NCBI Taxonomy: 282208

Cotula cinerea (ncbi_taxid: 282208)

found 110 associated metabolites at species taxonomy rank level.

Ancestor: Cotula

Child Taxonomies: none taxonomy data.

Camphor

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

C10H16O (152.1201)


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].

   

Luteolin

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

C15H10O6 (286.0477)


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].

   

Luteolin 7-glucoside

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O11 (448.1006)


Luteolin 7-O-beta-D-glucoside is a glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant and a plant metabolite. It is a beta-D-glucoside, a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a luteolin. It is a conjugate acid of a luteolin 7-O-beta-D-glucoside(1-). Cynaroside is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. See also: Cynara scolymus leaf (part of); Lonicera japonica flower (part of); Chamaemelum nobile flower (part of). Luteolin 7-glucoside is found in anise. Luteolin 7-glucoside is a constituent of the leaves of Capsicum annuum (red pepper).Cynaroside is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin and can be found in dandelion coffee, in Ferula varia and F. foetida in Campanula persicifolia and C. rotundifolia and in Cynara scolymus (artichoke) A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. Constituent of the leaves of Capsicum annuum (red pepper) Cynaroside (Luteolin 7-glucoside) is a flavonoid compound that exhibits anti-oxidative capabilities. Cynaroside is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 32 nM. Cynaroside also is a promising inhibitor for H2O2-induced apoptosis, has cytoprotection against oxidative stress-induced cardiovascular diseases. Cynaroside also has antibacterial, antifungal and anticancer activities, antioxidant and anti-inflammatory activities[1][3][4][5].

   

(+)-alpha-Pinene

(R)-(+)--Pinene;(+)--Pinene; (1R)-(+)--Pinene; (1R)--Pinene; (1R,5R)-(+)--Pinene

C10H16 (136.1252)


alpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia). alpha-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature; 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil. (+)-alpha-pinene is the (+)-enantiomer of alpha-pinene. It has a role as a plant metabolite and a human metabolite. It is an enantiomer of a (-)-alpha-pinene. (+)-alpha-Pinene is a natural product found in Juniperus drupacea, Eucalyptus deglupta, and other organisms with data available. The (+)-enantiomer of alpha-pinene. (1R)-α-Pinene is a volatile monoterpene with antimicrobial activities. (1R)-α-Pinene reduces Bacillus cereus population growth, and exhibits repellent effects[1][2]. (1R)-α-Pinene is a volatile monoterpene with antimicrobial activities. (1R)-α-Pinene reduces Bacillus cereus population growth, and exhibits repellent effects[1][2].

   

(+)-Camphor

(+)-Camphor;(+)-bornan-2-one;(+)-camphor;(1R)-(+)-camphor;(R)-(+)-camphor;(R)-camphor

C10H16O (152.1201)


Camphor, also known as (+)-camphor or (+)-bornan-2-one, 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. Camphor is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, camphor is primarily located in the membrane (predicted from logP). Camphor is a waxy, flammable, white or transparent solid with a strong aroma. It is a terpenoid with the chemical formula C10H16O. It is found in many plants, such as in the wood of the camphor laurel (Cinnamomum camphora), a large evergreen tree found in Asia (particularly in Sumatra and Borneo islands, Indonesia) and also of the unrelated Kapur tree, a tall timber tree from the same region. It also occurs in some other related trees in the laurel family, notably Ocotea usambarensis and in the oil in rosemary leaves (Rosmarinus officinalis). The mint family contains 10 to 20\\\\\\\\% camphor, while camphorweed (Heterotheca) only contains some 5\\\\\\\\%. Camphor can also be synthetically produced from oil of turpentine. It is used for its scent, as an ingredient in cooking (mainly in India), as an embalming fluid, for medicinal purposes, and in religious ceremonies. A major source of camphor in Asia is camphor basil (the parent of African blue basil) (Wikipedia). (R)-camphor is the (R)- enantiomer of camphor. It is an enantiomer of a (S)-camphor. Camphor is 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. When ingested, camphor has a rapid onset of toxic effects, and camphorated oil is the product most often responsible for its toxicity. The FDA ruled that camphorated oil could not be marketed in the United States and that no product could contain a concentration higher than 11\\\\\\\\%. It appears in the list of drug products withdrawn or removed from the market for safety or effectiveness. However, camphor can be found in several nonprescription medications at lower concentrations. D-Camphor is a natural product found in Chromolaena odorata, Curcuma amada, and other organisms with data available. See also: Coriander Oil (part of). C254 - Anti-Infective Agent > C28394 - Topical Anti-Infective Agent C - Cardiovascular system > C01 - Cardiac therapy The (R)- enantiomer of camphor. (+)-Camphor is a food additive used medicinally as a preservative. (+)-Camphor is a food additive used medicinally as a preservative. (+)-Camphor is a food additive used medicinally as a preservative. (+)-Camphor is a food additive used medicinally as a preservative. 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].

