Acetophenone

Acetophenone, TraceCERT(R), certified reference material

C8H8O (120.0575118)


Acetophenone appears as a colorless liquid with a sweet pungent taste and odor resembling the odor of oranges. Freezes under cool conditions. Slightly soluble in water and denser than water. Hence sinks in water. Vapor heavier than air. A mild irritant to skin and eyes. Vapors can be narcotic in high concentrations. Used as a flavoring, solvent, and polymerization catalyst. Acetophenone is a methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group. It has a role as a photosensitizing agent, an animal metabolite and a xenobiotic. Acetophenone is used for fragrance in soaps and perfumes, as a flavoring agent in foods, and as a solvent for plastics and resins. Acute (short-term) exposure to acetophenone vapor may produce skin irritation and transient corneal injury in humans. No information is available on the chronic (long-term), reproductive, developmental, or carcinogenic effects of acetophenone in humans. EPA has classified acetophenone as a Group D, not classifiable as to human carcinogenicity. Acetophenone is a natural product found in Nepeta nepetella, Hypericum hyssopifolium, and other organisms with data available. Acetophenone is a metabolite found in or produced by Saccharomyces cerevisiae. Acetophenone is the organic compound with the formula C6H5C(O)CH3. It is the simplest aromatic ketone. This colourless, viscous liquid is a precursor to useful resins and fragrances. Acetophenone is found in chicory. Acetophenone is a flavouring ingredient used in fruit flavours. Acetophenone is a raw material for the synthesis of some pharmaceuticals and is also listed as an approved excipient by the U.S. FDA. In a 1994 report released by five top cigarette companies in the U.S., acetophenone was listed as one of the 599 additives to cigarettes. A methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group. D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents Flavouring ingredient used in fruit flavours; leavening agent D003879 - Dermatologic Agents Acetophenone is an organic compound with simple structure[1]. Acetophenone is an organic compound with simple structure[1].

   

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].

   

Genkwanin

5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

C16H12O5 (284.0684702)


Genkwanin, also known as 5,4-dihydroxy-7-methoxyflavone or 7-methylapigenin, 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, genkwanin is considered to be a flavonoid lipid molecule. Genkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Genkwanin is a bitter tasting compound and can be found in a number of food items such as winter savory, sweet basil, rosemary, and common sage, which makes genkwanin a potential biomarker for the consumption of these food products. Genkwanin is an O-methylated flavone, a type of flavonoid. It can be found in the seeds of Alnus glutinosa, and the leaves of the ferns Notholaena bryopoda and Asplenium normale . Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Oleanolic acid

(4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


Oleanolic acid is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Oleanolic acid exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. Oleanolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. (PMID:17292619, 15522132, 15994040). Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane. Oleanolic acid is a natural product found in Ophiopogon japonicus, Freziera, and other organisms with data available. A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. See also: Holy basil leaf (part of); Jujube fruit (part of); Paeonia lactiflora root (part of) ... View More ... Occurs as glycosides in cloves (Syzygium aromaticum), sugar beet (Beta vulgaris), olive leaves, etc. Very widely distributed aglycone A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. [Raw Data] CBA90_Oleanolic-acid_neg_50eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_20eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_10eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_30eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_40eV.txt Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities.

   

Pinobanksin

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-PHENYL-, (2R,3R)-

C15H12O5 (272.0684702)


Pinobanksin is a trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. It has a role as an antimutagen, an antioxidant and a metabolite. It is a trihydroxyflavanone and a secondary alpha-hydroxy ketone. Pinobanksin is a natural product found in Populus koreana, Ozothamnus stirlingii, and other organisms with data available. Pinobanksin has apoptotic induction in a B-cell lymphoma cell line[1].

   

Valencene

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

C15H24 (204.18779039999998)


(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Valencene is found in citrus. Valencene is a constituent of orange oil Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

   

Picein

1-(4-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethanone

C14H18O7 (298.10524780000003)


Picein is a glycoside. Picein is a natural product found in Salix candida, Halocarpus biformis, and other organisms with data available. Picein, isolated from Picrorhiza kurroa, is a naturally occurring antioxidant[1]. Picein, isolated from Picrorhiza kurroa, is a naturally occurring antioxidant[1].

