)-stereoisomer of 3,7-dimethylocta-2,6-dien-1-ol. It has been isolated from the essential oils from plants like lemon grass. It has a role as a volatile oil component, a plant metabolite and a fragrance. Nerol is a natural product found in Eupatorium cannabinum, Vitis rotundifolia, and other organisms with data available. Nerol is a metabolite found in or produced by Saccharomyces cerevisiae. Constituent of many essential oils including neroli and bergamot oils. In essential oils it is a minor component always accompanied by geraniol. Flavouring agent The (2Z)-stereoisomer of 3,7-dimethylocta-2,6-dien-1-ol. It has been isolated from the essential oils from plants like lemon grass. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2]. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2]. Nerol is a constituent of neroli oil. Nerol Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS. Antifungal activity[1][2].

   

beta-Phellandrene

3-methylidene-6-(propan-2-yl)cyclohex-1-ene

C10H16 (136.1251936)


beta-Phellandrene is found in allspice. beta-Phellandrene is widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus species). beta-Phellandrene is a flavour ingredient.Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia Beta-phellandrene is one of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). It has a role as a plant metabolite. beta-Phellandrene is a natural product found in Xylopia aromatica, Dacrydium nausoriense, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of). One of a pair of phellandrene cyclic monoterpene double-bond isomers in which one double bond is exocyclic (cf. alpha-phellandrene, where both of them are endoocyclic). Widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus subspecies). Flavour ingredient β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1]. β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

   

Oleic acid

Emersol 221 low titer white oleic acid

C18H34O2 (282.2558664)


Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70\\\\%). Oleic acid triglycerides also make up 59–75\\\\% of pecan oil, 61\\\\% of canola oil, 36–67\\\\% of peanut oil, 60\\\\% of macadamia oil, 20–80\\\\% of sunflower oil, 15–20\\\\% of grape seed oil, sea buckthorn oil, 40\\\\% of sesame oil, and 14\\\\% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80\\\\%) and canola oil (70\\\\%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Major constituent of plant oils e.g. olive oil (ca. 80\\\\%), almond oil (ca. 80\\\\%) and many others, mainly as glyceride. Constituent of tall oiland is also present in apple, melon, raspberry oil, tomato, banana, roasted peanuts, black tea, rice bran, cardamon, plum brandy, peated malt, dairy products and various animal fats. Component of citrus fruit coatings. Emulsifying agent in foods CONFIDENCE standard compound; INTERNAL_ID 290 COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

Pimaric acid

Dextropimaric acid

C20H30O2 (302.224568)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.561 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.568 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.560

   

alpha-Cadinol

(1R,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

C15H26O (222.1983546)


alpha-Cadinol is found in cloves. alpha-Cadinol is a constituent of Juniperus communis (juniper)

   

Camphene

3,3-Dimethyl-2-methylidenebicyclo[2.2.1]heptane

C10H16 (136.1251936)


Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Camphene is nearly insoluble in water but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It exists as a flammable, white solid that has a minty, citrus, eucalyptus odor. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and in food additives for flavouring. In the mid-19th century it was used as a fuel for lamps, but this was limited by its explosiveness. Camphene exists in all eukaryotes, ranging from yeast to plants to humans. Camphene can be found in a number of food items such as dill, carrots, caraway, hyssop, lemon, orange, nutmeg seed, parsley, sage, thyme, turmeric and fennel, which makes camphene a potential biomarker for the consumption of these food products. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian. Camphene is one of several monoterpenes that are found in cannabis plants (PMID:6991645 ). Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Camphene is a camphor, fir needle, and herbal tasting compound and can be found in a number of food items such as cardamom, yellow bell pepper, common thyme, and coriander, which makes camphene a potential biomarker for the consumption of these food products. Camphene can be found primarily in feces and saliva. Camphene exists in all eukaryotes, ranging from yeast to humans. Camphene is a bicyclic monoterpene. It is nearly insoluble in water, but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and as a food additive for flavoring. Its mid-19th century use as a fuel for lamps was limited by its explosiveness .

   

Terpinolene

1-methyl-4-(propan-2-ylidene)cyclohexene p-mentha-1,4(8)-diene

C10H16 (136.1251936)


Terpinolene (TPO), also known as alpha-terpinolene or isoterpinene, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, terpinolene is considered to be an isoprenoid lipid molecule. Terpinolene is a very hydrophobic monoterpenoid, practically insoluble in water, and relatively neutral. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes in plants is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Terpinolene is one of the constituents of turpentine and an isomer of terpinene. It appears colourless to pale yellow liquid. Alpha-terpinolene has been identified as an abundant monoterpene in the essential oil of Cannabis sativa plants (PMID:6991645 ). There are more than 140 known terpenes in cannabis and the combination of these terepenoids produces the skunky, fruity odor characteristic of C. savita. Although common in cannabis cultivars, terpinolene is typically found in relatively low amounts. On the other hand, the concentration of terpinolene can be has high as 30\\% of the essential oil. It is thought that terpinolene offers a mildly sedative effect and can reduce anxiety (PMID:28826544 ). In particular, terpinolene is a central nervous system depressant that has been shown to induce drowsiness (PMID:23339024 ). Terpinolene has been demonstrated to prevent LDL oxidation and is of potential interest in the treatment of atherogenesis and coronary artery disease (PMID:28826544 ). Terpinolene exhibits antifungal and larvicidal properties (PMID:28826544 ). Terpinolene is also an effective anti-microbial agent, particularly against E coli and Staphylococcus bacteria (PMID:16402540 ). Terpinolene is also employed as a fragrence ingredient in lotions, insect repellents (similar to other terpenes), perfumes, and soaps. Terpinolene is also a constituent of many other essential oils e. g. Citrus, Mentha, Juniperus, Myristica species. Parsnip oil (Pastinaca sativa) in particular, is a major source (40-70\\%). Terpinolene is a sweet, citrus, and fresh tasting compound. It produces a floral, woody or herbal aroma reminiscent of pine needles. In addition to being found in various plant essential oils, terpinolene is found in a few different foods and spices, such as allspice, apples, sage, rosemary, parsnips, nutmegs, and wild carrots and in a lower concentration in sweet bay, star anises, turmerics, apricots, cumins, evergreen blackberries, red bell peppers, and caraway. Constituent of many essential oils e.g. Citrus, Mentha, Juniperus, Myristica subspecies Parsnip oil (Pastinaca sativa) is a major source (40-70\\%). Flavouring ingredient. Terpinolene is found in many foods, some of which are coriander, ceylon cinnamon, pine nut, and caraway.

   

Fenchol

Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1R-endo)-

C10H18O (154.1357578)


Fenchol is found in fennel. Fenchol is a flavouring ingredient with a bitter, lime-like flavour [DFC] (Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.). Fenchol is a natural product found in Kunzea salina, Hyptis goyazensis, and other organisms with data available. Flavouring ingredient with a bitter, lime-like flavour [DFC] Fenchyl alcohol is a monoterpene alcohol in the essential oils isolated from Douglas fir needles, acts as a fragrance. Fenchyl alcohol strongly inhibits the rumen microbial activity of both sheep and deer[1][2]. Fenchyl alcohol is a monoterpene alcohol in the essential oils isolated from Douglas fir needles, acts as a fragrance. Fenchyl alcohol strongly inhibits the rumen microbial activity of both sheep and deer[1][2].

   
   

Carotol

6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-3a-ol

C15H26O (222.1983546)


Carotol is found in carrot. Carotol is a constituent of Daucus carota (carrot) Carotol was first isolated by scientists Asahina and Tsukamoto in 1925. It is one of the primary components found in carrot seed oil comprising approximately 40\\% of this essential oil. This sesquiterpene alcohol is thought to be formed in carrot seeds (Daucus carota L., Umbelliferae) during the vegetation period. Additionally, studies have shown that carotol may be involved in allelopathic interactions expressing activity as a antifungal, herbicidal and insecticidal agent. It has been proposed that there is a direct cyclisation of farnesyl pyrophosphate (FPP) to the carotol (carotane backbone). This type of cyclisation is unconventional for the typical chemistry of sesquiterpenes. The only other proposed mechanism requires a complex ten-membered ring with a methyl migration. This later reaction, regardless of how plausible it may appear to be on paper, is energetically undesired and through the diligent work of M. Soucek and coworkers it was shown that the cyclization from FPP to carotol is the most probable biosynthesis route. Constituent of Daucus carota (carrot)

   

Himachalol

1H-Benzocyclohepten-9-ol, 2,4a-.beta.,5,6,7,8,9,9a-.beta.-octahydro-3,5,5,9-.beta.-tetramethyl-

C15H26O (222.1983546)


   

fenchone

(1R,4S)-(+)-fenchone;(1R,4S)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one

C10H16O (152.12010859999998)


A carbobicyclic compound that is fenchane in which the hydrogens at position 2 are replaced by an oxo group. It is a component of essential oil from fennel (Foeniculum vulgare). Fenchone is a natural organic compound classified as a monoterpene and a ketone. It is a colorless oily liquid. It has a structure and an odor similar to camphor. Fenchone is a constituent of absinthe and the essential oil of fennel. Fenchone is used as a flavor in foods and in perfumery. Only 2 stereoisomers are possible: D-fenchone (enantiomer 1S,4R is dextrogyre (+)) and L-fenchone (enantiomer 1R,4S is levogyre (-)). Due to the small size of the cycle, the 2 other diastereoisomers (1S4S and 1R4R) are not possible. [Wikipedia]. Fenchone is found in many foods, some of which are ceylon cinnamon, sweet basil, saffron, and dill. (-)-Fenchone, a bicyclic monoterpene, is widely distributed in plants and found in essential oils from Foeniculum vulgare. (-)-Fenchone is oxidized to 6-endo-hydroxyfenchone, 6-exo-hydroxyfenchone and 10-hydroxyfenchone derivatives by CYP2A6 and CYP2B6 in human liver microsomes with CYP2A6 playing a more important role than CYP2B6[1]. (-)-Fenchone, a bicyclic monoterpene, is widely distributed in plants and found in essential oils from Foeniculum vulgare. (-)-Fenchone is oxidized to 6-endo-hydroxyfenchone, 6-exo-hydroxyfenchone and 10-hydroxyfenchone derivatives by CYP2A6 and CYP2B6 in human liver microsomes with CYP2A6 playing a more important role than CYP2B6[1]. (-)-Fenchone, a bicyclic monoterpene, is widely distributed in plants and found in essential oils from Foeniculum vulgare. (-)-Fenchone is oxidized to 6-endo-hydroxyfenchone, 6-exo-hydroxyfenchone and 10-hydroxyfenchone derivatives by CYP2A6 and CYP2B6 in human liver microsomes with CYP2A6 playing a more important role than CYP2B6[1]. (-)-Fenchone, a bicyclic monoterpene, is widely distributed in plants and found in essential oils from Foeniculum vulgare. (-)-Fenchone is oxidized to 6-endo-hydroxyfenchone, 6-exo-hydroxyfenchone and 10-hydroxyfenchone derivatives by CYP2A6 and CYP2B6 in human liver microsomes with CYP2A6 playing a more important role than CYP2B6[1].

   

Cirsiliol

2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one

C17H14O7 (330.0739494)


Cirsiliol, also known as 3,4,5-trihydroxy-6,7-dimethoxyflavone or 6,7-dimethoxy-5,3,4-trihydroxyflavone, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, cirsiliol is considered to be a flavonoid lipid molecule. Cirsiliol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cirsiliol can be found in common sage and lemon verbena, which makes cirsiliol a potential biomarker for the consumption of these food products. Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand.

   

Elemicin

4-(2-Ethyl-benzoimidazol-1-yl)-4-oxo-butyricacid

C12H16O3 (208.1099386)


Elemicin is an olefinic compound. Elemicin is a natural product found in Anemopsis californica, Asarum celsum, and other organisms with data available. Constituent of Elemi oil and Myristica fragrans (nutmeg). Elemicin is found in many foods, some of which are nutmeg, carrot, parsley, and tarragon. Elemicin is found in carrot. Elemicin is a constituent of Elemi oil and Myristica fragrans (nutmeg). Elemicin is an orally active alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin has anti-influenza activities, antimicrobial, antioxidant, and antiviral activities. Elemicin and its reactive metabolite of 1′-Hydroxyelemicin can induce hepatotoxicity[1][2][3][4]. Elemicin is a alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin is one of the main components in aromatic food and has antimicrobial, antioxidant, and antiviral activities. Elemicin possesses genotoxicity and carcinogenicity[1]. Elemicin is a alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin is one of the main components in aromatic food and has antimicrobial, antioxidant, and antiviral activities. Elemicin possesses genotoxicity and carcinogenicity[1].

   

Bicyclogermacrene

(2Z,6Z)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


Constituent of the peel oil of Citrus junos (yuzu). Bicyclogermacrene is found in many foods, some of which are common oregano, lemon balm, hyssop, and orange mint. Bicyclogermacrene is found in citrus. Bicyclogermacrene is a constituent of the peel oil of Citrus junos (yuzu).

   

(+)-Limonene

(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene

C10H16 (136.1251936)


(+)-Limonene, also known as d-limonene, is a naturally occurring monoterpene which is the major component in orange oil. Currently, (+)-limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Recently, however, (+)-limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to (+)-limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Although (+)-limonene is not carcinogenic in female rats or male and female mice given much higher dosages, the male rat-specific nephrocarcinogenicity of (+)-limonene may raise some concern regarding the safety of (+)-limonene for human consumption. A considerable body of scientific data has indicated that the renal toxicity of (+)-limonene results from the accumulation of a protein, alpha 2u-globulin, in male rat kidney proximal tubule lysosomes. This protein is synthesized exclusively by adult male rats. Other species, including humans, synthesize proteins that share significant homology with alpha 2u-globulin. However, none of these proteins, including the mouse equivalent of alpha 2u-globulin, can produce this toxicity, indicating a unique specificity for alpha 2u-globulin. With chronic exposure to (+)-limonene, the hyaline droplet nephropathy progresses and the kidney shows tubular cell necrosis, granular cast formation at the corticomedullary junction, and compensatory cell proliferation. Both (+)-limonene and cis-d-limonene-1,2-oxide (the major metabolite involved in this toxicity) are negative in vitro mutagenicity screens. Therefore, the toxicity-related renal cell proliferation is believed to be integrally involved in the carcinogenicity of (+)-limonene as persistent elevations in renal cell proliferation may increase fixation of spontaneously altered DNA or serve to promote spontaneously initiated cells. The scientific data demonstrates that the tumorigenic activity of (+)-limonene in male rats is not relevant to humans. The three major lines of evidence supporting the human safety of (+)-limonene are (1) the male rat specificity of the nephrotoxicity and carcinogenicity; (2) the pivotal role that alpha 2u-globulin plays in the toxicity, as evidenced by the complete lack of toxicity in other species despite the presence of structurally similar proteins; and (3) the lack of genotoxicity of both (+)-limonene and d-limonene-1,2-oxide, supporting the concept of a nongenotoxic mechanism, namely, sustained renal cell proliferation (PMID:2024047). (4r)-limonene, also known as (+)-4-isopropenyl-1-methylcyclohexene or (R)-1-methyl-4-(1-methylethenyl)cyclohexene, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (4r)-limonene is considered to be an isoprenoid lipid molecule (4r)-limonene can be found in sweet marjoram, which makes (4r)-limonene a potential biomarker for the consumption of this food product (4r)-limonene can be found primarily in saliva.

   

(+)-Sabinene

(1R,5R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane

C10H16 (136.1251936)


Sabinene (CAS: 3387-41-5) belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, sabinene is considered to be an isoprenoid lipid molecule. Sabinene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (+)-Sabinene, also known as (+)-4(10)-thujene, is found in common sage and Myristica fragrans (nutmeg).