   

Camphene

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

C10H16 (136.1252)


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 .

   

(-)-alpha-Curcumene

1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]benzene

C15H22 (202.1721)


1-[(2R)-hex-5-en-2-yl]-4-methylbenzene is a member of the class of compounds known as aromatic monoterpenoids. Aromatic monoterpenoids are monoterpenoids containing at least one aromatic ring. (-)-alpha-Curcumene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

   

Quercetin 7-glucoside

2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O12 (464.0955)


Quercetin 7-glucoside, also known as quercimeritrin, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Quercetin 7-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 7-glucoside can be found in a number of food items such as roman camomile, okra, dandelion, and cottonseed, which makes quercetin 7-glucoside a potential biomarker for the consumption of these food products. Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity[1]. Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity[1].

   

gamma-Curcumene

.delta.-bisabolene

C15H24 (204.1878)


A sesquiterpene that is cyclohexa-1,3-diene which is substituted by a methyl group at position 1 and a 6-methylhept-5-en-2-yl group at position 4 (the R enantiomer).

   

Quercetin 3-galactoside

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O12 (464.0955)


Quercetin 3-O-beta-D-galactopyranoside is a quercetin O-glycoside that is quercetin with a beta-D-galactosyl residue attached at position 3. Isolated from Artemisia capillaris, it exhibits hepatoprotective activity. It has a role as a hepatoprotective agent and a plant metabolite. It is a tetrahydroxyflavone, a monosaccharide derivative, a beta-D-galactoside and a quercetin O-glycoside. Hyperoside is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available. See also: Bilberry (part of); Menyanthes trifoliata leaf (part of); Crataegus monogyna flowering top (part of). Quercetin 3-galactoside is found in alcoholic beverages. Quercetin 3-galactoside occurs widely in plants, e.g. in apple peel and Hypericum perforatum (St Johns wort).Hyperoside is the 3-O-galactoside of quercetin. It is a medicinally active compound that can be isolated from Drosera rotundifolia, from the Stachys plant, from Prunella vulgaris, from Rumex acetosella and from St Johns wort. (Wikipedia A quercetin O-glycoside that is quercetin with a beta-D-galactosyl residue attached at position 3. Isolated from Artemisia capillaris, it exhibits hepatoprotective activity. Occurs widely in plants, e.g. in apple peel and Hypericum perforatum (St Johns wort) Acquisition and generation of the data is financially supported in part by CREST/JST. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

(+)-3-Thujone

[1S-(1alpha,4beta,5alpha)]-4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one

C10H16O (152.1201)


Thujone is a ketone and a monoterpene that occurs naturally in two diastereomeric forms: (-)-alpha-thujone and (+)-beta-thujone. It has a menthol odor. In addition to (-)-alpha-thujone and (+)-beta-thujone, there are their enantiomeric forms, (+)-alpha-thujone and (-)-beta-thujone. (+)-3-Thujone is found in many foods, some of which are peppermint, common sage, winter savory, and ginger. (+)-3-Thujone is found in common sage. Thujone is a ketone and a monoterpene that occurs naturally in two diastereomeric forms: (-)-alpha-thujone and (+)-beta-thujone. It has a menthol odor. In addition to (-)-alpha-thujone and (+)-beta-thujone, there are their enantiomeric forms, (+)-alpha-thujone and (-)-beta-thujone. (Wikipedia

   

Pinene

(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene

C10H16 (136.1252)


Pinene (is a bicyclic monoterpene chemical compound. There are two structural isomers of pinene found in nature: alpha-pinene and beta-pinene. As the name suggests, both forms are important constituents of pine resin; they are also found in the resins of many other conifers, as well as in non-coniferous plants. Both isomers are used by many insects in their chemical communication system.