   

Apigenin 7,4'-dimethyl ether

5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

C17H14O5 (298.0841194)


Apigenin 7,4-dimethyl ether, also known as apigenin dimethylether or 4,7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4-dimethyl ether is a product of 4,5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223). 4-methylgenkwanin, also known as apigenin dimethylether or 4,7-dimethylapigenin, 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, 4-methylgenkwanin is considered to be a flavonoid lipid molecule. 4-methylgenkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-methylgenkwanin can be found in common sage and sweet basil, which makes 4-methylgenkwanin a potential biomarker for the consumption of these food products. The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   

Chromium

Chromium

Cr (51.94051)


D018977 - Micronutrients > D014131 - Trace Elements

   

Lachnophyllum ester

Lachnophyllum ester; 2-Decene-4,6-diynoic acid, methyl ester, (E)-

C11H12O2 (176.0837252)


   

Tremetone

Ethanone, 1-(2,3-dihydro-2-(1-methylethenyl)-5-benzofuranyl)-, (R)- (9CI)

C13H14O2 (202.09937440000002)


   

Verrucarin A

Muconomycin A

C27H34O9 (502.2202714)


A trichothecene antibiotic which incorporates a triester macrocyclic structure and an exocyclic methylene epoxide group. D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D009676 - Noxae > D011042 - Poisons > D014255 - Trichothecenes D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D000970 - Antineoplastic Agents

   

piceol

InChI=1\C8H8O2\c1-6(9)7-2-4-8(10)5-3-7\h2-5,10H,1H

C8H8O2 (136.0524268)


INTERNAL_ID 214; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3089; ORIGINAL_PRECURSOR_SCAN_NO 3087 CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3087; ORIGINAL_PRECURSOR_SCAN_NO 3084 CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3098; ORIGINAL_PRECURSOR_SCAN_NO 3095 CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3092; ORIGINAL_PRECURSOR_SCAN_NO 3090 CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3089; ORIGINAL_PRECURSOR_SCAN_NO 3087 CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3095; ORIGINAL_PRECURSOR_SCAN_NO 3093 INTERNAL_ID 214; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3092; ORIGINAL_PRECURSOR_SCAN_NO 3090 CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3160; ORIGINAL_PRECURSOR_SCAN_NO 3158 4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect[1]. 4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect[1].

   

(+)-Ledene

(1aR,7R,7aS,7bR)-1,1,4,7-tetramethyl-1H,1aH,2H,3H,5H,6H,7H,7aH,7bH-cyclopropa[e]azulene

C15H24 (204.18779039999998)


(+)-Ledene belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

   

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).

   

(-)-cis-Carveol

2-Methyl-5-(1-methylethenyl)-(1R-cis)-2-cyclohexen-1-ol

C10H16O (152.12010859999998)


(-)-cis-Carveol is found in citrus. (-)-cis-Carveol is a constituent of Valencia orange oil (Citrus sinensis). (-)-cis-Carveol is a flavouring agent Constituent of Valencia orange oil (Citrus sinensis). Flavouring agent. (-)-cis-Carveol is found in citrus.

   

Maniladiol

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-icosahydropicene-3,8-diol

C30H50O2 (442.38106)


A pentacyclic triterpenoid that is olean-12-ene in which the hydrogens at the 3beta and 16beta positions have been replaced by hydroxy groups.

   

Genkwanin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0684702)


Genkwanin is a monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. It has a role as a metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a genkwanin(1-). Genkwanin is a natural product found in Odontites viscosus, Eupatorium capillifolium, and other organisms with data available. A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.18270539999997)


Spathulenol is a tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. Spathulenol is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

4'-Methoxyacetophenone

1-(4-methoxyphenyl)ethan-1-one

C9H10O2 (150.06807600000002)


4-Methoxyacetophenone is found in alcoholic beverages. 4-Methoxyacetophenone is a trace constituent of oil of Piper longum (long pepper). 4-Methoxyacetophenone is present in cranberry (Vaccinium oxycoccus) and other fruits, tomato, anise (Pimpinella anisum), grilled and roasted beef and sherry. 4-Methoxyacetophenone is a flavouring ingredient and adjuvant; useful in vanilla, nut, tobacco and butter flavour. 4-Methoxyacetophenone is trace constituent of oil of Piper longum (long pepper). It is found in cranberry (Vaccinium oxycoccus) and other fruits, tomato, anise (Pimpinella anisum), grilled and roasted beef and sherry. Propyl 3-methylbutanoate can be used as a flavouring ingredient and adjuvant; useful in vanilla, nut, tobacco and butter flavours.