   

β-Pinene

(1S,5S)-7,7-dimethyl-4-methylidene-bicyclo[3.1.1]heptane

C10H16 (136.1251936)


An isomer of pinene with an exocyclic double bond. It is a component of essential oils from many plants. Widely distributed in plants, usually associated with a-Pinene JPV84-W but in smaller amounts. Found in lime peel oil, ginger, nutmeg, mace, bitter fennel, rosemary and sage. Flavour ingredient β-Pinene ((-)-β-Pinene), a major component of turpentine, inhibit infectious bronchitis virus (IBV) with an IC50 of 1.32 mM. β-Pinene presents antimicrobial activity[1][2]. β-Pinene ((-)-β-Pinene), a major component of turpentine, inhibit infectious bronchitis virus (IBV) with an IC50 of 1.32 mM. β-Pinene presents antimicrobial activity[1][2].

   

(3R,6E)-nerolidol

(3R,6E)-nerolidol

C15H26O (222.1983546)


A (6E)-nerolidol in which the hydroxy group at positon 3 adopts an R-configuration. It is a fertility-related volatile compound secreted by the queens of higher termites from the subfamily Syntermitinae. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1].

   

Auraptene

2H-1-BENZOPYRAN-2-ONE, 7-(((2E)-3,7-DIMETHYL-2,6-OCTADIEN-1-YL)OXY)-

C19H22O3 (298.15688620000003)


Auraptene is a member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties. It has a role as a plant metabolite, an antineoplastic agent, an apoptosis inducer, a dopaminergic agent, a neuroprotective agent, an antihypertensive agent, a gamma-secretase modulator, a vulnerary, an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor, a PPARalpha agonist, a gastrointestinal drug, a matrix metalloproteinase inhibitor, an antioxidant and a hepatoprotective agent. It is a member of coumarins and a monoterpenoid. It is functionally related to an umbelliferone. Auraptene is a natural product found in Clausena anisum-olens, Geijera parviflora, and other organisms with data available. Auraptene is found in citrus. Auraptene is isolated from Citrus aurantium (Seville orange) and bael fruit (Aegle marmelos) Auraptene is a natural bioactive monoterpene coumarin ether. It was first isolated from members of the genus Citrus. Auraptene has shown a remarkable effect in the prevention of degenerative diseases. Many studies have reported the effect of auraptene as a chemopreventative agent against cancers of liver, skin, tongue, esophagus, and colon in rodent models. The effect in humans is not yet known A member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties. Isolated from Citrus aurantium (Seville orange) and bael fruit (Aegle marmelos) Auraptene is the most abundant naturally occurring geranyloxycoumarin. Auraptene decreases the secretion of matrix metalloproteinase 2 (MMP-2) as well as key inflammatory mediators, including IL-6, IL-8, and chemokine (C-C motif) ligand-5(CCL5)[1]. Auraptene is the most abundant naturally occurring geranyloxycoumarin. Auraptene decreases the secretion of matrix metalloproteinase 2 (MMP-2) as well as key inflammatory mediators, including IL-6, IL-8, and chemokine (C-C motif) ligand-5(CCL5)[1].

   

Salvigenin

4H-1-Bbenzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

C18H16O6 (328.0946836)


Salvigenin, also known as psathyrotin or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-O-methylated flavonoids. 7-O-Methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Salvigenin has been detected, but not quantified in, several different foods, such as rosemaries, mandarin orange (clementine, tangerine), common sages, sweet basils, and peppermints. This could make salvigenin a potential biomarker for the consumption of these foods. BioTransformer predicts that salvigenin is a product of tetramethylscutellarein metabolism via an O-dealkylation reaction catalyzed by CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP2E1, and CYP3A4 enzymes (PMID: 30612223). Salvigenin, also known as 5-hydroxy-6,7,4-trimethoxyflavone or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Salvigenin can be found in a number of food items such as sweet basil, mandarin orange (clementine, tangerine), common sage, and peppermint, which makes salvigenin a potential biomarker for the consumption of these food products. Salvigenin is a trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. It has a role as an autophagy inducer, an apoptosis inhibitor, an antilipemic drug, an immunomodulator, an antineoplastic agent, a neuroprotective agent, a hypoglycemic agent and a plant metabolite. It is a trimethoxyflavone and a monohydroxyflavone. It is functionally related to a scutellarein. Salvigenin is a natural product found in Liatris elegans, Achillea santolina, and other organisms with data available. See also: Tangerine peel (part of). A trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4, 6, and 7 are replaced by methoxy groups. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2]. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

   

2,4-Dihydroxybenzoic acid

beta-Resorcylic acid, monosodium salt

C7H6O4 (154.0266076)


2,4-Dihydroxybenzoic acid is found in alcoholic beverages. 2,4-Dihydroxybenzoic acid is found in avocado, beer, wine and coffee. 2,4-Dihydroxybenzoic acid is a food flavour ingredient and flavour modifie Found in avocado, beer, wine and coffee. Food flavour ingredient and flavour modifier 2,4-Dihydroxybenzoic acid is a degradation product of cyaniding glycoside from tart cheeries in cell culture. 2,4-Dihydroxybenzoic acid is a degradation product of cyaniding glycoside from tart cheeries in cell culture.

   

Farnesiferol A

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


Constituent of Ferula assa-foetida (asafoetida) and other Ferula subspecies Farnesiferol A is found in herbs and spices and green vegetables. Gummosin is found in herbs and spices. Gummosin is from Ferula gummosa (galbanum).

   

Nerolidol

[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

C15H26O (222.1983546)


A component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Flavouring agent. Nerolidol is found in many foods, some of which are coriander, sweet basil, roman camomile, and sweet orange. Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1].

   

Umbelliprenin

7-{[(2E,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one

C24H30O3 (366.21948299999997)


Isolated from Angelica archangelica (angelica). Umbelliprenin is found in many foods, some of which are coriander, fats and oils, herbs and spices, and green vegetables. Umbelliprenin is found in coriander. Umbelliprenin is isolated from Angelica archangelica (angelica

   

delta-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


1(10),4-Cadinadiene is a cadinene (FDB009046) of the delta-serie [FooDB]. A cadinene (FDB009046) of the delta-serie [FooDB]

   

Linalyl acetate

3,7-Dimethyl-3-acetate(3R)-1,6-octadien-3-ol

C12H20O2 (196.14632200000003)


Linalyl acetate, also known as 3,7-dimethylocta-1,6-dien-3-yl acetate, is a monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender. It is an acetate ester and a monoterpenoid that derives from linalool. Linalyl acetate is isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc., and it is used as a flavouring ingredient. Synthetic linalyl acetate is sometimes used as an adulterant in essential oils to make them more marketable. Isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc. Flavouring ingredient Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1]. Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1].

   

(S)-p-Menth-1-en-4-ol

(1S)-4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol

C10H18O (154.1357578)


(S)-p-Menth-1-en-4-ol occurs in many essential oils, e.g. lavende Occurs in many essential oils, e.g. lavender Terpinen-4-ol (4-Carvomenthenol), a naturally occurring monoterpene, is the main bioactive component of tea-tree oil. Terpinen-4-ol suppresses inflammatory mediator production by activated human monocytes. Terpinen-4-ol significantly enhances the effect of several chemotherapeutic and biological agents[1][2][3]. Terpinen-4-ol (4-Carvomenthenol), a naturally occurring monoterpene, is the main bioactive component of tea-tree oil. Terpinen-4-ol suppresses inflammatory mediator production by activated human monocytes. Terpinen-4-ol significantly enhances the effect of several chemotherapeutic and biological agents[1][2][3].

   

Domesticoside

1-(2-hydroxy-4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)ethan-1-one

C15H20O9 (344.110727)


Domesticoside is found in fruits. Domesticoside is isolated from the bark of Prunus domestica (plum

   

(3'alpha,5'alpha,9'xi,10'beta)-O-(3-Hydroxy-7-drimen-11-yl)umbelliferone

7-[(6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


(3beta,5alpha,9xi,10beta)-O-(3-Hydroxy-7-drimen-11-yl)umbelliferone is found in herbs and spices. (3beta,5alpha,9xi,10beta)-O-(3-Hydroxy-7-drimen-11-yl)umbelliferone is a constituent of Ferula galbaniflua (galbanum). Constituent of Ferula galbaniflua (galbanum). (3a,5a,9x,10b)-O-(3-Hydroxy-7-drimen-11-yl)umbelliferone is found in herbs and spices.

   

Farnesiferol B

7-[[3-Methyl-5-(3-hydroxy-2,2-dimethyl-6-methylene)cyclohexyl-2-pentenyl]oxy]-2H-1-benzopyran-2-one, 9ci

C24H30O4 (382.214398)


Farnesiferol B is found in green vegetables. Farnesiferol B is a constituent of Ferula assa-foetida (asafoetida)

   

Nevskin

7-[(2,6-dihydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H32O5 (400.2249622)


Constituent of Ferula assa-foetida (asafoetida). Nevskin is found in herbs and spices and green vegetables. Nevskin is found in green vegetables. Nevskin is a constituent of Ferula assa-foetida (asafoetida)

   

Galbanic acid

2,3-Dimethyl-6-(dimethylethylidene)-2-[[(2-oxo-2H-1-benzopyran-7-yl)oxy]methyl]cyclohexanepropanoic acid

C24H30O5 (398.209313)


Galbanic acid is a constituent of Ferula gummosa (galbanum) and other Ferula species

   

Assafoetidin

7-{[(2Z)-5-(5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpent-2-en-1-yl]oxy}-2H-chromen-2-one

C24H30O4 (382.214398)


Constituent of Ferula assa-foetida (asafoetida). Assafoetidin is found in herbs and spices and green vegetables. Assafoetidin is found in green vegetables. Assafoetidin is a constituent of Ferula assa-foetida (asafoetida).

   

Conferone

7-[(2,5,5,8a-tetramethyl-6-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H28O4 (380.19874880000003)


Conferone is isolated from Ferula species. Isolated from Ferula subspecies

   

(R)-Meranzin

8-[(3,3-dimethyloxiran-2-yl)methyl]-7-methoxy-2H-chromen-2-one

C15H16O4 (260.1048536)


(r)-meranzin belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one) (r)-meranzin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (r)-meranzin can be found in citrus, which makes (r)-meranzin a potential biomarker for the consumption of this food product. (R)-Meranzin is found in citrus. (R)-Meranzin is a constituent of orange peel oil

   

Foetidin

4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


Constituent of the roots of Ferula assa-foetida (asafoetida). Foetidin is found in herbs and spices and green vegetables. Foetidin is found in green vegetables. Foetidin is a constituent of the roots of Ferula assa-foetida (asafoetida).

   

Asacoumarin A

7-{[(2E,6Z)-5,8-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one

C24H30O5 (398.209313)


Isolated from Ferula assa-foetida (asafoetida). Asacoumarin A is found in herbs and spices and green vegetables. Asacoumarin A is found in green vegetables. Asacoumarin A is isolated from Ferula assa-foetida (asafoetida).

   

(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone

7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H28O5 (396.1936638)


(3x,5a,9x,10b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone is found in herbs and spices. (3x,5a,9x,10b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone is a constituent of Ferula galbaniflua (galbanum). Constituent of Ferula galbaniflua (galbanum). (3x,5a,9x,10b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone is found in herbs and spices.

   

Calendulaglycoside E

6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

C42H66O14 (794.4452336)


Calendulaglycoside E is isolated from Calendula officinalis (pot marigold). Isolated from Calendula officinalis (pot marigold).

   

Methyl 2-(methylthio)butyrate

methyl 2-(methylsulfanyl)butanoate

C6H12O2S (148.0557972)


Methyl 2-(methylthio)butyrate is found in milk and milk products. Methyl 2-(methylthio)butyrate is a flavouring ingredient. Methyl 2-(methylthio)butyrate is present in cheese. Methyl 2-(methylthio)butyrate is a flavouring ingredient. It is found in milk and milk products.

   

3-(Methylthio)-2-butanone

3-(Methylsulphanyl)butan-2-one

C5H10OS (118.04523300000001)


3-(Methylthio)-2-butanone is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]"). It is used as a food additive

   

Cubenol

(1S,4R,4aR,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalen-4a-ol

C15H26O (222.1983546)


Cubenol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units

   

Thymol

[5-methyl-2-(propan-2-yl)phenyl]oxidanesulfonic acid

C10H14O (150.1044594)


Thymol Sulfate is also known as Thymol sulfuric acid. Thymol Sulfate is considered to be practically insoluble (in water) and acidic. Thymol (also known as 2-isopropyl-5-methylphenol, IPMP), C10H14O, is a natural monoterpenoid phenol derivative of p-Cymene, isomeric with carvacrol, found in oil of thyme, and extracted from Thymus vulgaris (common thyme), ajwain,[4] and various other plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from T. vulgaris. Thymol is only slightly soluble in water at neutral pH, but it is extremely soluble in alcohols and other organic solvents. It is also soluble in strongly alkaline aqueous solutions due to deprotonation of the phenol. Its dissociation constant (pKa) is 10.59±0.10.[5] Thymol absorbs maximum UV radiation at 274 nm.[6] Ancient Egyptians used thyme for embalming.[9] The ancient Greeks used it in their baths and burned it as incense in their temples, believing it was a source of courage. The spread of thyme throughout Europe was thought to be due to the Romans, as they used it to purify their rooms and to "give an aromatic flavour to cheese and liqueurs".[10] In the European Middle Ages, the herb was placed beneath pillows to aid sleep and ward off nightmares.[11] In this period, women also often gave knights and warriors gifts that included thyme leaves, because it was believed to bring courage to the bearer. Thyme was also used as incense and placed on coffins during funerals, because it was supposed to ensure passage into the next life.[12] The bee balms Monarda fistulosa and Monarda didyma, North American wildflowers, are natural sources of thymol. The Blackfoot Native Americans recognized these plants' strong antiseptic action and used poultices of the plants for skin infections and minor wounds. A tisane made from them was also used to treat mouth and throat infections caused by dental caries and gingivitis.[13] Thymol was first isolated by German chemist Caspar Neumann in 1719.[14] In 1853, French chemist Alexandre Lallemand[15] (1816-1886) named thymol and determined its empirical formula.[16] Thymol was first synthesized by Swedish chemist Oskar Widman[17] (1852-1930) in 1882.[18]

   

7-(3,7-Dimethylocta-2,6-dienoxy)-1-benzopyran-2-one

7-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-2H-chromen-2-one

C19H22O3 (298.15688620000003)


   

Camphane

1,7,7-trimethylbicyclo[2.2.1]heptane

C10H18 (138.1408428)


   

Coumarin 6

3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

C20H18N2O2S (350.1088928)


   

Eupatorin

5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one

C18H16O7 (344.0895986)


Eupatorin, also known as 3,5-dihydroxy-4,6,7-trimethoxyflavone, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, eupatorin is considered to be a flavonoid lipid molecule. Eupatorin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eupatorin can be found in lemon verbena, mandarin orange (clementine, tangerine), and peppermint, which makes eupatorin a potential biomarker for the consumption of these food products. Eupatorin, a naturally occurring flavone, arrests cells at the G2-M phase of the cell cycle and induces apoptotic cell death involving activation of multiple caspases, mitochondrial release of cytochrome c and poly(ADP-ribose) polymerase cleavage[1]. Eupatorin, a naturally occurring flavone, arrests cells at the G2-M phase of the cell cycle and induces apoptotic cell death involving activation of multiple caspases, mitochondrial release of cytochrome c and poly(ADP-ribose) polymerase cleavage[1].

   

Guaiol

2-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl)propan-2-ol

C15H26O (222.1983546)


Guaiol is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Guaiol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Guaiol is a mild, balsamic, and guaiacwood tasting compound found in ginger, which makes guaiol a potential biomarker for the consumption of this food product. Guaiol or champacol is an organic compound, a sesquiterpenoid alcohol found in several plants, especially in the oil of guaiacum and cypress pine. It is a crystalline solid that melts at 92 °C. Guaiol is one of many terpenes found in Cannabis . Guaiol is a sesquiterpene alcohol that has been found in several traditional Chinese medicinal plants and has antiproliferative, pro-autophagic, insect repellent, and insecticidal biological activities[1][2][3]. Guaiol is a sesquiterpene alcohol that has been found in several traditional Chinese medicinal plants and has antiproliferative, pro-autophagic, insect repellent, and insecticidal biological activities[1][2][3].