   

alpha-Curcumene

1-methyl-4-(6-methylhept-5-en-2-yl)benzene

C15H22 (202.1721)


alpha-Curcumene belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units

   

Quercimeritrin

Quercetin 7-O-beta-D-glucoside

C21H20O12 (464.0955)


Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity[1]. Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity[1].

   

7E-Mycosinyl acetate

(7E)-7-(Hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetic acid

C15H12O4 (256.0736)


7E-Mycosinyl acetate is found in herbs and spices. 7E-Mycosinyl acetate is from Chrysanthemum coronarium (chop-suey greens).

   

(E)-2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene

(2E)-2-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-ene

C14H14O2 (214.0994)


(E)-2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene is found in herbs and spices. (E)-2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene is a constituent of roots of Tanacetum vulgare (tansy)

   

Reynosin

6-hydroxy-5a-methyl-3,9-dimethylidene-dodecahydronaphtho[1,2-b]furan-2-one

C15H20O3 (248.1412)


Reynosin belongs to eudesmanolides, secoeudesmanolides, and derivatives class of compounds. Those are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. Reynosin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Reynosin can be found in sweet bay, which makes reynosin a potential biomarker for the consumption of this food product.

   

D-Camphor

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

C10H16O (152.1201)


(+)-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].

   

Taraxasterol acetate

4,4,6a,6b,8a,12,14b-Heptamethyl-11-methylidene-docosahydropicen-3-yl acetic acid

C32H52O2 (468.3967)


Taraxasterol acetate, also known as urs-20(30)-en-3-ol acetate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Taraxasterol acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Taraxasterol acetate can be found in burdock, which makes taraxasterol acetate a potential biomarker for the consumption of this food product.

   

Quercimeritrin

2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O12 (464.0955)


Quercetin 7-O-beta-D-glucoside is a quercetin O-glucoside in which a glucosyl residue is attached at position 7 of quercetin via a beta-glycosidic linkage. It has a role as an antioxidant and a metabolite. It is a beta-D-glucoside, a monosaccharide derivative, a member of flavonols, a tetrahydroxyflavone and a quercetin O-glucoside. Quercimeritrin is a natural product found in Salix atrocinerea, Dendroviguiera sphaerocephala, and other organisms with data available. See also: Chamomile (part of). Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity[1]. Quercimeritrin, isolated from the leaves of Ixeridium dentatum, exhibits significant amylase activity[1].

   

Curcumene

alpha-Curcumene

C15H22 (202.1721)


   

Luteolin

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

C15H10O6 (286.0477)


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].

   

hyperin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O12 (464.0955)


Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

Luteolin 7-O-glucoside

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

C21H20O11 (448.1006)


   

Reynosin

NAPHTHO(1,2-B)FURAN-2(3H)-ONE, DECAHYDRO-6-HYDROXY-5A-METHYL-3,9-BIS(METHYLENE)-, (3AS-(3A.ALPHA.,5A.BETA.,6.BETA.,9A.ALPHA.,9B.BETA.))-

C15H20O3 (248.1412)


Reynosin is a sesquiterpene lactone of the eudesmanolide group, found particularly in Magnolia grandiflora and Laurus nobilis. It has a role as a metabolite. It is a sesquiterpene lactone and an organic heterotricyclic compound. Reynosin is a natural product found in Centaurea uniflora, Eupatorium capillifolium, and other organisms with data available. A sesquiterpene lactone of the eudesmanolide group, found particularly in Magnolia grandiflora and Laurus nobilis.

   

Hyperoside

Quercetin 3-beta-D-galactopyranoside

C21H20O12 (464.0955)


[Raw Data] CB050_Hyperoside_neg_50eV_000016.txt [Raw Data] CB050_Hyperoside_neg_40eV_000016.txt [Raw Data] CB050_Hyperoside_neg_30eV_000016.txt [Raw Data] CB050_Hyperoside_neg_20eV_000016.txt [Raw Data] CB050_Hyperoside_neg_10eV_000016.txt [Raw Data] CB050_Hyperoside_pos_50eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_40eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_30eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_20eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_10eV_CB000024.txt Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

Isoschaftoside

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxy-2-tetrahydropyranyl]-4-chromenone

C26H28O14 (564.1479)


Corymboside, also known as 6-arabinopyranosyl-8-galactopyranosylapigenin, is a member of the class of compounds known as flavonoid 8-c-glycosides. Flavonoid 8-c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Corymboside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Corymboside can be found in a number of food items such as red bell pepper, carob, common wheat, and orange bell pepper, which makes corymboside a potential biomarker for the consumption of these food products. [Raw Data] CBA22_Isoschaftoside_neg_50eV_1-4_01_1416.txt [Raw Data] CBA22_Isoschaftoside_neg_40eV_1-4_01_1415.txt [Raw Data] CBA22_Isoschaftoside_neg_30eV_1-4_01_1414.txt [Raw Data] CBA22_Isoschaftoside_neg_20eV_1-4_01_1413.txt [Raw Data] CBA22_Isoschaftoside_neg_10eV_1-4_01_1366.txt [Raw Data] CBA22_Isoschaftoside_pos_50eV_1-4_01_1389.txt [Raw Data] CBA22_Isoschaftoside_pos_40eV_1-4_01_1388.txt [Raw Data] CBA22_Isoschaftoside_pos_30eV_1-4_01_1387.txt [Raw Data] CBA22_Isoschaftoside_pos_20eV_1-4_01_1386.txt [Raw Data] CBA22_Isoschaftoside_pos_10eV_1-4_01_1355.txt Isoschaftoside, a C-glycosylflavonoid from Desmodium uncinatum root exudate, can inhibit growth of germinated S. hermonthica radicles[1][2]. Isoschaftoside, a C-glycosylflavonoid from Desmodium uncinatum root exudate, can inhibit growth of germinated S. hermonthica radicles[1][2].

   

beta-thujone

(+)-3-thujone;(+)-isothujone;(1S,4S,5R)-(+)-3-thujanone;(1S,4S,5R)-1-isopropyl-4-methylbicyclo[3.1.0]hexan-3-one;[1S-(1alpha,4beta,5alpha)]-4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one

C10H16O (152.1201)


   

(E)-2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4.5]dec-3-ene

(2E)-2-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.5]dec-3-ene

C14H14O2 (214.0994)


   

Jyperin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O12 (464.0955)


Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

7E-Mycosinyl acetate

(7E)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

C15H12O4 (256.0736)


   

Pectachol

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

C26H34O6 (442.2355)


   

alpha-Curcumene

1-methyl-4-[(2R)-6-methylhept-5-en-2-yl]benzene

C15H22 (202.1721)


Alpha-curcumene is also known as α-curcumene. Alpha-curcumene is a herb tasting compound and can be found in a number of food items such as pepper (spice), lovage, wild carrot, and rosemary, which makes alpha-curcumene a potential biomarker for the consumption of these food products.

   

cinaroside

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O11 (448.1006)


Cynaroside (Luteolin 7-glucoside) is a flavonoid compound that exhibits anti-oxidative capabilities. Cynaroside is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 32 nM. Cynaroside also is a promising inhibitor for H2O2-induced apoptosis, has cytoprotection against oxidative stress-induced cardiovascular diseases. Cynaroside also has antibacterial, antifungal and anticancer activities, antioxidant and anti-inflammatory activities[1][3][4][5].

   

α-Pinene

InChI=1\C10H16\c1-7-4-5-8-6-9(7)10(8,2)3\h4,8-9H,5-6H2,1-3H

C10H16 (136.1252)


A pinene that is bicyclo[3.1.1]hept-2-ene substituted by methyl groups at positions 2, 6 and 6 respectively. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1].

   

7E-Mycosinyl acetate

(7E)-7-(Hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetic acid

C15H12O4 (256.0736)


7E-Mycosinyl acetate is found in herbs and spices. 7E-Mycosinyl acetate is from Chrysanthemum coronarium (chop-suey greens). Isol. Chrysanthemum coronarium (chop-suey greens). 7Z-Mycosinyl acetate is found in herbs and spices.

   

Deacetyllaurenobiolide

Deacetyllaurenobiolide

C15H20O3 (248.1412)


A germacranolide derived from laurenobiolide by deacetylation.

   

(+)-Camphene

(+)-Camphene

C10H16 (136.1252)


A monoterpene with a bicyclic skeleton that is bicyclo[2.2.1]heptane substituted by geminal methyl groups at position 2 and a methylidene group at position 3. It is a widespread natural product found in many essential oils.

   

(-)-alpha-Curcumene

(-)-alpha-Curcumene

C15H22 (202.1721)


An alpha-curcumene that has R configuration at the chiral centre.