   

Lysophosphatidylcholine

(2-{[3-(acetyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

C10H22NO7P (299.1133832)


   

Meranzin hydrate

8-(2,3-dihydroxy-3-methylbutyl)-7-methoxy-2H-chromen-2-one

C15H18O5 (278.1154178)


   

Oxypeucedanin hydrate

4-(2,3-dihydroxy-3-methylbutoxy)-7H-furo[3,2-g]chromen-7-one

C16H16O6 (304.0946836)


   

Heraclenin

9-{[(2S)-3,3-dimethyloxiran-2-yl]methoxy}-7H-furo[3,2-g]chromen-7-one

C16H14O5 (286.0841194)


Heraclenin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Heraclenin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Heraclenin can be found in carrot, lemon, and wild carrot, which makes heraclenin a potential biomarker for the consumption of these food products.

   

D-Camphor

1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one

C10H16O (152.12010859999998)


(+)-camphor, also known as formosa camphor or 2-bornanone, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (+)-camphor is considered to be an isoprenoid lipid molecule (+)-camphor is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-camphor is a bitter, camphor, and herbal tasting compound and can be found in a number of food items such as sugar apple, sunflower, fennel, and cardamom, which makes (+)-camphor a potential biomarker for the consumption of these food products. C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents Camphor ((±)-Camphor) is a topical anti-infective and anti-pruritic and internally as a stimulant and carminative. However, Camphor is poisonous when ingested. Antiviral, antitussive, and anticancer activities[1]. Camphor is a TRPV3 agonist[2]. Camphor ((±)-Camphor) is a topical anti-infective and anti-pruritic and internally as a stimulant and carminative. However, Camphor is poisonous when ingested. Antiviral, antitussive, and anticancer activities[1]. Camphor is a TRPV3 agonist[2].

   

Nerolidol

(E)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, trans-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol

C15H26O (222.1983546)


Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as a flavouring agent, a cosmetic, a pheromone, a neuroprotective agent, an antifungal agent, an anti-inflammatory agent, an antihypertensive agent, an antioxidant, a volatile oil component, an insect attractant and a herbicide. It is a farnesane sesquiterpenoid, a tertiary allylic alcohol and a volatile organic compound. Nerolidol is a natural product found in Xylopia sericea, Rhododendron calostrotum, and other organisms with data available. Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent. Nerolidol has been shown to exhibit anti-fungal function (A7933).Nerolidol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units. A nerolidol in which the double bond at position 6 adopts a trans-configuration. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2].

   

Falcarindiol

1,9-Heptadecadiene-4,6-diyne-3,8-diol, [S-[R*,R*-(Z)]]-

C17H24O2 (260.17762039999997)


Falcarindiol is an organic molecular entity. It has a role as a metabolite. 1,9-Heptadecadiene-4,6-diyne-3,8-diol is a natural product found in Peucedanum oreoselinum, Oplopanax horridus, and other organisms with data available. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

   

nepetin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy- (9CI)

C16H12O7 (316.05830019999996)


Eupafolin, also known as 6-methoxy 5 or 734-tetrahydroxyflavone, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, eupafolin is considered to be a flavonoid lipid molecule. Eupafolin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eupafolin can be found in common sage, lemon verbena, rosemary, and sesame, which makes eupafolin a potential biomarker for the consumption of these food products. 6-Methoxyluteolin is a natural product found in Eupatorium album, Eupatorium altissimum, and other organisms with data available. See also: Arnica montana Flower (has part). Nepetin (6-Methoxyluteolin) is a natural flavonoid isolated from Eupatorium ballotaefolium HBK with potent anti-inflammatory activities. Nepetin inhibits IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43 μM, 3.42 μM and 4.17 μM, respectively in ARPE-19 cells[1][2]. Nepetin (6-Methoxyluteolin) is a natural flavonoid isolated from Eupatorium ballotaefolium HBK with potent anti-inflammatory activities. Nepetin inhibits IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43 μM, 3.42 μM and 4.17 μM, respectively in ARPE-19 cells[1][2].

   

Eupatorin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy- (9CI)

C18H16O7 (344.0895986)


Eupatorin is a trimethoxyflavone that is 6-hydroxyluteolin in which the phenolic hydogens at positions 4, 6 and 7 have been replaced by methyl groups. It has a role as a Brassica napus metabolite, an apoptosis inducer, a vasodilator agent, a calcium channel blocker, an anti-inflammatory agent, a P450 inhibitor and an antineoplastic agent. It is a dihydroxyflavone, a trimethoxyflavone and a polyphenol. It is functionally related to a 6-hydroxyluteolin. Eupatorin is a natural product found in Eupatorium album, Eupatorium altissimum, and other organisms with data available. A trimethoxyflavone that is 6-hydroxyluteolin in which the phenolic hydogens at positions 4, 6 and 7 have been replaced by methyl groups. Eupatorin, a naturally occurring flavone, arrests cells at the G2-M phase of the cell cycle and induces apoptotic cell death involving activation of multiple caspases, mitochondrial release of cytochrome c and poly(ADP-ribose) polymerase cleavage[1]. Eupatorin, a naturally occurring flavone, arrests cells at the G2-M phase of the cell cycle and induces apoptotic cell death involving activation of multiple caspases, mitochondrial release of cytochrome c and poly(ADP-ribose) polymerase cleavage[1].

   

7-oxodehydroabietic acid

7-Ketodehydroabietic acid

C20H26O3 (314.1881846)


   
   

Fukanemarin B

Fukanemarin B

C25H28O5 (408.1936638)


A hydroxycoumarin that is 4-hydroxycoumarin substituted by a methoxy group ar position 7 and a 1,2,6-trimethyl-7-(4-methyl-2-furyl)-hepta-2(E),5(E)-dienyl moiety at position 3. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

Assafoetidnol A

Assafoetidnol A

C24H30O5 (398.209313)


   

Camphane

Bicyclo[2.2.1]heptane,1,7,7-trimethyl-

C10H18 (138.1408428)


   

Fukanemarin A

Fukanemarin A

C24H28O5 (396.1936638)


A hydroxycoumarin that is 4,7-dihydroxycoumarin substituted by a 1,2,6,10-tetramethyl-8-oxoundeca-2(E),5(E),9-trienyl moiety at position 3. Isolated from the roots of Ferula fukanensis, it exhibits inhibitory effects on the production of nitric oxide (NO).

   

veratric acid

3,4-Dimethoxybenzoic acid

C9H10O4 (182.057906)


Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3]. Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits, has antioxidant[1] and anti-inflammatory activities[3]. Veratric acid also acts as a protective agent against hypertension-associated cardiovascular remodelling[2]. Veratric acid reduces upregulated COX-2 expression, and levels of PGE2, IL-6 after UVB irradiation[3].

   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Vanillin

4-hydroxy-3-methoxybenzaldehyde

C8H8O3 (152.0473418)


CONFIDENCE standard compound; INTERNAL_ID 952; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3579; ORIGINAL_PRECURSOR_SCAN_NO 3578 D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D020011 - Protective Agents > D016587 - Antimutagenic Agents D020011 - Protective Agents > D000975 - Antioxidants CONFIDENCE standard compound; INTERNAL_ID 952; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3566; ORIGINAL_PRECURSOR_SCAN_NO 3561 CONFIDENCE standard compound; INTERNAL_ID 952; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3549; ORIGINAL_PRECURSOR_SCAN_NO 3546 CONFIDENCE standard compound; INTERNAL_ID 952; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3560; ORIGINAL_PRECURSOR_SCAN_NO 3556 CONFIDENCE standard compound; INTERNAL_ID 952; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3573; ORIGINAL_PRECURSOR_SCAN_NO 3570 CONFIDENCE standard compound; INTERNAL_ID 952; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3577; ORIGINAL_PRECURSOR_SCAN_NO 3575 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.504 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.503 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.500 Vanillin (p-Vanillin) is a single molecule extracted from vanilla beans and also a popular odor used widely in perfume, food and medicine. Vanillin (p-Vanillin) is a single molecule extracted from vanilla beans and also a popular odor used widely in perfume, food and medicine.

   

Cirsiliol

6-Hydroxyluteolin-6,7-dimethyl ether; 6-Methoxyluteolin 7-methyl ether; Crisiliol

C17H14O7 (330.0739494)


Cirsiliol is a dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3 and 4 respectively. It has a role as a plant metabolite. It is a trihydroxyflavone and a dimethoxyflavone. It is functionally related to a flavone. Cirsiliol is a natural product found in Teucrium montanum, Thymus herba-barona, and other organisms with data available. A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3 and 4 respectively. Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand.

   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- (9CI)

C15H10O6 (286.047736)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.976 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.975 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.968 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.971 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Salvigenin

4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-

C18H16O6 (328.0946836)


Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2]. Salvigenin is a natural polyphenolic compound, with neuroprotective effect. Salvigenin has antitumor cytotoxic and immunomodulatory properties. Salvigenin inhibits H2O2-induced cell apoptosis[1][2].

   

Diosmetin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-

C16H12O6 (300.06338519999997)


Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell. Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell.

   

Ethyl 2-(2-hydroxyphenyl)-2-oxoacetate

Ethyl 2-(2-hydroxyphenyl)-2-oxoacetate

C10H10O4 (194.057906)


   

bicyclogermacrene

bicyclogermacrene

C15H24 (204.18779039999998)


A sesquiterpene derived from germacrane by dehydrogenation across the C(1)-C(10) and C(4)-C(5) bonds and cyclisation across the C(8)-C(9) bond.

   
   

Luteolin 7-O-glucoside

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one mono-beta-D-glucopyranoside

C21H20O11 (448.100557)


   

Xanthotoxin

9-methoxy-7H-furo[3,2-g]chromen-7-one

C12H8O4 (216.0422568)


   
   

Imperatorin

Imperatorin

C16H14O4 (270.0892044)


Imperatorin is an effective of NO synthesis inhibitor (IC50=9.2 μmol), which also is a BChE inhibitor (IC50=31.4 μmol). Imperatorin is a weak agonist of TRPV1 with EC50 of 12.6±3.2 μM. Imperatorin is an effective of NO synthesis inhibitor (IC50=9.2 μmol), which also is a BChE inhibitor (IC50=31.4 μmol). Imperatorin is a weak agonist of TRPV1 with EC50 of 12.6±3.2 μM.

   

Conferone

7-[(2,5,5,8a-tetramethyl-6-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H28O4 (380.19874880000003)


Origin: Plant, Coumarins, Coumarin terpenoids, Sesquiterpenoids, Ferula terpenoids

   

Nevskin

7-[(2,6-dihydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H32O5 (400.2249622)


   

samarcandin

samarcandin

C24H32O5 (400.2249622)


Origin: Plant, Coumarins

   
   

Linalyl acetate

Linalyl acetate

C12H20O2 (196.14632200000003)


Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1]. Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1].

   

Scopoletin

Scopoletin

C10H8O4 (192.0422568)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.637 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.629 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.631 IPB_RECORD: 1582; CONFIDENCE confident structure Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Scoparone

6,7-dimethoxycoumarin

C11H10O4 (206.057906)


Annotation level-1 D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1]. Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].

   

Methoxsalen

8-Methoxypsoralen

C12H8O4 (216.0422568)


D - Dermatologicals > D05 - Antipsoriatics > D05B - Antipsoriatics for systemic use > D05BA - Psoralens for systemic use D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use > D05AD - Psoralens for topical use D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent relative retention time with respect to 9-anthracene Carboxylic Acid is 0.910 C1420 - Photosensitizing Agent D003879 - Dermatologic Agents relative retention time with respect to 9-anthracene Carboxylic Acid is 0.909 Methoxsalen (8-Methoxypsoralen) is a furanocoumarin compound used in psoralen, used in studies of psoriasis, eczema, vitiligo and some sun-exposed cutaneous lymphomas, and is a P450 inhibitor. Methoxsalen (8-Methoxypsoralen) is a furanocoumarin compound used in psoralen, used in studies of psoriasis, eczema, vitiligo and some sun-exposed cutaneous lymphomas, and is a P450 inhibitor.

   

Ferulic acid

4-hydroxy-3-methoxycinnamic acid

C10H10O4 (194.057906)


(E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.

   

4-Methylumbelliferone

7-HYDROXY-4-METHYLCOUMARIN

C10H8O3 (176.0473418)


4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects. 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects.

   

Sabinene

Bicyclo[3.1.0]hexane, 4-methylene-1-(1-methylethyl)-

C10H16 (136.1251936)


Sabinene is a thujene that is a bicyclic monoterpene isolated from the essential oils of various plant species. It has a role as a plant metabolite. Black pepper allergenic extract is used in allergenic testing. Laurus nobilis allergenic extract is used in allergenic testing. Nutmeg allergenic extract is used in allergenic testing. Sabinene is a natural product found in Teucrium montanum, Xylopia aromatica, and other organisms with data available. Carrot Seed Oil is the oil extracted from the seeds of Daucus carota. Carrot seed oil is primarily used in skin treatment preparations. A thujene that is a bicyclic monoterpene isolated from the essential oils of various plant species. 4(10)-thujene, also known as sabinen or 1-isopropyl-4-methylenebicyclo[3.1.0]hexane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. 4(10)-thujene is a citrus, pepper, and pine tasting compound and can be found in a number of food items such as sweet orange, green bell pepper, pot marjoram, and parsley, which makes 4(10)-thujene a potential biomarker for the consumption of these food products. Sabinene is an naturally occurring bicyclic monoterpene which can be used as flavorings, perfume additives, fine chemicals, and advanced biofuels. Sabinene is also an orally active compound to attenuates skeletal muscle atrophy and regulates ROS-mediated MAPK/MuRF-1 pathways[1][2]. Sabinene is an naturally occurring bicyclic monoterpene which can be used as flavorings, perfume additives, fine chemicals, and advanced biofuels. Sabinene is also an orally active compound to attenuates skeletal muscle atrophy and regulates ROS-mediated MAPK/MuRF-1 pathways[1][2].

   

Umbelliferone

7-hydroxycoumarine

C9H6O3 (162.03169259999999)


Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

Oleic acid

cis-9-Octadecenoic acid

C18H34O2 (282.2558664)


An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. Oleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-80-1 (retrieved 2024-07-16) (CAS RN: 112-80-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

7-[(6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methoxy]chromen-2-one

NCGC00321441-02!7-[(6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methoxy]chromen-2-one

C24H30O4 (382.214398)


   

4-(2,3-dihydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one

NCGC00169070-02!4-(2,3-dihydroxy-3-methylbutoxy)furo[3,2-g]chromen-7-one

C16H16O6 (304.0946836)


   

8-(2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one

NCGC00169439-02!8-(2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one

C15H18O5 (278.1154178)


   

Umbelliprenin

7-{[(2E,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one

C24H30O3 (366.21948299999997)


   

Neochlorogenic acid

trans-5-O-Caffeoylquinic acid

C16H18O9 (354.0950778)


Neochlorogenic acid, also known as neochlorogenate or 3-O-caffeoylquinic acid, belongs to quinic acids and derivatives class of compounds. Those are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. Neochlorogenic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Neochlorogenic acid can be found in a number of food items such as quince, chicory, white cabbage, and grape wine, which makes neochlorogenic acid a potential biomarker for the consumption of these food products. Neochlorogenic acid is a natural polyphenolic compound found in some types of dried fruits and a variety of other plant sources such as peaches. It is an isomer of chlorogenic acid . Neochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation. Neochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation.

   

Isopimpinellin

Isopimpinellin

C13H10O5 (246.052821)


Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1]. Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].

   

p-Anisic acid

p-Anisic acid

C8H8O3 (152.0473418)


p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1]. p-Anisic acid (4-Methoxybenzoic acid) is one of the isomers of anisic acid, with anti-bacterial and antiseptic properties[1].