   

(4s,11ar)-4-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-4h,5h,8h,9h,11ah-cyclodeca[b]furan-2,7-dione

(4s,11ar)-4-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-4h,5h,8h,9h,11ah-cyclodeca[b]furan-2,7-dione

C15H18O5 (278.1154)


   

(3as,5ar,6r,9as,9bs)-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-6-yl acetate

(3as,5ar,6r,9as,9bs)-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-6-yl acetate

C17H22O4 (290.1518)


   

7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

C15H12O4 (256.0736)


   

(3as,4r,4as,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3as,4r,4as,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(1r,2s,4r,6s,9e,11r)-2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

(1r,2s,4r,6s,9e,11r)-2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

C15H20O4 (264.1362)


   

(3ar,4s,4as,5r,8r,8ar,9as)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3ar,4s,4as,5r,8r,8ar,9as)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H28O6 (364.1886)


   

[(4s,6r,9e,11r)-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(14),9-dien-14-yl]methyl acetate

[(4s,6r,9e,11r)-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(14),9-dien-14-yl]methyl acetate

C17H22O5 (306.1467)


   

(3ar,4r,9s,11as)-9-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

(3ar,4r,9s,11as)-9-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.178)


   

{4,6-dihydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl}methyl acetate

{4,6-dihydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl}methyl acetate

C17H22O6 (322.1416)


   

6-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

6-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

C26H28O14 (564.1479)


   

[(4s,5ar,6r,9as,9br)-4,6-dihydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

[(4s,5ar,6r,9as,9br)-4,6-dihydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

C17H22O6 (322.1416)


   

[(4s,7s,11ar)-4-(acetyloxy)-7-hydroxy-10-methyl-6-methylidene-2-oxo-4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[(4s,7s,11ar)-4-(acetyloxy)-7-hydroxy-10-methyl-6-methylidene-2-oxo-4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

[(4s,11ar)-4-(acetyloxy)-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[(4s,11ar)-4-(acetyloxy)-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H22O7 (362.1365)


   

(7e)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-diene

(7e)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-diene

C13H10O2 (198.0681)


   

[4-(acetyloxy)-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[4-(acetyloxy)-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H22O7 (362.1365)


   

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

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

C26H34O6 (442.2355)


   

[4-(acetyloxy)-7-hydroxy-6,10-dimethyl-2-oxo-4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[4-(acetyloxy)-7-hydroxy-6,10-dimethyl-2-oxo-4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

(3ar,4s,4as,7ar,9as)-7a-hydroperoxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

(3ar,4s,4as,7ar,9as)-7a-hydroperoxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O6 (320.126)


   

(3ar,4r,4ar,8s,9as)-8-hydroxy-8-methyl-3,5-dimethylidene-2-oxo-3ah,4h,4ah,6h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

(3ar,4r,4ar,8s,9as)-8-hydroxy-8-methyl-3,5-dimethylidene-2-oxo-3ah,4h,4ah,6h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O5 (304.1311)


   

[(4s,7s,11ar)-4-(acetyloxy)-7-hydroxy-6,10-dimethyl-2-oxo-4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[(4s,7s,11ar)-4-(acetyloxy)-7-hydroxy-6,10-dimethyl-2-oxo-4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

(3ar,4s,4as,5r,8r,8ar,9as)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2e)-2-methylbut-2-enoate

(3ar,4s,4as,5r,8r,8ar,9as)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H28O6 (364.1886)


   

5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

C20H28O6 (364.1886)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C21H20O12 (464.0955)


   

2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

2-hydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one

C15H20O4 (264.1362)


   

(3ar,4r,4ar,9as)-8-methyl-3,5-dimethylidene-2-oxo-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

(3ar,4r,4ar,9as)-8-methyl-3,5-dimethylidene-2-oxo-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O4 (288.1362)


   

(3ar,4r,4as,9as)-8-methyl-3-methylidene-2,5-dioxo-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

(3ar,4r,4as,9as)-8-methyl-3-methylidene-2,5-dioxo-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

C16H18O5 (290.1154)


   

4-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-4h,5h,8h,9h,11ah-cyclodeca[b]furan-2,7-dione

4-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-4h,5h,8h,9h,11ah-cyclodeca[b]furan-2,7-dione

C15H18O5 (278.1154)


   

4-hydroxy-8-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-2-one

4-hydroxy-8-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-2-one

C15H18O3 (246.1256)


   

[(3s,4r,6r,9e,11r)-3-hydroxy-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(14),9-dien-14-yl]methyl acetate

[(3s,4r,6r,9e,11r)-3-hydroxy-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(14),9-dien-14-yl]methyl acetate

C17H22O6 (322.1416)


   

7-hydroxy-6-methoxy-8-[(2e,6z)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

7-hydroxy-6-methoxy-8-[(2e,6z)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]chromen-2-one

C25H32O4 (396.23)


   

(7z)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

(7z)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

C15H12O4 (256.0736)


   

(4ar,6ar,6br,8ar,12as,12bs,14as,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

(4ar,6ar,6br,8ar,12as,12bs,14as,14br)-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-hexadecahydropicen-3-yl acetate

C32H52O2 (468.3967)


   

{3-hydroxy-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(14),9-dien-14-yl}methyl acetate

{3-hydroxy-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradeca-1(14),9-dien-14-yl}methyl acetate

C17H22O6 (322.1416)


   

(4ar,5s,8ar)-5-{[(6,8-dimethoxy-2-oxochromen-7-yl)oxy]methyl}-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl acetate

(4ar,5s,8ar)-5-{[(6,8-dimethoxy-2-oxochromen-7-yl)oxy]methyl}-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl acetate

C28H36O7 (484.2461)


   

[(4s,5ar,6r,9as,9br)-4,6-dihydroxy-5a,9-dimethyl-2-oxo-4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

[(4s,5ar,6r,9as,9br)-4,6-dihydroxy-5a,9-dimethyl-2-oxo-4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

C17H22O6 (322.1416)


   

(5r,10s,11ar)-5-hydroxy-4,8-dimethyl-3-methylidene-2-oxo-5h,6h,7h,10h,11h,11ah-cyclodeca[b]furan-10-yl (2z)-2-methylbut-2-enoate

(5r,10s,11ar)-5-hydroxy-4,8-dimethyl-3-methylidene-2-oxo-5h,6h,7h,10h,11h,11ah-cyclodeca[b]furan-10-yl (2z)-2-methylbut-2-enoate

C20H26O5 (346.178)


   

(3ar,4s,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3ar,4s,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H26O4 (330.1831)


   

(3as,4r,4ar,9as)-4-hydroxy-8-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-2-one

(3as,4r,4ar,9as)-4-hydroxy-8-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-2-one

C15H18O3 (246.1256)


   

(3ar,4s,7r,11ar)-4,7-dihydroxy-10-methyl-3,6-dimethylidene-3ah,4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3ar,4s,7r,11ar)-4,7-dihydroxy-10-methyl-3,6-dimethylidene-3ah,4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


   

(1s,2s,3r,5s,8e,11s)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

(1s,2s,3r,5s,8e,11s)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.1362)


   

7a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

7a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O5 (304.1311)


   

(4s,5r,7e)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

(4s,5r,7e)-7-(hexa-2,4-diyn-1-ylidene)-1,6-dioxaspiro[4.4]nona-2,8-dien-4-yl acetate

C15H12O4 (256.0736)


   

(1r,2s,3r,5s,8e,11s)-5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-2-yl (2e)-2-methylbut-2-enoate

(1r,2s,3r,5s,8e,11s)-5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-2-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.178)


   

(2s,4ar,5r,8ar)-1,1,4a,6-tetramethyl-5-(phenoxymethyl)-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

(2s,4ar,5r,8ar)-1,1,4a,6-tetramethyl-5-(phenoxymethyl)-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

C21H30O2 (314.2246)


   

(3as,4r,11as)-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

(3as,4r,11as)-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.1412)


   

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

C15H26 (206.2034)


   

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

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

C25H32O4 (396.23)


   

[4-(acetyloxy)-6-hydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

[4-(acetyloxy)-6-hydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

7-{[(2e,6z,10e)-1,12-dihydroxy-2,8,10-trimethyldodeca-2,6,10-trien-6-yl]oxy}-6-methoxychromen-2-one

7-{[(2e,6z,10e)-1,12-dihydroxy-2,8,10-trimethyldodeca-2,6,10-trien-6-yl]oxy}-6-methoxychromen-2-one

C25H32O6 (428.2199)


   