   

Thymol

InChI=1\C10H14O\c1-7(2)9-5-4-8(3)6-10(9)11\h4-7,11H,1-3H

C10H14O (150.1044594)


Thymol, also known as 1-hydroxy-5-methyl-2-isopropylbenzene or 2-isopropyl-5-methylphenol, is a member of the class of compounds known as aromatic monoterpenoids. Aromatic monoterpenoids are monoterpenoids containing at least one aromatic ring. Thus, thymol is considered to be an isoprenoid lipid molecule. Thymol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Thymol can be synthesized from p-cymene. Thymol can also be synthesized into thymol sulfate and thymol sulfate(1-). Thymol is a camphor, herbal, and medicinal tasting compound and can be found in a number of food items such as anise, common oregano, caraway, and highbush blueberry, which makes thymol a potential biomarker for the consumption of these food products. Thymol can be found primarily in saliva and urine, as well as in human liver and skeletal muscle tissues. Thymol exists in all eukaryotes, ranging from yeast to humans. C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent D000890 - Anti-Infective Agents > D000935 - Antifungal Agents Thymol is the main monoterpene phenol occurring in essential oils isolated from plants belonging to the Lamiaceae family, and other plants such as those belonging to the Verbenaceae, Scrophulariaceae, Ranunculaceae and Apiaceae families. Thymol has antioxidant, anti-inflammatory, antibacterial and antifungal effects[1]. Thymol is the main monoterpene phenol occurring in essential oils isolated from plants belonging to the Lamiaceae family, and other plants such as those belonging to the Verbenaceae, Scrophulariaceae, Ranunculaceae and Apiaceae families. Thymol has antioxidant, anti-inflammatory, antibacterial and antifungal effects[1].

   

VITAMIN E

DL-alpha-Tocopherol

C29H50O2 (430.38106)


Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 40 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials D020011 - Protective Agents > D000975 - Antioxidants D018977 - Micronutrients > D014815 - Vitamins Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 15 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. DL-alpha-Tocopherol is a synthetic vitamin E, with antioxidation effect. DL-alpha-Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB[1]. DL-alpha-Tocopherol is a synthetic vitamin E, with antioxidation effect. DL-alpha-Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB[1]. rel-α-Vitamin E (rel-D-α-Tocopherol) is a vitamin with antioxidant properties and also a mixture[1]. α-Vitamin E ((+)-α-Tocopherol), a naturally occurring vitamin E form, is a potent antioxidant[1][2]. α-Vitamin E ((+)-α-Tocopherol), a naturally occurring vitamin E form, is a potent antioxidant[1][2].

   

Isoimperatorin

Isoimperatorin

C16H14O4 (270.0892044)


D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins Origin: Plant, Coumarins Isoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM. Isoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM.

   

8-(2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one

8-(2,3-dihydroxy-3-methylbutyl)-7-methoxychromen-2-one

C15H18O5 (278.1154178)


   

falcarindiol

1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3R,8S,9Z)-

C17H24O2 (260.17762039999997)


(+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. (+)-(3R,8S)-Falcarindiol is a polyacetylene found in carrots, has antimycobacterial activity, with an IC50 of 6 μM and MIC of 24 μM against Mycobacterium tuberculosis H37Ra[1][2]. Antineoplastic and anti-inflammatory activity[2]. (+)-(3R,8S)-Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. Falcarindiol, an orally active polyacetylenic oxylipin, activates PPARγ and increases the expression of the cholesterol transporter ABCA1 in cells. Falcarindiol induces apoptosis and autophagy. Falcarindiol has anti-inflammatory, antifungal, anticancer and antidiabetic properties[1][2]. Falcarindiol is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

   

Auraptene

2H-1-Benzopyran-2-one, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (E)-

C19H22O3 (298.15688620000003)


Origin: Plant, Coumarins Auraptene is the most abundant naturally occurring geranyloxycoumarin. Auraptene decreases the secretion of matrix metalloproteinase 2 (MMP-2) as well as key inflammatory mediators, including IL-6, IL-8, and chemokine (C-C motif) ligand-5(CCL5)[1]. Auraptene is the most abundant naturally occurring geranyloxycoumarin. Auraptene decreases the secretion of matrix metalloproteinase 2 (MMP-2) as well as key inflammatory mediators, including IL-6, IL-8, and chemokine (C-C motif) ligand-5(CCL5)[1].

   

Osthole

Osthole

C15H16O3 (244.1099386)


Annotation level-1

   

Heraclenin

Heraclenin

C16H14O5 (286.0841194)


Origin: Plant, Coumarins Heraclenin, a natural furanocoumarin, significantly inhibits T cell receptor-mediated proliferation in human primary T cells in a concentration-dependent manner by targeting nuclear factor of activated T-cells (NFAT)[1]. Heraclenin, a natural furanocoumarin, significantly inhibits T cell receptor-mediated proliferation in human primary T cells in a concentration-dependent manner by targeting nuclear factor of activated T-cells (NFAT)[1].

   

Galbanic acid

Galbanic acid

C24H30O5 (398.209313)


Origin: Plant, Coumarins, Coumarin terpenoids, Sesquiterpenoids, Ferula terpenoids

   

Feselol

Feselol

C24H30O4 (382.214398)


A natural product found in Ferula gumosa. Origin: Plant, Coumarins, Coumarin terpenoids, Sesquiterpenoids, Ferula terpenoids

   

heraclenol

9-(2,3-dihydroxy-3-methylbutoxy)-2H-furo[3,2-g]chromen-2-one

C16H16O6 (304.0946836)


   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

Dipalmitoyl

Hexadecanoic acid, 1-[(phosphonooxy)methyl]-1,2-ethanediyl ester, (R)-

C35H69O8P (648.4729804)


   

geranyl isovalerate

(2Z)-3,7-dimethylocta-2,6-dien-1-yl 3-methylbutanoate

C15H26O2 (238.1932696)


   

Mogoltadin

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


   

Farnesiferol C

7-{[(2Z)-3-methyl-5-{1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl}pent-2-en-1-yl]oxy}-2H-chromen-2-one

C24H30O4 (382.214398)


   

Pleoside

1-(2-hydroxy-4-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)ethan-1-one

C15H20O9 (344.110727)


   

D-Amorphene

4,7-Dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

(R)-Meranzin

8-[(3,3-dimethyloxiran-2-yl)methyl]-7-methoxy-2H-chromen-2-one

C15H16O4 (260.1048536)


   

Ladyginoside a

6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

C42H66O14 (794.4452336)


   

Foetidin

4-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


   

Assafoetidin

7-{[(2Z)-5-(5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpent-2-en-1-yl]oxy}-2H-chromen-2-one

C24H30O4 (382.214398)


   

Asacoumarin A

7-{[(2E,6Z)-5,8-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one

C24H30O5 (398.209313)


   

borneol

1,7,7-Trimethyl-(1R,2S,4R)-rel-bicyclo[2.2.1]heptan-2-ol

C10H18O (154.1357578)


Flavouring agent. (±)-Borneol is found in many foods, some of which are pot marjoram, pepper (spice), saffron, and german camomile. Constituent of Curcuma aromatica and other plants. (+)-Borneol is found in nutmeg, herbs and spices, and ginger. Isoborneol ((±)-Isoborneol) is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties. Isoborneol is a potent inhibitor of herpes simplex virus type 1 (HSV-1)[1][2]. Isoborneol ((±)-Isoborneol) is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties. Isoborneol is a potent inhibitor of herpes simplex virus type 1 (HSV-1)[1][2].

   

S-Origanol

(1S)-4-methyl-1-(propan-2-yl)cyclohex-3-en-1-ol

C10H18O (154.1357578)


   

β-Phellandrene

3-methylidene-6-(propan-2-yl)cyclohex-1-ene

C10H16 (136.1251936)


β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1]. β-Phellandrene is obtained from Carum petroselinum. β-Phellandrene can be used to essential oil additives[1].

   

bisabolol

alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-(alphaR,1R)-3-Cyclohexene-1-methanol

C15H26O (222.1983546)


alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2]. alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2].

   

Kamolonol

7-[(4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O5 (398.209313)


   

(3'x,5'a,9'x,10'b)-O-(3-Hydroxy-6-oxo-7-drimen-11-yl)umbelliferone

7-[(6-hydroxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H28O5 (396.1936638)


   

(3'alpha,5'alpha,9'xi,10'beta)-O-(3-Hydroxy-7-drimen-11-yl)umbelliferone

7-[(6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


   

FEMA 3708

methyl 2-(methylsulfanyl)butanoate

C6H12O2S (148.0557972)


   

3-Methylthio-2-butanone

3-(methylsulfanyl)butan-2-one

C5H10OS (118.04523300000001)


   

decanol

Alcohols, C8-10

C10H22O (158.1670562)


   

Methyl 2-(methylthio)butyrate

methyl 2-(methylsulfanyl)butanoate

C6H12O2S (148.0557972)


   

(+)-sabinene

(1R,5R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane (1R,5R)-thuj-4(10)-ene

C10H16 (136.1251936)


Constituent of Myristica fragrans (nutmeg). (+)-4(10)-Thujene is found in many foods, some of which are common sage, nutmeg, turmeric, and herbs and spices.

   

nerolidol

(±)-trans-Nerolidol

C15H26O (222.1983546)


A farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2].

   
   

4-methoxybenzoic acid

4-methoxybenzoic acid

C8H8O3 (152.0473418)


   

Lysophosphatidylcholine

Lysophosphatidylcholines (egg)

C10H22NO7P (299.1133832)


   
   

Humulene

trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

C15H24 (204.18779039999998)


α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1]. α-Humulene is a main constituent of Tanacetum vulgare L. (Asteraceae) essential oil with anti-inflammation (IC50=15±2 μg/mL). α-Humulene inhibits COX-2 and iNOS expression[1].

   

Myristicin

1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)- (9CI)

C11H12O3 (192.0786402)


Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1]. Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4]. Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4]. Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1].

   

Elemicin

Benzene, 1,2,3-trimethoxy-5-(2-propenyl)- (9CI)

C12H16O3 (208.1099386)


Elemicin is an orally active alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin has anti-influenza activities, antimicrobial, antioxidant, and antiviral activities. Elemicin and its reactive metabolite of 1′-Hydroxyelemicin can induce hepatotoxicity[1][2][3][4]. Elemicin is a alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin is one of the main components in aromatic food and has antimicrobial, antioxidant, and antiviral activities. Elemicin possesses genotoxicity and carcinogenicity[1]. Elemicin is a alkenylbenzene widely distributed in many herbs and spices. Elemicin inhibits Stearoyl-CoA Desaturase 1 (SCD1) by metabolic activation. Elemicin is one of the main components in aromatic food and has antimicrobial, antioxidant, and antiviral activities. Elemicin possesses genotoxicity and carcinogenicity[1].

   

Isoscopoletin

2H-1-Benzopyran-2-one, 6-hydroxy-7-methoxy-

C10H8O4 (192.0422568)


Isoscopoletin is a hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone. It has a role as a plant metabolite. It is a hydroxycoumarin and an aromatic ether. It is functionally related to an esculetin. Isoscopoletin is a natural product found in Clausena dunniana, Olea capensis, and other organisms with data available. A hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone. Isoscopoletin, also known as 6-hydroxy-7-methoxycoumarin or 7-methoxyesculetin, is a member of the class of compounds known as hydroxycoumarins. Hydroxycoumarins are coumarins that contain one or more hydroxyl groups attached to the coumarin skeleton. Isoscopoletin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isoscopoletin can be found in coriander and eggplant, which makes isoscopoletin a potential biomarker for the consumption of these food products. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) is an active constituent in Artemisia argyi leaves. Isoscopoletin shows substantial inhibition against cell proliferation, with IC50s of 4.0 μM and 1.6 μM for human CCRF-CEM leukaemia cells and multidrug resistant subline CEM/ADR5000, respectively[1]. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) possesses inhibitory activity against HBV replication[2]. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) is an active constituent in Artemisia argyi leaves. Isoscopoletin shows substantial inhibition against cell proliferation, with IC50s of 4.0 μM and 1.6 μM for human CCRF-CEM leukaemia cells and multidrug resistant subline CEM/ADR5000, respectively[1]. Isoscopoletin (6-Hydroxy-7-methoxycoumarin) possesses inhibitory activity against HBV replication[2].

   

Farnesene

1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-, (6E)-

C15H24 (204.18779039999998)


Isol. (without stereochemical distinction) from oil of Cymbopogon nardus (citronella), Cananga odorata (ylang ylang) and others (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

CHEBI:15385

(1S,8AR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene

C15H24 (204.18779039999998)


   

Xanthotoxol

2-Propenoic acid, 3-(6,7-dihydroxy-5-benzofuranyl)-, .delta.-lactone

C11H6O4 (202.0266076)


D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins Xanthotoxol (8-Hydroxypsoralen) is a biologically active linear furocoumarin, shows strong pharmacological activities as anti-inflammatory, antioxidant, 5-HT antagonistic, and neuroprotective effects. Xanthotoxol (8-Hydroxypsoralen) It is a kind of fragrant bean substance, and it is a CYP450 inhibitor. Xanthotoxol has anti-inflammatory, anti-inflammatory, and 5-HT antagonistic and protective effects. Xanthotoxol inhibited CYP3A4 sum CYP1A2 IC50s separation 7.43 μM sum 27.82 μM. Xanthotoxol can pass through MAPK and NF-κB, inhibiting inflammation[1][2][3][4]. Xanthotoxol (8-Hydroxypsoralen) is a biologically active linear furocoumarin, shows strong pharmacological activities as anti-inflammatory, antioxidant, 5-HT antagonistic, and neuroprotective effects.

   

Skimmetin

InChI=1\C9H6O3\c10-7-3-1-6-2-4-9(11)12-8(6)5-7\h1-5,10

C9H6O3 (162.03169259999999)


COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

Isopimpinellin

7H-Furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy- (8CI)(9CI)

C13H10O5 (246.052821)


Isopimpinellin is found in angelica. Isopimpinellin is present in the seeds of Pastinaca sativa (parsnip) Isopimpinellin belongs to the family of Furanocoumarins. These are polycyclic aromatic compounds containing a furan ring fused to a coumarin moeity. Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1]. Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].

   

Lavandulol

4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, (theta)-

C10H18O (154.1357578)


A monoterpenoid alcohol that is hepta-1-5-diene which is substituted at positions 2 and 6 by methyl groups and at position 3 by a hydroxymethyl group. It is commonly found in lavender oil.

   
   

Oxypeucedanin

Oxypeucedanin

C16H14O5 (286.0841194)


A furanocoumarin that is 7H-furo[3,2-g][1]benzopyran-7-one substituted by a [(2S)-3,3-dimethyloxiran-2-yl]methoxy group at position 4. D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins

   

Fukanefuromarin A

Fukanefuromarin A

C24H28O5 (396.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a hydroxy group at position 7, methyl groups at positions 2 and 3 (relatively cis configuration) and a 4,8-dimethyl-4(E),7-nonadien-6-onyl moiety at position 2. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

ligupersin A

ligupersin A

C24H28O5 (396.1936638)


A natural product found in Ferula gumosa.

   

Fukanefuromarin C

Fukanefuromarin C

C24H28O5 (396.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a hydroxy group at position 7, methyl groups at positions 2 and 3 (relatively cis configuration) and a 4,8-dimethyl-4(Z),7-nonadien-6-onyl moiety at position 2. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

Fukanefuromarin B

Fukanefuromarin B

C24H28O5 (396.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a hydroxy group at position 7, methyl groups at positions 2 and 3 (relatively trans configuration) and a 4,8-dimethyl-4(E),7-nonadien-6-onyl moiety at position 2. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

Fukanefuromarin D

Fukanefuromarin D

C24H28O5 (396.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a hydroxy group at position 7, methyl groups at positions 2 and 3 (relatively trans configuration) and a 4,8-dimethyl-4(Z),7-nonadien-6-onyl moiety at position 2. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

Ferilin

Ferilin

C24H30O4 (382.214398)


A natural product found in Ferula gumosa.

   
   

fukanefuromarin G

fukanefuromarin G

C25H28O5 (408.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by methoxy group at position 7, methyl group at positions 2 and 3 (relatively trans configuration) and a 4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl moiety at position 2. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

fukanefuromarin E

fukanefuromarin E

C25H28O5 (408.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a methoxy group at position 7, methyl groups at positions 2 and 3 (relatively cis configuration) and a 4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl moiety at position 3. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

fukanefuromarin F

fukanefuromarin F

C25H28O5 (408.1936638)


A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a methoxy group at position 7, methyl groups at positions 2 and 3 (relatively trans configuration) and a 4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl moiety at position 3. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).

   

Ferocaulidin

Ferocaulidin

C24H28O5 (396.1936638)


A natural product found in Ferula gumosa.

   

(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

C18H24O4 (304.1674504)


   

Borneol

Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, endo-(.+/-.)-

C10H18O (154.1357578)


Borneol appears as a white colored lump-solid with a sharp camphor-like odor. Burns readily. Slightly denser than water and insoluble in water. Used to make perfumes. Borneol is a bornane monoterpenoid that is 1,7,7-trimethylbicyclo[2.2.1]heptane substituted by a hydroxy group at position 2. It has a role as a volatile oil component and a metabolite. Isoborneol is a natural product found in Xylopia sericea, Eupatorium capillifolium, and other organisms with data available. A bornane monoterpenoid that is 1,7,7-trimethylbicyclo[2.2.1]heptane substituted by a hydroxy group at position 2. Isoborneol ((±)-Isoborneol) is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties. Isoborneol is a potent inhibitor of herpes simplex virus type 1 (HSV-1)[1][2]. Isoborneol ((±)-Isoborneol) is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties. Isoborneol is a potent inhibitor of herpes simplex virus type 1 (HSV-1)[1][2].

   

TERPINOLENE

TERPINOLENE

C10H16 (136.1251936)


A p-menthadiene with double bonds at positions 1 and 4(8).

   
   

2,4-dihydroxybenzoic acid

2,4-dihydroxybenzoic acid

C7H6O4 (154.0266076)


2,4-Dihydroxybenzoic acid is a degradation product of cyaniding glycoside from tart cheeries in cell culture. 2,4-Dihydroxybenzoic acid is a degradation product of cyaniding glycoside from tart cheeries in cell culture.

   

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

7-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methoxy]-2H-chromen-2-one

C24H30O4 (382.214398)


   

(+)-oxypeucedanin

(+)-oxypeucedanin

C16H14O5 (286.0841194)


A natural product found in Citrus hystrix.

   

3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

C10H10O4 (194.057906)


   

delta-Cadinene

delta-Cadinene

C15H24 (204.18779039999998)


A member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (position 8a).

   

Octadec-9-enoic acid

Octadec-9-enoic acid

C18H34O2 (282.2558664)


An octadecenoic acid with a double bond at C-9.

   

Decan-1-ol

Decan-1-ol

C10H22O (158.1670562)


A fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of ten carbon atoms.

   

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-9-(hydroxymethyl)-3,6-dimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylprop-2-enoate

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-9-(hydroxymethyl)-3,6-dimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2-methylprop-2-enoate

C21H24O8 (404.1471104)


   

(2r)-2-[(2s,4e)-2-hydroxy-6-oxohept-4-en-2-yl]-2h,3h-furo[3,2-c]chromen-4-one

(2r)-2-[(2s,4e)-2-hydroxy-6-oxohept-4-en-2-yl]-2h,3h-furo[3,2-c]chromen-4-one

C18H18O5 (314.1154178)


   

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-3-oxo-2,4,7,8-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-3-oxo-2,4,7,8-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

C23H30O5 (386.209313)


   

7-methoxy-2,3-dimethyl-3-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-2h-furo[3,2-c]chromen-4-one

7-methoxy-2,3-dimethyl-3-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-2h-furo[3,2-c]chromen-4-one

C25H28O5 (408.1936638)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C28H38O6 (470.2668248)


   

3-[(1r,2s,3s)-2,3-dimethyl-2-{[(2-oxochromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl]propanoic acid

3-[(1r,2s,3s)-2,3-dimethyl-2-{[(2-oxochromen-7-yl)oxy]methyl}-6-(propan-2-ylidene)cyclohexyl]propanoic acid

C24H30O5 (398.209313)


   

(1as,2ar,5r,5as,6s,7ar)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 4-methoxybenzoate

(1as,2ar,5r,5as,6s,7ar)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 4-methoxybenzoate

C23H32O5 (388.2249622)


   

7-{[(1r,2r,4r,4ar,5r,8as)-4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,2r,4r,4ar,5r,8as)-4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

(1ar,4r,4ar,7r,7ar,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

(1ar,4r,4ar,7r,7ar,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O (222.1983546)


   

7-{[(1s,2r,4as,6r,8ar)-6-{[(2r,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,2r,4as,6r,8ar)-6-{[(2r,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C36H52O15 (724.3306042)


   

4-hydroxy-3-[(2e,6s)-6-hydroxy-6-[(2s,5r)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3-methylhex-2-en-1-yl]benzoic acid

4-hydroxy-3-[(2e,6s)-6-hydroxy-6-[(2s,5r)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-3-methylhex-2-en-1-yl]benzoic acid

C22H32O6 (392.2198772)


   

7-hydroxy-3-[(3e)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

7-hydroxy-3-[(3e)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

C24H28O4 (380.19874880000003)


   

(3s)-3-hydroxy-4,6,6-trimethylcyclohexa-1,4-diene-1-carbaldehyde

(3s)-3-hydroxy-4,6,6-trimethylcyclohexa-1,4-diene-1-carbaldehyde

C10H14O2 (166.09937440000002)


   

4-hydroxy-3-[(2e,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

4-hydroxy-3-[(2e,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

C24H30O4 (382.214398)


   

(3r,3ar,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

(3r,3ar,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

C23H30O5 (386.209313)


   

(2r,4ar,9s,9as)-9-hydroxy-3,5,5,9-tetramethyl-2,4a,6,7,8,9a-hexahydro-1h-benzo[7]annulen-2-yl 3-hydroxy-4-methoxybenzoate

(2r,4ar,9s,9as)-9-hydroxy-3,5,5,9-tetramethyl-2,4a,6,7,8,9a-hexahydro-1h-benzo[7]annulen-2-yl 3-hydroxy-4-methoxybenzoate

C23H32O5 (388.2249622)


   

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1-oxo-3a,4,5,8-tetrahydro-2h-azulen-4-yl 4-hydroxybenzoate

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1-oxo-3a,4,5,8-tetrahydro-2h-azulen-4-yl 4-hydroxybenzoate

C22H28O5 (372.1936638)


   

(2s,3r)-2-(4,8-dimethyl-6-oxonona-4,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2s,3r)-2-(4,8-dimethyl-6-oxonona-4,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H28O5 (396.1936638)


   

2-{[(2e)-3-methanesulfinylprop-2-en-1-yl]disulfanyl}butane

2-{[(2e)-3-methanesulfinylprop-2-en-1-yl]disulfanyl}butane

C8H16OS3 (224.0363246)


   

7-{[(1r,2r,4r,4as,5r,8as)-4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,2r,4r,4as,5r,8as)-4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

3-[(2r)-butan-2-yldisulfanyl]prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

3-[(2r)-butan-2-yldisulfanyl]prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

C12H22O3S2 (278.1010302)


   

5-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dimethoxyphenol

5-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dimethoxyphenol

C11H14O4 (210.0892044)


   

4,7-dihydroxy-3-[(2r,3e,6e)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

4,7-dihydroxy-3-[(2r,3e,6e)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

C24H28O5 (396.1936638)


   

7-{[(2z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}chromen-2-one

7-{[(2z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}chromen-2-one

C19H22O3 (298.15688620000003)


   

7-{[(1r,2r,4as,8ar)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,2r,4as,8ar)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

(3r,3as,5ar,6s,9as,9bs)-3,5a-dimethyl-9-methylidene-2-oxo-3h,3ah,4h,5h,6h,9ah,9bh-naphtho[1,2-b]furan-6-yl (2z)-2-methylbut-2-enoate

(3r,3as,5ar,6s,9as,9bs)-3,5a-dimethyl-9-methylidene-2-oxo-3h,3ah,4h,5h,6h,9ah,9bh-naphtho[1,2-b]furan-6-yl (2z)-2-methylbut-2-enoate

C20H26O4 (330.18309960000005)


   

5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 4-hydroxybenzoate

5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

7-{[(2e,6e,10s)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]oxy}chromen-2-one

7-{[(2e,6e,10s)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]oxy}chromen-2-one

C24H32O5 (400.2249622)


   

(1r)-3-[(3e)-5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

(1r)-3-[(3e)-5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

C24H32O3 (368.23513219999995)


   

(3r,3as,5r,8ar)-3a-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,4,5,8-hexahydroazulen-5-yl 3,4-dimethoxybenzoate

(3r,3as,5r,8ar)-3a-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,4,5,8-hexahydroazulen-5-yl 3,4-dimethoxybenzoate

C24H34O5 (402.24061140000003)


   

(s)-((1e)-3-[(2r)-butan-2-yldisulfanyl]prop-1-en-1-yl methanesulfinate)

(s)-((1e)-3-[(2r)-butan-2-yldisulfanyl]prop-1-en-1-yl methanesulfinate)

C8H16O2S3 (240.0312396)


   

(3r,3as,4r,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl 4-hydroxy-3-methoxybenzoate

(3r,3as,4r,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl 4-hydroxy-3-methoxybenzoate

C23H30O6 (402.204228)


   

(3r,4r,5s)-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyl-5-(4-oxopentyl)oxolan-2-one

(3r,4r,5s)-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyl-5-(4-oxopentyl)oxolan-2-one

C19H24O6 (348.1572804)


   

7-{[(1s,2r,4ar,8as)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,2r,4ar,8as)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

5'-(4,8-dimethylnona-3,7-dien-1-yl)-4',8-dihydroxy-5'-methylspiro[1,4-benzodioxepine-3,2'-oxolane]-2,5-dione

5'-(4,8-dimethylnona-3,7-dien-1-yl)-4',8-dihydroxy-5'-methylspiro[1,4-benzodioxepine-3,2'-oxolane]-2,5-dione

C24H30O7 (430.199143)


   

1,8-bis(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

1,8-bis(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C27H36O8 (488.2410056)


   

3,4a,8,8-tetramethyl-4-{[(2-oxochromen-7-yl)oxy]methyl}-4,5,6,8a-tetrahydronaphthalene-1,7-dione

3,4a,8,8-tetramethyl-4-{[(2-oxochromen-7-yl)oxy]methyl}-4,5,6,8a-tetrahydronaphthalene-1,7-dione

C24H26O5 (394.17801460000004)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

C22H30O3 (342.21948299999997)


   

4-hydroxy-3-[(2e,6e,10e)-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

4-hydroxy-3-[(2e,6e,10e)-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

C24H30O4 (382.214398)


   

7-hydroxy-2,3-dimethyl-2-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[2,3-b]chromen-4-one

7-hydroxy-2,3-dimethyl-2-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[2,3-b]chromen-4-one

C24H26O5 (394.17801460000004)


   

8-hydroxy-3,7,11-trimethyl-1-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

8-hydroxy-3,7,11-trimethyl-1-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

C26H32O6 (440.2198772)


   

7-{[(1r,4as,6r,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,4as,6r,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

4-[(2r)-3-chloro-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

4-[(2r)-3-chloro-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

C16H15ClO5 (322.060797)


   

(2s)-2-{[(2e)-3-[(s)-methanesulfinyl]prop-2-en-1-yl]disulfanyl}butane

(2s)-2-{[(2e)-3-[(s)-methanesulfinyl]prop-2-en-1-yl]disulfanyl}butane

C8H16OS3 (224.0363246)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-4-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-1-yl 2-methylbut-2-enoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-4-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-1-yl 2-methylbut-2-enoate

C25H38O5 (418.2719098)


   

(3s,3ar,4s,9as,9br)-9a-(acetyloxy)-3-hydroxy-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3s,3ar,4s,9as,9br)-9a-(acetyloxy)-3-hydroxy-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H26O8 (418.1627596)


   

(4s,4as,8as)-4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

(4s,4as,8as)-4-isopropyl-6-methyl-1-methylidene-3,4,4a,7,8,8a-hexahydro-2h-naphthalene

C15H24 (204.18779039999998)


   

7-{[(3e)-3,7-dimethyl-5-oxoocta-3,6-dien-1-yl]oxy}chromen-2-one

7-{[(3e)-3,7-dimethyl-5-oxoocta-3,6-dien-1-yl]oxy}chromen-2-one

C19H20O4 (312.13615200000004)


   

2-(4,8-dimethylcyclodeca-2,7-dien-1-yl)propan-2-ol

2-(4,8-dimethylcyclodeca-2,7-dien-1-yl)propan-2-ol

C15H26O (222.1983546)


   

(1r,2r,4r)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

(1r,2r,4r)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

C10H18O2 (170.1306728)


   

3-[(1r,2r,3s,5s)-1,3-dimethyl-5-(2-methylprop-1-en-1-yl)-2-{[(2-oxochromen-7-yl)oxy]methyl}cyclopentyl]propanoic acid

3-[(1r,2r,3s,5s)-1,3-dimethyl-5-(2-methylprop-1-en-1-yl)-2-{[(2-oxochromen-7-yl)oxy]methyl}cyclopentyl]propanoic acid

C24H30O5 (398.209313)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,6-hexahydroazulen-4-yl 4-hydroxybenzoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,6-hexahydroazulen-4-yl 4-hydroxybenzoate

C22H30O4 (358.214398)


   

7-{[(1r,4as,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,4as,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

7-{[(3s,4e)-3-hydroxy-3,7-dimethylocta-4,6-dien-1-yl]oxy}chromen-2-one

7-{[(3s,4e)-3-hydroxy-3,7-dimethylocta-4,6-dien-1-yl]oxy}chromen-2-one

C19H22O4 (314.1518012)


   

(3r,3as,4s,8r,8as)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl benzoate

(3r,3as,4s,8r,8as)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl benzoate

C22H28O5 (372.1936638)


   

7-{[(2e,6s,7r,10r)-6,7,10,11-tetrahydroxy-3,7,11-trimethyldodec-2-en-1-yl]oxy}chromen-2-one

7-{[(2e,6s,7r,10r)-6,7,10,11-tetrahydroxy-3,7,11-trimethyldodec-2-en-1-yl]oxy}chromen-2-one

C24H34O7 (434.2304414)


   

citronellol, (+-)-

citronellol, (+-)-

C10H20O (156.151407)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C27H36O6 (456.2511756)


   

(2r,3r,4s,5s,6r)-2-{[(2s,4ar,4bs,6ar,7r,10as,10bs)-7-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-4a,6a-dimethyl-1,2,3,4,4b,5,6,7,8,9,10,10a,10b,11-tetradecahydrochrysen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(2s,4ar,4bs,6ar,7r,10as,10bs)-7-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-4a,6a-dimethyl-1,2,3,4,4b,5,6,7,8,9,10,10a,10b,11-tetradecahydrochrysen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C36H62O6 (590.4546152)


   

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

C22H30O3 (342.21948299999997)


   

(5r,6e,8r,10e)-8-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

(5r,6e,8r,10e)-8-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

C26H32O6 (440.2198772)


   

2-{[7-(5-ethyl-6-methylheptan-2-yl)-4a,6a-dimethyl-1,2,3,4,4b,5,6,7,8,9,10,10a,10b,11-tetradecahydrochrysen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[7-(5-ethyl-6-methylheptan-2-yl)-4a,6a-dimethyl-1,2,3,4,4b,5,6,7,8,9,10,10a,10b,11-tetradecahydrochrysen-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C36H62O6 (590.4546152)


   

(3r,3as,5ar,8r,9r,9ar,9br)-8,9-dihydroxy-3,5a,9-trimethyl-octahydro-3h-naphtho[1,2-b]furan-2-one

(3r,3as,5ar,8r,9r,9ar,9br)-8,9-dihydroxy-3,5a,9-trimethyl-octahydro-3h-naphtho[1,2-b]furan-2-one

C15H24O4 (268.1674504)


   

(1s,3r,3as,4s,8s,8as)-1-(acetyloxy)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

(1s,3r,3as,4s,8s,8as)-1-(acetyloxy)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C25H34O7 (446.2304414)


   

(1r,4s,4as,8ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

(1r,4s,4as,8ar)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-ol

C15H26O (222.1983546)