(1r,3s,5r,7z,9s,11s)-9-hydroxy-3,8-dimethyl-12-methylidene-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-7-en-13-one

(1r,3s,5r,7z,9s,11s)-9-hydroxy-3,8-dimethyl-12-methylidene-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-7-en-13-one

C15H20O4 (264.1362)


   

(3ar,4s,4as,7ar,9as)-7a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

(3ar,4s,4as,7ar,9as)-7a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O5 (304.1311)


   

[(4s,11ar)-4-hydroxy-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[(4s,11ar)-4-hydroxy-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C17H20O6 (320.126)


   

(2-acetyl-1-isopropylcyclopropyl)acetic acid

(2-acetyl-1-isopropylcyclopropyl)acetic acid

C10H16O3 (184.1099)


   

[(4s,7r,11ar)-4-(acetyloxy)-7-hydroxy-10-methyl-6-methylidene-2-oxo-4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[(4s,7r,11ar)-4-(acetyloxy)-7-hydroxy-10-methyl-6-methylidene-2-oxo-4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

(8z)-3,8-dimethyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-10-yl (2e)-2-methylbut-2-enoate

(8z)-3,8-dimethyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-10-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.178)


   

7a-hydroperoxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

7a-hydroperoxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O6 (320.126)


   

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C27H30O16 (610.1534)


   

{4,6-dihydroxy-5a,9-dimethyl-2-oxo-4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-3-yl}methyl acetate

{4,6-dihydroxy-5a,9-dimethyl-2-oxo-4h,5h,6h,7h,9ah,9bh-naphtho[1,2-b]furan-3-yl}methyl acetate

C17H22O6 (322.1416)


   

6,8-dimethoxy-7-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

6,8-dimethoxy-7-{[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

C26H34O5 (426.2406)


   

[(1r,2r)-2-acetyl-1-isopropylcyclopropyl]acetic acid

[(1r,2r)-2-acetyl-1-isopropylcyclopropyl]acetic acid

C10H16O3 (184.1099)


   

(8e)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

(8e)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.1362)


   

[4-(acetyloxy)-7-hydroxy-10-methyl-6-methylidene-2-oxo-4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

[4-(acetyloxy)-7-hydroxy-10-methyl-6-methylidene-2-oxo-4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

(2s,4as,5r,8ar)-5-{[(6,8-dimethoxy-2-oxochromen-7-yl)oxy]methyl}-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl acetate

(2s,4as,5r,8ar)-5-{[(6,8-dimethoxy-2-oxochromen-7-yl)oxy]methyl}-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl acetate

C28H36O7 (484.2461)


   

(3ar,4s,4as,7as,9as)-7a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

(3ar,4s,4as,7as,9as)-7a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O5 (304.1311)


   

{4-hydroxy-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl}methyl acetate

{4-hydroxy-10-methyl-6-methylidene-2,7-dioxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-3-yl}methyl acetate

C17H20O6 (320.126)


   

(1s,4s,8s,9r,11s)-9-hydroxy-2,11-dimethyl-7-methylidene-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-6-one

(1s,4s,8s,9r,11s)-9-hydroxy-2,11-dimethyl-7-methylidene-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-6-one

C15H22O4 (266.1518)


   

(2r,4ar,5r,8ar)-1,1,4a,6-tetramethyl-5-(phenoxymethyl)-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

(2r,4ar,5r,8ar)-1,1,4a,6-tetramethyl-5-(phenoxymethyl)-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

C21H30O2 (314.2246)


   

(3ar,4r,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

(3ar,4r,11as)-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H26O4 (330.1831)


   

[(4s,5ar,6r,9as,9br)-4-(acetyloxy)-6-hydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

[(4s,5ar,6r,9as,9br)-4-(acetyloxy)-6-hydroxy-5a-methyl-9-methylidene-2-oxo-4h,5h,6h,7h,8h,9ah,9bh-naphtho[1,2-b]furan-3-yl]methyl acetate

C19H24O7 (364.1522)


   

8-hydroxy-8-methyl-3,5-dimethylidene-2-oxo-3ah,4h,4ah,6h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

8-hydroxy-8-methyl-3,5-dimethylidene-2-oxo-3ah,4h,4ah,6h,9h,9ah-azuleno[6,5-b]furan-4-yl acetate

C17H20O5 (304.1311)


   

5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-6-yl acetate

5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-6-yl acetate

C17H22O4 (290.1518)