   

(3s,3ar,4s,9ar,9bs)-3,6,9-trimethyl-3-[(3-methylbut-2-enoyl)oxy]-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3s,3ar,4s,9ar,9bs)-3,6,9-trimethyl-3-[(3-methylbut-2-enoyl)oxy]-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

C25H30O7 (442.199143)


   

3-[5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

3-[5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

C24H32O3 (368.23513219999995)


   

3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl 3-methylbut-2-enoate

3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl 3-methylbut-2-enoate

C20H24O5 (344.1623654)


   

butyl 2-(2,4-dihydroxyphenyl)-2-oxoacetate

butyl 2-(2,4-dihydroxyphenyl)-2-oxoacetate

C12H14O5 (238.08411940000002)


   

(3r,3as,4s,8r,8as)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

(3r,3as,4s,8r,8as)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

C23H30O6 (402.204228)


   

7-{[(2e)-3-methyl-5-[(1r,2s,6s)-1,2,6-trimethyl-3-oxocyclohexyl]pent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-3-methyl-5-[(1r,2s,6s)-1,2,6-trimethyl-3-oxocyclohexyl]pent-2-en-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

2-[6-(5-ethenyl-5-methyloxolan-2-yl)-6-methyl-1,2-dioxan-3-yl]propan-2-ol

2-[6-(5-ethenyl-5-methyloxolan-2-yl)-6-methyl-1,2-dioxan-3-yl]propan-2-ol

C15H26O4 (270.1830996)


   

(2s,3s)-7-hydroxy-2,3-dimethyl-2-[(3e)-4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[2,3-b]chromen-4-one

(2s,3s)-7-hydroxy-2,3-dimethyl-2-[(3e)-4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[2,3-b]chromen-4-one

C24H26O5 (394.17801460000004)


   

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H32O4 (384.2300472)


   

1-(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

1-(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C24H32O6 (416.2198772)


   

(1s,2z,4s,5r,7z)-4-isopropyl-1,7-dimethylcyclodeca-2,7-diene-1,5-diol

(1s,2z,4s,5r,7z)-4-isopropyl-1,7-dimethylcyclodeca-2,7-diene-1,5-diol

C15H26O2 (238.1932696)


   

7-{[(2e)-5-[(1r,3r,6s)-3,6-dihydroxy-2,2,6-trimethylcyclohexyl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-5-[(1r,3r,6s)-3,6-dihydroxy-2,2,6-trimethylcyclohexyl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

C24H32O5 (400.2249622)


   

7-{[(1s,2r,4r,4as,5r,8as)-4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,2r,4r,4as,5r,8as)-4-hydroxy-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.18270539999997)


   

(3r,4s,5s)-5-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

(3r,4s,5s)-5-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H34O6 (430.2355264)


   

(3s,3ar,5as,6r,9s,9ar,9br)-6,9-dihydroxy-3,5a,9-trimethyl-2-oxo-3ah,4h,5h,6h,9ah,9bh-naphtho[1,2-b]furan-3-yl 3-methylbut-2-enoate

(3s,3ar,5as,6r,9s,9ar,9br)-6,9-dihydroxy-3,5a,9-trimethyl-2-oxo-3ah,4h,5h,6h,9ah,9bh-naphtho[1,2-b]furan-3-yl 3-methylbut-2-enoate

C20H28O6 (364.1885788)


   

(3r,3as,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

(3r,3as,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C22H30O4 (358.214398)


   

(3s,3ar,4s,9as,9br)-3-(acetyloxy)-9a-hydroxy-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3s,3ar,4s,9as,9br)-3-(acetyloxy)-9a-hydroxy-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H26O8 (418.1627596)


   

(1r,2s,6s,7s,8r)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

(1r,2s,6s,7s,8r)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

C15H24 (204.18779039999998)


   

2,6-dimethyl-9-{2-methyl-5-oxopyrano[3,2-c]chromen-2-yl}nona-2,6-dienal

2,6-dimethyl-9-{2-methyl-5-oxopyrano[3,2-c]chromen-2-yl}nona-2,6-dienal

C24H26O4 (378.18309960000005)


   

7-methoxy-2,3-dimethyl-2-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[3,2-c]chromen-4-one

7-methoxy-2,3-dimethyl-2-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[3,2-c]chromen-4-one

C25H28O5 (408.1936638)


   

(1r,3as,4r,8s,8as)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl 4-methoxybenzoate

(1r,3as,4r,8s,8as)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl 4-methoxybenzoate

C28H38O6 (470.2668248)


   

7-{[(1r,2s,4ar,6s,8as)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,2s,4ar,6s,8as)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H32O5 (400.2249622)


   

3,9-dimethyl-6-methylidene-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

3,9-dimethyl-6-methylidene-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-2-one

C15H20O2 (232.14632200000003)


   

(3s,3as,9ar,9br)-3,6,9-trimethyl-3-(2-methylpropyl)-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2,7-dione

(3s,3as,9ar,9br)-3,6,9-trimethyl-3-(2-methylpropyl)-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2,7-dione

C19H26O3 (302.1881846)


   

(2r,4as,5r,8as)-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

(2r,4as,5r,8as)-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

C26H32O5 (424.2249622)


   

9-hydroxy-3,5,5,9-tetramethyl-2,4a,6,7,8,9a-hexahydro-1h-benzo[7]annulen-2-yl 3-hydroxy-4-methoxybenzoate

9-hydroxy-3,5,5,9-tetramethyl-2,4a,6,7,8,9a-hexahydro-1h-benzo[7]annulen-2-yl 3-hydroxy-4-methoxybenzoate

C23H32O5 (388.2249622)


   

[(1r,2s,5s,6r,9s,10s,11r,13r)-5-hydroxy-9-methyl-10-{[(2e)-2-methylbut-2-enoyl]oxy}-14-methylidene-4-oxo-3,12-dioxatetracyclo[7.5.0.0²,⁶.0¹¹,¹³]tetradecan-5-yl]methyl (2z)-2-methylbut-2-enoate

[(1r,2s,5s,6r,9s,10s,11r,13r)-5-hydroxy-9-methyl-10-{[(2e)-2-methylbut-2-enoyl]oxy}-14-methylidene-4-oxo-3,12-dioxatetracyclo[7.5.0.0²,⁶.0¹¹,¹³]tetradecan-5-yl]methyl (2z)-2-methylbut-2-enoate

C25H32O8 (460.20970719999997)


   

(1s,3as,8r,8ar)-1-isopropyl-3a,6-dimethyl-2,3,4,7,8,8a-hexahydroazulene-1,8-diol

(1s,3as,8r,8ar)-1-isopropyl-3a,6-dimethyl-2,3,4,7,8,8a-hexahydroazulene-1,8-diol

C15H26O2 (238.1932696)


   

3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl 2-hydroxypropanoate

3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl 2-hydroxypropanoate

C19H20O8 (376.115812)


   

2-[(5e)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-2,3-dihydro-1-benzofuran-5-carboxylic acid

2-[(5e)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-2,3-dihydro-1-benzofuran-5-carboxylic acid

C22H30O4 (358.214398)


   

(2s,3r)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2s,3r)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H30O4 (382.214398)


   

(3s,3ar,5as,10as)-3,5a,8-trimethyl-2,5-dioxo-3h,3ah,4h,6h,9h,10h-azuleno[3a,3-b]furan-6-yl 4-methoxybenzoate

(3s,3ar,5as,10as)-3,5a,8-trimethyl-2,5-dioxo-3h,3ah,4h,6h,9h,10h-azuleno[3a,3-b]furan-6-yl 4-methoxybenzoate

C23H26O6 (398.17292960000003)


   

7-{[(1s,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,6s,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

(2s,3r)-2-[(3e)-4,8-dimethyl-6-oxonona-3,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2s,3r)-2-[(3e)-4,8-dimethyl-6-oxonona-3,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H28O5 (396.1936638)


   

(2r)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

(2r)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

C24H28O3 (364.2038338)


   

(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl acetate

(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl acetate

C12H20O2 (196.14632200000003)


   

7-[(6-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

7-[(6-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

C36H52O15 (724.3306042)


   

(6z)-4-(acetyloxy)-3-isopropyl-6,10-dimethyl-11-oxabicyclo[8.1.0]undec-6-en-2-yl 3,4,5-trimethoxybenzoate

(6z)-4-(acetyloxy)-3-isopropyl-6,10-dimethyl-11-oxabicyclo[8.1.0]undec-6-en-2-yl 3,4,5-trimethoxybenzoate

C27H38O8 (490.2566548)


   

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-hydroxy-2-methylidenebutanoate

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 3-hydroxy-2-methylidenebutanoate

C22H26O8 (418.1627596)


   

(2e,6e)-2,6-dimethyl-9-[(2r)-2-methyl-5-oxopyrano[3,2-c]chromen-2-yl]nona-2,6-dienal

(2e,6e)-2,6-dimethyl-9-[(2r)-2-methyl-5-oxopyrano[3,2-c]chromen-2-yl]nona-2,6-dienal

C24H26O4 (378.18309960000005)


   

7-[(1,1,3a,5-tetramethyl-2-oxo-3,4,7,7a-tetrahydroinden-4-yl)methoxy]chromen-2-one

7-[(1,1,3a,5-tetramethyl-2-oxo-3,4,7,7a-tetrahydroinden-4-yl)methoxy]chromen-2-one

C23H26O4 (366.18309960000005)


   

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 3,4-dimethoxybenzoate

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 3,4-dimethoxybenzoate

C24H34O5 (402.24061140000003)


   

2-hydroxy-3-[(6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-4-one

2-hydroxy-3-[(6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-4-one

C24H30O3 (366.21948299999997)


   

7,8-dihydroxy-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

7,8-dihydroxy-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

C26H32O7 (456.2147922)


   

7-{[(3z,5e)-7-hydroxy-3,7-dimethylocta-3,5-dien-1-yl]oxy}chromen-2-one

7-{[(3z,5e)-7-hydroxy-3,7-dimethylocta-3,5-dien-1-yl]oxy}chromen-2-one

C19H22O4 (314.1518012)


   

4-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzoic acid

4-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzoic acid

C22H30O3 (342.21948299999997)


   

(1e)-1-(methylsulfanyl)-3-{[(2e)-3-(methylsulfanyl)prop-2-en-1-yl]disulfanyl}prop-1-ene

(1e)-1-(methylsulfanyl)-3-{[(2e)-3-(methylsulfanyl)prop-2-en-1-yl]disulfanyl}prop-1-ene

C8H14S4 (237.9978324)


   

7-{[(2e)-5-[(1s,5r)-5-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-5-[(1s,5r)-5-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

7-{[(1s,2r,4ar,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,2r,4ar,6s,8ar)-2,6-dihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H32O5 (400.2249622)


   

2-hydroxy-6a-isopropyl-4-methyl-4-(3-oxobutyl)-tetrahydro-2h-cyclopenta[b]furan-3-yl 4-hydroxybenzoate

2-hydroxy-6a-isopropyl-4-methyl-4-(3-oxobutyl)-tetrahydro-2h-cyclopenta[b]furan-3-yl 4-hydroxybenzoate

C22H30O6 (390.204228)


   

(1r,2r,3e,5s,8e)-5-hydroxy-2-isopropyl-5,9-dimethylcyclodeca-3,8-dien-1-yl 4-hydroxybenzoate

(1r,2r,3e,5s,8e)-5-hydroxy-2-isopropyl-5,9-dimethylcyclodeca-3,8-dien-1-yl 4-hydroxybenzoate

C22H30O4 (358.214398)


   

4-hydroxy-3-[(2e,5s,6e)-5-{[(2z,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trien-1-yl]oxy}-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

4-hydroxy-3-[(2e,5s,6e)-5-{[(2z,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trien-1-yl]oxy}-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

C48H58O7 (746.4182318000001)


   

(4e,8e)-1-(2-hydroxy-4-methoxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one

(4e,8e)-1-(2-hydroxy-4-methoxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one

C24H34O3 (370.25078140000005)


   

7-{[(3r,4e)-3-hydroxy-3,7-dimethylocta-4,6-dien-1-yl]oxy}chromen-2-one

7-{[(3r,4e)-3-hydroxy-3,7-dimethylocta-4,6-dien-1-yl]oxy}chromen-2-one

C19H22O4 (314.1518012)


   

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (3s)-3-hydroxy-2-methylidenebutanoate

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (3s)-3-hydroxy-2-methylidenebutanoate

C22H26O8 (418.1627596)


   

1-methyl-3-(sec-butyl)trisulfane

1-methyl-3-(sec-butyl)trisulfane

C5H12S3 (168.01011119999998)


   

(1r,3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-4-{[(2z)-2-methylbut-2-enoyl]oxy}-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-1-yl (2z)-2-methylbut-2-enoate

(1r,3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-4-{[(2z)-2-methylbut-2-enoyl]oxy}-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-1-yl (2z)-2-methylbut-2-enoate

C25H36O6 (432.2511756)


   

(1r,3r,3as,4s,6r,8ar)-1,8-bis(acetyloxy)-3,6-dihydroxy-3-isopropyl-6,8a-dimethyl-2,3a,4,5-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

(1r,3r,3as,4s,6r,8ar)-1,8-bis(acetyloxy)-3,6-dihydroxy-3-isopropyl-6,8a-dimethyl-2,3a,4,5-tetrahydro-1h-azulen-4-yl 4-methoxybenzoate

C27H36O9 (504.2359206)


   

(3r,3as,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl (2e)-2-methylbut-2-enoate

(3r,3as,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl (2e)-2-methylbut-2-enoate

C20H30O4 (334.214398)


   

assafoetidnol a

NA

C24H30O5 (398.209313)


{"Ingredient_id": "HBIN017162","Ingredient_name": "assafoetidnol a","Alias": "NA","Ingredient_formula": "C24H30O5","Ingredient_Smile": "CC1(C(CCC2(C1C(CC(=C)C2COC3=CC4=C(C=C3)C=CC(=O)O4)O)C)O)C","Ingredient_weight": "398.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "1910","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "12041593","DrugBank_id": "NA"}

   

assafoetidnol b

NA

C26H32O7 (456.2147922)


{"Ingredient_id": "HBIN017163","Ingredient_name": "assafoetidnol b","Alias": "NA","Ingredient_formula": "C26H32O7","Ingredient_Smile": "CC(=O)OC1CCC2(C(C(=C)C(C(C2C1(C)C)O)O)COC3=CC4=C(C=C3)C=CC(=O)O4)C","Ingredient_weight": "456.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "1911","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "636584","DrugBank_id": "NA"}

   

3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-hydroxybenzoate

3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

6-[(8a-{[(6-{[(3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

6-[(8a-{[(6-{[(3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}methyl)oxan-2-yl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

C72H116O40 (1620.7042536)


   

(3s,3ar,4s,9ar,9bs)-3,6,9-trimethyl-3-[(3-methylbut-2-enoyl)oxy]-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl benzoate

(3s,3ar,4s,9ar,9bs)-3,6,9-trimethyl-3-[(3-methylbut-2-enoyl)oxy]-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl benzoate

C27H28O7 (464.1834938)


   

(3r,3as,4s,8r,8as)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

(3r,3as,4s,8r,8as)-3,8-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

C22H30O4 (358.214398)


   

3,6,9-trimethylazuleno[4,5-b]furan-2,7-dione

3,6,9-trimethylazuleno[4,5-b]furan-2,7-dione

C15H12O3 (240.0786402)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-[(2-methylbut-2-enoyl)oxy]-1,2,3a,4,5,8-hexahydroazulen-4-yl benzoate

C27H36O5 (440.2562606)


   

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl benzoate

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl benzoate

C24H24O7 (424.1521954)


   

(1s,4as,5r,6s,8ar)-5-[(2h-chromen-7-yloxy)methyl]-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

(1s,4as,5r,6s,8ar)-5-[(2h-chromen-7-yloxy)methyl]-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

C24H32O3 (368.23513219999995)


   

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 3,4-dihydroxybenzoate

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 3,4-dihydroxybenzoate

C22H30O5 (374.209313)


   

4-hydroxy-7-methoxy-3-[(2r,3e,7z)-3,7,11-trimethyl-9-oxododeca-3,7-dien-2-yl]chromen-2-one

4-hydroxy-7-methoxy-3-[(2r,3e,7z)-3,7,11-trimethyl-9-oxododeca-3,7-dien-2-yl]chromen-2-one

C25H32O5 (412.2249622)


   

2-(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 2-methylbut-2-enoate

2-(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 2-methylbut-2-enoate

C22H34O6 (394.2355264)


   

2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

C24H28O3 (364.2038338)


   

7-{[(5s,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

7-{[(5s,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

(2r,3s)-2-(4,8-dimethyl-6-oxonona-3,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[3,2-c]chromen-4-one

(2r,3s)-2-(4,8-dimethyl-6-oxonona-3,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[3,2-c]chromen-4-one

C24H28O5 (396.1936638)


   

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H26O7 (402.1678446)


   

methyl 2-(2-hydroxyphenyl)-2-oxoacetate

methyl 2-(2-hydroxyphenyl)-2-oxoacetate

C9H8O4 (180.0422568)


   

(3s,3ar,4r,9ar,9bs)-3,6,9-trimethyl-4-[(2-methylpropanoyl)oxy]-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl (2z)-2-methylbut-2-enoate

(3s,3ar,4r,9ar,9bs)-3,6,9-trimethyl-4-[(2-methylpropanoyl)oxy]-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl (2z)-2-methylbut-2-enoate

C24H30O7 (430.199143)


   

7-{[(1s,4r,4as,6r,8ar)-4,6-dihydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,4r,4as,6r,8ar)-4,6-dihydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

1-(2e)-3-[(2r)-butan-2-yldisulfanyl]prop-2-en-1-yl 3-tert-butyl propanedioate

1-(2e)-3-[(2r)-butan-2-yldisulfanyl]prop-2-en-1-yl 3-tert-butyl propanedioate

C14H24O4S2 (320.1115944)


   

7-{[(2e)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-en-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

(1r,3as,4r,8s,8as)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2z)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl (2z)-2-methylbut-2-enoate

(1r,3as,4r,8s,8as)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2z)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl (2z)-2-methylbut-2-enoate

C25H38O5 (418.2719098)


   

(1s,3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-4-{[(2z)-2-methylbut-2-enoyl]oxy}-1,2,3a,4,5,8-hexahydroazulen-1-yl (2z)-2-methylbut-2-enoate

(1s,3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-4-{[(2z)-2-methylbut-2-enoyl]oxy}-1,2,3a,4,5,8-hexahydroazulen-1-yl (2z)-2-methylbut-2-enoate

C25H38O5 (418.2719098)


   

7-{[(1r,4as,6s,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,4as,6s,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

(3r,3as,4s,7s,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-hydroxybenzoate

(3r,3as,4s,7s,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

1,8-bis(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 3,4-dimethoxybenzoate

1,8-bis(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 3,4-dimethoxybenzoate

C28H38O9 (518.2515698)


   

(2z,9z)-4-hydroxy-2,5,5,9-tetramethylcycloundeca-2,9-dien-1-yl 4-hydroxybenzoate

(2z,9z)-4-hydroxy-2,5,5,9-tetramethylcycloundeca-2,9-dien-1-yl 4-hydroxybenzoate

C22H30O4 (358.214398)


   

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

C18H24O4 (304.1674504)


   

1-isopropyl-3a,6-dimethyl-2,5-dioxo-3,4,7,8-tetrahydroazulen-6-yl 2-methylbut-2-enoate

1-isopropyl-3a,6-dimethyl-2,5-dioxo-3,4,7,8-tetrahydroazulen-6-yl 2-methylbut-2-enoate

C20H28O4 (332.19874880000003)


   

(3s,4r,5s)-5-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

(3s,4r,5s)-5-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H34O6 (430.2355264)


   

2,7-dihydroxy-3-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-4-one

2,7-dihydroxy-3-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-4-one

C24H30O4 (382.214398)


   

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 2h-1,3-benzodioxole-5-carboxylate

(3r,3as,4s,8ar)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 2h-1,3-benzodioxole-5-carboxylate

C23H30O5 (386.209313)


   

7-hydroxy-3-[(3e,6e)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

7-hydroxy-3-[(3e,6e)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]chromen-2-one

C24H28O4 (380.19874880000003)


   

(1s,3as,5s,6s,8ar)-6,8a-dihydroxy-1-isopropyl-3a,6-dimethyl-hexahydro-1h-azulen-5-yl (2z)-2-methylbut-2-enoate

(1s,3as,5s,6s,8ar)-6,8a-dihydroxy-1-isopropyl-3a,6-dimethyl-hexahydro-1h-azulen-5-yl (2z)-2-methylbut-2-enoate

C20H34O4 (338.24569640000004)


   

7-[(10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)oxy]chromen-2-one

7-[(10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)oxy]chromen-2-one

C24H32O5 (400.2249622)


   

7-[(6-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-4-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

7-[(6-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-4-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

C35H48O14 (692.3043908)


   

7-{[(3e)-3,7-dimethyl-5-oxoocta-3,7-dien-1-yl]oxy}chromen-2-one

7-{[(3e)-3,7-dimethyl-5-oxoocta-3,7-dien-1-yl]oxy}chromen-2-one

C19H20O4 (312.13615200000004)


   

7-isopropyl-1,4-dimethyl-3,5,6,7,8,8a-hexahydroazulen-6-yl 4-hydroxybenzoate

7-isopropyl-1,4-dimethyl-3,5,6,7,8,8a-hexahydroazulen-6-yl 4-hydroxybenzoate

C22H28O3 (340.2038338)


   

2-(9-hydroxy-4,8-dimethylnona-3,7-dien-1-yl)-2-methylpyrano[3,2-c]chromen-5-one

2-(9-hydroxy-4,8-dimethylnona-3,7-dien-1-yl)-2-methylpyrano[3,2-c]chromen-5-one

C24H28O4 (380.19874880000003)


   

(2r,3r)-2-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-7-methoxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2r,3r)-2-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-7-methoxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C25H32O5 (412.2249622)


   

(2r,4ar,5s,8ar)-1,1,4a,6-tetramethyl-8-oxo-5-{[(2-oxochromen-7-yl)oxy]methyl}-3,4,5,8a-tetrahydro-2h-naphthalen-2-yl acetate

(2r,4ar,5s,8ar)-1,1,4a,6-tetramethyl-8-oxo-5-{[(2-oxochromen-7-yl)oxy]methyl}-3,4,5,8a-tetrahydro-2h-naphthalen-2-yl acetate

C26H30O6 (438.204228)


   

7-{[(1r,2s,4ar,5s,8as)-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,2s,4ar,5s,8as)-1,2,4a,5-tetramethyl-6-oxo-hexahydro-2h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

7-{[(4e)-3-hydroxy-3,7-dimethylocta-4,6-dien-1-yl]oxy}chromen-2-one

7-{[(4e)-3-hydroxy-3,7-dimethylocta-4,6-dien-1-yl]oxy}chromen-2-one

C19H22O4 (314.1518012)


   

(4ar,7r,8as)-7-hydroxy-3,4a,8,8-tetramethyl-4-methylidene-5,6,7,8a-tetrahydronaphthalen-1-one

(4ar,7r,8as)-7-hydroxy-3,4a,8,8-tetramethyl-4-methylidene-5,6,7,8a-tetrahydronaphthalen-1-one

C15H22O2 (234.1619712)


   

(1r,3as,4r,8s,8as)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2z)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl 4-methoxybenzoate

(1r,3as,4r,8s,8as)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2z)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl 4-methoxybenzoate

C28H38O6 (470.2668248)


   

7-{[(1s,2r,4ar,8ar)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,2r,4ar,8ar)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

4-hydroxy-3-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzoic acid

4-hydroxy-3-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzoic acid

C22H30O3 (342.21948299999997)


   

methyl-β-galactose

methyl-β-galactose

C7H14O6 (194.0790344)


   

2-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H58O6 (574.4233168000001)


   

7-{[(1r,4as,6s,8ar)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,4as,6s,8ar)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

(3s,4r,5r)-5-[(4z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

(3s,4r,5r)-5-[(4z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H34O6 (430.2355264)


   

7-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-6-methoxychromen-2-one

7-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-6-methoxychromen-2-one

C20H24O4 (328.1674504)


   

(3r,3as,4s,7r,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-methoxybenzoate

(3r,3as,4s,7r,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-methoxybenzoate

C23H32O5 (388.2249622)


   

(2as,5r,7ar)-2-(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 2-methylbut-2-enoate

(2as,5r,7ar)-2-(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 2-methylbut-2-enoate

C22H34O6 (394.2355264)


   

7-{[(2e)-5-[(5r)-5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-5-[(5r)-5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

2-(propyldisulfanyl)butane

2-(propyldisulfanyl)butane

C7H16S2 (164.0693376)


   

4-hydroxy-3-[(2e,5r,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

4-hydroxy-3-[(2e,5r,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

C24H30O4 (382.214398)


   

(2z)-2-methyl-4-[(2-oxochromen-7-yl)oxy]-3-{[(1r,6s)-2,2,6-trimethylcyclohexyl]methyl}but-2-enoic acid

(2z)-2-methyl-4-[(2-oxochromen-7-yl)oxy]-3-{[(1r,6s)-2,2,6-trimethylcyclohexyl]methyl}but-2-enoic acid

C24H30O5 (398.209313)


   

2-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-6,10-dien-3-yl acetate

2-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-6,10-dien-3-yl acetate

C26H34O6 (442.2355264)


   

(3r,3as,5r,8ar)-3a-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,4,5,8-hexahydroazulen-5-yl acetate

(3r,3as,5r,8ar)-3a-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,4,5,8-hexahydroazulen-5-yl acetate

C17H28O3 (280.2038338)


   

(2r,3r)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-3-hydroxy-2-methyl-3,4-dihydro-1-benzopyran-6-carboxylic acid

(2r,3r)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-3-hydroxy-2-methyl-3,4-dihydro-1-benzopyran-6-carboxylic acid

C22H30O4 (358.214398)


   

(3r,3as,4s,9as)-3-hydroxy-3-isopropyl-7,9a-dimethyl-9-oxo-1h,2h,3ah,4h,5h,6h-cyclopenta[8]annulen-4-yl 4-methoxybenzoate

(3r,3as,4s,9as)-3-hydroxy-3-isopropyl-7,9a-dimethyl-9-oxo-1h,2h,3ah,4h,5h,6h-cyclopenta[8]annulen-4-yl 4-methoxybenzoate

C24H32O5 (400.2249622)


   

(4ar,5r,6r,8as)-6-hydroxy-1,1,4a,6-tetramethyl-5-{[(2-methylidenechromen-7-yl)oxy]methyl}-hexahydronaphthalen-2-one

(4ar,5r,6r,8as)-6-hydroxy-1,1,4a,6-tetramethyl-5-{[(2-methylidenechromen-7-yl)oxy]methyl}-hexahydronaphthalen-2-one

C25H32O4 (396.2300472)


   

1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

C26H32O5 (424.2249622)


   

(2s,4ar,5r,8as)-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

(2s,4ar,5r,8as)-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

C26H32O5 (424.2249622)


   

(9s)-9-hydroxy-3,5,5,9-tetramethyl-2,4a,6,7,8,9a-hexahydro-1h-benzo[7]annulen-2-yl 3-hydroxy-4-methoxybenzoate

(9s)-9-hydroxy-3,5,5,9-tetramethyl-2,4a,6,7,8,9a-hexahydro-1h-benzo[7]annulen-2-yl 3-hydroxy-4-methoxybenzoate

C23H32O5 (388.2249622)


   

4-hydroxy-3-nonylchromen-2-one

4-hydroxy-3-nonylchromen-2-one

C18H24O3 (288.1725354)


   

4-[(2r)-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

4-[(2r)-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

C16H16O5 (288.0997686)


   

7-{[(1s,2r,4as,8ar)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,2r,4as,8ar)-2-hydroxy-2,5,5,8a-tetramethyl-6-oxo-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

C24H30O5 (398.209313)


   

(2s,3r)-3-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-7-methoxy-2,3-dimethyl-2h-furo[3,2-c]chromen-4-one

(2s,3r)-3-[(3e)-4,8-dimethyl-6-oxonon-3-en-1-yl]-7-methoxy-2,3-dimethyl-2h-furo[3,2-c]chromen-4-one

C25H32O5 (412.2249622)


   

4-hydroxy-3-[(2e,6e,10z)-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

4-hydroxy-3-[(2e,6e,10z)-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

C24H30O4 (382.214398)


   

(2z,7z)-4-isopropyl-1,7-dimethylcyclodeca-2,7-diene-1,5-diol

(2z,7z)-4-isopropyl-1,7-dimethylcyclodeca-2,7-diene-1,5-diol

C15H26O2 (238.1932696)


   

(1s,4r)-1-isopropyl-4-methylcyclohex-2-ene-1,4-diol

(1s,4r)-1-isopropyl-4-methylcyclohex-2-ene-1,4-diol

C10H18O2 (170.1306728)


   

2-[(5e)-2,9-dihydroxy-6,10-dimethylundeca-5,10-dien-2-yl]-2h,3h-furo[3,2-c]chromen-4-one

2-[(5e)-2,9-dihydroxy-6,10-dimethylundeca-5,10-dien-2-yl]-2h,3h-furo[3,2-c]chromen-4-one

C24H30O5 (398.209313)


   

7-{[(2e,6e)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]oxy}chromen-2-one

7-{[(2e,6e)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]oxy}chromen-2-one

C24H32O5 (400.2249622)


   

6,8a-dihydroxy-1-isopropyl-3a,6-dimethyl-hexahydro-1h-azulen-5-yl 2-methylbut-2-enoate

6,8a-dihydroxy-1-isopropyl-3a,6-dimethyl-hexahydro-1h-azulen-5-yl 2-methylbut-2-enoate

C20H34O4 (338.24569640000004)


   

(1s,3r,3as,4s,8ar)-1-(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

(1s,3r,3as,4s,8ar)-1-(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C25H34O6 (430.2355264)


   

7-{[(2e,5s,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

7-{[(2e,5s,6e)-5-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

(3s,4's,5'r)-5'-[(3z,7s)-7,8-dihydroxy-4,8-dimethylnon-3-en-1-yl]-4',8-dihydroxy-5'-methylspiro[1,4-benzodioxepine-3,2'-oxolane]-2,5-dione

(3s,4's,5'r)-5'-[(3z,7s)-7,8-dihydroxy-4,8-dimethylnon-3-en-1-yl]-4',8-dihydroxy-5'-methylspiro[1,4-benzodioxepine-3,2'-oxolane]-2,5-dione

C24H32O9 (464.2046222)


   

3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyl-5-(4-oxopentyl)oxolan-2-one

3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyl-5-(4-oxopentyl)oxolan-2-one

C19H24O6 (348.1572804)


   

2-(2-hydroxy-6-oxohept-4-en-2-yl)-2h,3h-furo[3,2-c]chromen-4-one

2-(2-hydroxy-6-oxohept-4-en-2-yl)-2h,3h-furo[3,2-c]chromen-4-one

C18H18O5 (314.1154178)


   

(5r,6e,8s,10e)-8-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

(5r,6e,8s,10e)-8-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

C26H32O6 (440.2198772)


   

(2r)-2-[(2s,5e,9r)-2,9-dihydroxy-6,10-dimethylundeca-5,10-dien-2-yl]-2h,3h-furo[3,2-c]chromen-4-one

(2r)-2-[(2s,5e,9r)-2,9-dihydroxy-6,10-dimethylundeca-5,10-dien-2-yl]-2h,3h-furo[3,2-c]chromen-4-one

C24H30O5 (398.209313)


   

1-(7-hydroxy-2h-1,3-benzodioxol-5-yl)propan-1-one

1-(7-hydroxy-2h-1,3-benzodioxol-5-yl)propan-1-one

C10H10O4 (194.057906)


   

4,4-dimethyl-1-(sec-butyldisulfanyl)pent-1-en-3-ol

4,4-dimethyl-1-(sec-butyldisulfanyl)pent-1-en-3-ol

C11H22OS2 (234.11120019999998)


   

7-{[(1r,2r,6s,8ar)-6-hydroxy-1,2,5,5-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

7-{[(1r,2r,6s,8ar)-6-hydroxy-1,2,5,5-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

(2e,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trienal

(2e,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trienal

C24H28O4 (380.19874880000003)


   
   

6-{[8a-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

6-{[8a-({[6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}carbonyl)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid

C60H96O30 (1296.5986116)


   

(2s,3r)-2-(4,8-dimethyl-6-oxonona-3,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2s,3r)-2-(4,8-dimethyl-6-oxonona-3,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H28O5 (396.1936638)


   

3,4,5,8-tetrahydro-2h-cuban-1-ol

3,4,5,8-tetrahydro-2h-cuban-1-ol

C8H6O (118.0418626)


   

(3s,3ar,9ar,9bs)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl 2-methylprop-2-enoate

(3s,3ar,9ar,9bs)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl 2-methylprop-2-enoate

C19H22O5 (330.1467162)


   

(3r,4s,5s)-5-[(4z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

(3r,4s,5s)-5-[(4z)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H34O6 (430.2355264)


   

5-[(4e)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

5-[(4e)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H34O6 (430.2355264)


   

(3s,4r,5r)-5-[(4e)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

(3s,4r,5r)-5-[(4e)-4,8-dimethyl-6-oxonon-4-en-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H34O6 (430.2355264)


   

7-{[(1s,4as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,4as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

3-(acetyloxy)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl (2e)-2-methylbut-2-enoate

3-(acetyloxy)-1-hydroxy-1-isopropyl-3a,6-dimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2,3,4,7,8,8a-hexahydroazulen-4-yl (2e)-2-methylbut-2-enoate

C27H40O7 (476.277389)


   

2,3-bis(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 2-methylbut-2-enoate

2,3-bis(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1ah-azuleno[5,6-b]oxiren-6-yl 2-methylbut-2-enoate

C24H36O8 (452.2410056)


   

7-{[(1s,4ar,6s,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

7-{[(1s,4ar,6s,8as)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

(3s,3ar,4s,9ar,9bs)-3-(acetyloxy)-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl 2,3-dimethyloxirane-2-carboxylate

C22H26O8 (418.1627596)


   

9-[(2s,5r)-4'-[(3,3-dimethyloxiran-2-yl)methoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one

9-[(2s,5r)-4'-[(3,3-dimethyloxiran-2-yl)methoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one

C32H28O10 (572.1682388)


   

(3r,3ar,7s,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-2,3a,7,8-tetrahydro-1h-azulen-4-one

(3r,3ar,7s,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-2,3a,7,8-tetrahydro-1h-azulen-4-one

C15H24O3 (252.1725354)


   

(3r,3as,4s,8ar)-3-hydroxy-6-(hydroxymethyl)-3-isopropyl-8a-methyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

(3r,3as,4s,8ar)-3-hydroxy-6-(hydroxymethyl)-3-isopropyl-8a-methyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C23H32O5 (388.2249622)


   

6-hydroxy-3-isopropyl-1a,6-dimethyl-octahydroazuleno[1,2-b]oxiren-4-yl 4-hydroxybenzoate

6-hydroxy-3-isopropyl-1a,6-dimethyl-octahydroazuleno[1,2-b]oxiren-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

7-{[(2e)-5-[(1r,3r)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-5-[(1r,3r)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

6-{[4,4,6a,6b,11,11,14b-heptamethyl-8a-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}carbonyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid

6-{[4,4,6a,6b,11,11,14b-heptamethyl-8a-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}carbonyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid

C54H86O24 (1118.5508756)


   

(1r,8s,8as)-1-isopropyl-3,6-dimethyl-4,7,8,8a-tetrahydro-2h-azulene-1,8-diol

(1r,8s,8as)-1-isopropyl-3,6-dimethyl-4,7,8,8a-tetrahydro-2h-azulene-1,8-diol

C15H24O2 (236.1776204)


   

(1r,3r,3as,4s,8ar)-1,3-dihydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl 4-hydroxybenzoate

(1r,3r,3as,4s,8ar)-1,3-dihydroxy-3-isopropyl-6,8a-dimethyl-7-oxo-2,3a,4,8-tetrahydro-1h-azulen-4-yl 4-hydroxybenzoate

C22H28O6 (388.1885788)


   

(2e,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trien-1-yl benzoate

(2e,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trien-1-yl benzoate

C31H34O5 (486.24061140000003)


   

(3r,3as)-3-hydroxy-6-(hydroxymethyl)-3-isopropyl-8a-methyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

(3r,3as)-3-hydroxy-6-(hydroxymethyl)-3-isopropyl-8a-methyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

(2z,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trien-1-yl acetate

(2z,6e,10e)-12-(4-hydroxy-2-oxochromen-3-yl)-2,6,10-trimethyldodeca-2,6,10-trien-1-yl acetate

C26H32O5 (424.2249622)


   

(2e,5s,6e,8r)-8-hydroxy-3,7,11-trimethyl-1-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

(2e,5s,6e,8r)-8-hydroxy-3,7,11-trimethyl-1-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

C26H32O6 (440.2198772)


   

(2r,3r)-2-[(4e)-4,8-dimethyl-6-oxonona-4,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2r,3r)-2-[(4e)-4,8-dimethyl-6-oxonona-4,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H28O5 (396.1936638)


   

2-(8-hydroxy-4,8-dimethylnona-3,6-dien-1-yl)-7-methoxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

2-(8-hydroxy-4,8-dimethylnona-3,6-dien-1-yl)-7-methoxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C25H32O5 (412.2249622)


   

7-{[(2e)-5-[(5s)-5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-5-[(5s)-5-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3-methylpent-2-en-1-yl]oxy}chromen-2-one

C24H30O4 (382.214398)


   

(4ar,5r,6r)-6-hydroxy-1,1,4a,6-tetramethyl-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

(4ar,5r,6r)-6-hydroxy-1,1,4a,6-tetramethyl-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl acetate

C26H34O6 (442.2355264)


   

14-hydroxy-1-(2-hydroxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one

14-hydroxy-1-(2-hydroxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one

C23H32O3 (356.23513219999995)


   

(1s,3r,3as,4s,8r,8ar)-1,8-bis(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

(1s,3r,3as,4s,8r,8ar)-1,8-bis(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C27H36O8 (488.2410056)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2s,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2s,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.37049579999996)


   

(3s,3ar,4r,8as)-3-hydroxy-6-(hydroxymethyl)-3-isopropyl-8a-methyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

(3s,3ar,4r,8as)-3-hydroxy-6-(hydroxymethyl)-3-isopropyl-8a-methyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

(3as,4s,7s,8ar)-7-isopropyl-1,4-dimethyl-3a,5,6,7,8,8a-hexahydro-3h-azulen-4-ol

(3as,4s,7s,8ar)-7-isopropyl-1,4-dimethyl-3a,5,6,7,8,8a-hexahydro-3h-azulen-4-ol

C15H26O (222.1983546)


   

4-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)chromen-2-one

4-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)chromen-2-one

C24H30O3 (366.21948299999997)


   

(3r,3ar,4s,6s,9as,9bs)-6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2e)-2-methylbut-2-enoate

(3r,3ar,4s,6s,9as,9bs)-6-hydroxy-3,6,9-trimethyl-2-oxo-3h,3ah,4h,5h,6ah,7h,9ah,9bh-azuleno[4,5-b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H28O5 (348.1936638)


   

8-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

8-hydroxy-2,6,10-trimethyl-12-[(2-oxochromen-7-yl)oxy]dodeca-2,6,10-trien-5-yl acetate

C26H32O6 (440.2198772)


   

1-(7-methoxy-2h-1,3-benzodioxol-5-yl)propan-1-one

1-(7-methoxy-2h-1,3-benzodioxol-5-yl)propan-1-one

C11H12O4 (208.0735552)


   

(3r,3ar,5as,6r,9ar,9bs)-3-hydroxy-3,5a-dimethyl-9-methylidene-2-oxo-3ah,4h,5h,6h,9ah,9bh-naphtho[1,2-b]furan-6-yl (2e)-2-methylbut-2-enoate

(3r,3ar,5as,6r,9ar,9bs)-3-hydroxy-3,5a-dimethyl-9-methylidene-2-oxo-3ah,4h,5h,6h,9ah,9bh-naphtho[1,2-b]furan-6-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

(2s,3s)-3-hydroxy-2-[(3e)-7-hydroxy-4,8-dimethylnona-3,8-dien-1-yl]-2-methyl-3h,4h-pyrano[2,3-b]chromen-5-one

(2s,3s)-3-hydroxy-2-[(3e)-7-hydroxy-4,8-dimethylnona-3,8-dien-1-yl]-2-methyl-3h,4h-pyrano[2,3-b]chromen-5-one

C24H30O5 (398.209313)


   

8-(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

8-(acetyloxy)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-methoxybenzoate

C25H34O6 (430.2355264)


   

(2r)-7-(hydroxymethyl)-1,7-dimethylbicyclo[2.2.1]heptan-2-ol

(2r)-7-(hydroxymethyl)-1,7-dimethylbicyclo[2.2.1]heptan-2-ol

C10H18O2 (170.1306728)


   

(2s,3r)-2-[(4e)-4,8-dimethyl-6-oxonona-4,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2s,3r)-2-[(4e)-4,8-dimethyl-6-oxonona-4,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H28O5 (396.1936638)


   

(3r,3as,4r,7r,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

(3r,3as,4r,7r,8ar)-3,7-dihydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,7,8-hexahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

C23H32O6 (404.2198772)


   

(1r,4r,4ar,7s,8as)-7-hydroxy-4a,8,8-trimethyl-3-methylidene-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate

(1r,4r,4ar,7s,8as)-7-hydroxy-4a,8,8-trimethyl-3-methylidene-4-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-1h-naphthalen-1-yl acetate

C26H32O6 (440.2198772)


   

(2r,4ar,5r,8as)-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl 3-methylbutanoate

(2r,4ar,5r,8as)-1,1,4a-trimethyl-6-methylidene-5-{[(2-oxochromen-7-yl)oxy]methyl}-hexahydro-2h-naphthalen-2-yl 3-methylbutanoate

C29H38O5 (466.2719098)


   

(3s,4r,5s)-5-[(3e)-4,8-dimethyl-6-oxonona-3,7-dien-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

(3s,4r,5s)-5-[(3e)-4,8-dimethyl-6-oxonona-3,7-dien-1-yl]-3-(2-hydroxy-4-methoxybenzoyl)-4,5-dimethyloxolan-2-one

C25H32O6 (428.2198772)


   

(3r,3ar,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl (2z)-2-methylbut-2-enoate

(3r,3ar,4s,8as)-3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl (2z)-2-methylbut-2-enoate

C20H30O4 (334.214398)


   

7-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}chromen-2-one

7-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}chromen-2-one

C19H20O4 (312.13615200000004)


   

(2r,3r)-2-(4,8-dimethyl-6-oxonona-3,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

(2r,3r)-2-(4,8-dimethyl-6-oxonona-3,7-dien-1-yl)-7-hydroxy-2,3-dimethyl-3h-furo[2,3-b]chromen-4-one

C24H28O5 (396.1936638)


   

4-(2-hydroxypropan-2-yl)-1,6-dimethyl-octahydro-2h-naphthalene-1,5-diol

4-(2-hydroxypropan-2-yl)-1,6-dimethyl-octahydro-2h-naphthalene-1,5-diol

C15H28O3 (256.2038338)


   

(s)-((3,4,5-trimethylthiophen-2-yl)methyl methanesulfinate)

(s)-((3,4,5-trimethylthiophen-2-yl)methyl methanesulfinate)

C9H14O2S2 (218.0435184)


   

(3s,3ar,5ar,6r,10as)-3,5a,8-trimethyl-2,5-dioxo-3h,3ah,4h,6h,9h,10h-azuleno[3a,3-b]furan-6-yl 4-methoxybenzoate

(3s,3ar,5ar,6r,10as)-3,5a,8-trimethyl-2,5-dioxo-3h,3ah,4h,6h,9h,10h-azuleno[3a,3-b]furan-6-yl 4-methoxybenzoate

C23H26O6 (398.17292960000003)


   

(2z,6e)-2,6-dimethyl-9-[(2r)-2-methyl-5-oxopyrano[3,2-c]chromen-2-yl]nona-2,6-dien-1-yl acetate

(2z,6e)-2,6-dimethyl-9-[(2r)-2-methyl-5-oxopyrano[3,2-c]chromen-2-yl]nona-2,6-dien-1-yl acetate

C26H30O5 (422.209313)


   

4-{[(1r,4as,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

4-{[(1r,4as,6r,8ar)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methoxy}chromen-2-one

C24H30O4 (382.214398)


   

2-(2,9-dihydroxy-6,10-dimethylundeca-5,10-dien-2-yl)-2h,3h-furo[3,2-c]chromen-4-one

2-(2,9-dihydroxy-6,10-dimethylundeca-5,10-dien-2-yl)-2h,3h-furo[3,2-c]chromen-4-one

C24H30O5 (398.209313)


   

4-hydroxy-3-{3-hydroxy-3-methyl-5-[(2-oxochromen-7-yl)oxy]pentyl}-2,2,4-trimethylcyclohexyl acetate

4-hydroxy-3-{3-hydroxy-3-methyl-5-[(2-oxochromen-7-yl)oxy]pentyl}-2,2,4-trimethylcyclohexyl acetate

C26H36O7 (460.2460906)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 2-methylbut-2-enoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 2-methylbut-2-enoate

C20H32O3 (320.23513219999995)


   

(3r,3as,4s,7s,8ar)-3,7-dihydroxy-3-isopropyl-8a-methyl-6-methylidene-hexahydro-1h-azulen-4-yl 4-hydroxybenzoate

(3r,3as,4s,7s,8ar)-3,7-dihydroxy-3-isopropyl-8a-methyl-6-methylidene-hexahydro-1h-azulen-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

(3s,3ar,4s,9ar,9bs)-4-hydroxy-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl 2-methylpropanoate

(3s,3ar,4s,9ar,9bs)-4-hydroxy-3,6,9-trimethyl-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-3-yl 2-methylpropanoate

C19H24O6 (348.1572804)


   

(2r,3s)-2-[(3e)-4,8-dimethyl-6-oxonona-3,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[3,2-c]chromen-4-one

(2r,3s)-2-[(3e)-4,8-dimethyl-6-oxonona-3,7-dien-1-yl]-7-hydroxy-2,3-dimethyl-3h-furo[3,2-c]chromen-4-one

C24H28O5 (396.1936638)


   

9-[(2s,5r)-9'-[(2r)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one

9-[(2s,5r)-9'-[(2r)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one

C32H30O11 (590.178803)


   

7-[(2,4,6-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

7-[(2,4,6-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)methoxy]chromen-2-one

C24H32O6 (416.2198772)


   

(3r,3as,4s,6s,8ar)-3,6-dihydroxy-3-isopropyl-6,8a-dimethyl-2,3a,4,5-tetrahydro-1h-azulen-4-yl 4-hydroxybenzoate

(3r,3as,4s,6s,8ar)-3,6-dihydroxy-3-isopropyl-6,8a-dimethyl-2,3a,4,5-tetrahydro-1h-azulen-4-yl 4-hydroxybenzoate

C22H30O5 (374.209313)


   

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl 3-methylbutanoate

3-hydroxy-3-isopropyl-6,8a-dimethyl-8-oxo-2,3a,4,5-tetrahydro-1h-azulen-4-yl 3-methylbutanoate

C20H32O4 (336.2300472)


   

(2r)-2-[(3e,7e)-9-hydroxy-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

(2r)-2-[(3e,7e)-9-hydroxy-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

C24H28O4 (380.19874880000003)


   

(2e)-3-[(2r)-butan-2-yldisulfanyl]prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

(2e)-3-[(2r)-butan-2-yldisulfanyl]prop-2-en-1-yl 3-hydroxy-3-methylbutanoate

C12H22O3S2 (278.1010302)