   

3,4-Dihydrocadalene

1,2-dihydro-4,7-Dimethyl-1-(1-methylethyl)naphthalene, 9ci

C15H20 (200.15649200000001)


Constituent of hop, sweet flag, Juniperus and other oils. 3,4-Dihydrocadalene is found in many foods, some of which are root vegetables, rosemary, herbs and spices, and alcoholic beverages. 3,4-Dihydrocadalene is found in alcoholic beverages. 3,4-Dihydrocadalene is a constituent of hop, sweet flag, Juniperus and other oils.

   

beta-Farnesene

(6Z)-7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

C15H24 (204.18779039999998)


A mixture with 1,3,6,10-Farnesatetraene JXF60-O has been isolated from many plant sources and is used as a food flavourant (woodgreen flavour). beta-Farnesene is found in sweet basil. (E)-beta-Farnesene is found in anise. (E)-beta-Farnesene is a constituent of hop, camomile and other essential oils (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].

   

Maniladiol

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-icosahydropicene-3,8-diol

C30H50O2 (442.38106)


3alpha-Maniladiol is found in fruits. 3alpha-Maniladiol is a constituent of Canarium album (Chinese white olive). Constituent of Calendula officinalis (pot marigold). Maniladiol is found in sunflower.

   
   
   

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

   

Artepillin C

3-[4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

C19H24O3 (300.1725354)


   

delta-Cadinol

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

C15H26O (222.1983546)


Delta-cadinol, also known as delta-cadinol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Delta-cadinol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-cadinol is a herbal tasting compound and can be found in a number of food items such as cloves, parsley, lemon balm, and common sage, which makes delta-cadinol a potential biomarker for the consumption of these food products. Delta-cadinol, also known as δ-cadinol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Delta-cadinol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-cadinol is a herbal tasting compound and can be found in a number of food items such as cloves, parsley, lemon balm, and common sage, which makes delta-cadinol a potential biomarker for the consumption of these food products.

   

T-Muurolol

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

C15H26O (222.1983546)


T-muurolol, also known as 10-epi-alpha-muurolol or alpha-epi-muurolol, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. T-muurolol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). T-muurolol is a herbal, spicy, and weak spice tasting compound found in allspice, lemon balm, and white mustard, which makes T-muurolol a potential biomarker for the consumption of these food products.

   

Apigenin 7,4'-dimethyl ether

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

C17H14O5 (298.0841194)


Apigenin 7,4-dimethyl ether, also known as apigenin dimethylether or 4,7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4-dimethyl ether is a product of 4,5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223). 4-methylgenkwanin, also known as apigenin dimethylether or 4,7-dimethylapigenin, 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, 4-methylgenkwanin is considered to be a flavonoid lipid molecule. 4-methylgenkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-methylgenkwanin can be found in common sage and sweet basil, which makes 4-methylgenkwanin a potential biomarker for the consumption of these food products. Apigenin 7,4-dimethyl ether is a dimethoxyflavone that is the 7,4-dimethyl ether derivative of apigenin. It has a role as a plant metabolite. It is a dimethoxyflavone and a monohydroxyflavone. It is functionally related to an apigenin. Apigenin 7,4-dimethyl ether is a natural product found in Teucrium polium, Calea jamaicensis, and other organisms with data available. A dimethoxyflavone that is the 7,4-dimethyl ether derivative of apigenin. The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1] The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml). IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2] In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2] In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

   

Trichoverrol A

[4b(2Z,4E,6S,7S)]-4-(6,7-dihydroxy-2,4-octadienoate) 12,13-Epoxy-trichothec-9-ene-4,15-diol

C23H32O7 (420.2147922)


D009676 - Noxae > D011042 - Poisons > D014255 - Trichothecenes D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard

   

Calycopterin

5-Hydroxy-2- (4-hydroxyphenyl) -3,6,7,8-tetramethoxy-4H-1-benzopyran-4-one

C19H18O8 (374.1001628)


   

Trichoverrol B

[4beta(2Z,4E,6S,7R)]-12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate)

C23H32O7 (420.2147922)


   

Thevetiaflavone

4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-

C16H12O5 (284.0684702)


Thevetiaflavone is a natural product found in Brucea javanica, Heliotropium sinuatum, and other organisms with data available.

   

Pinobanksin

(2R) -2,3-Dihydro-3beta,5,7-trihydroxy-2alpha-phenyl-4H-1-benzopyran-4-one

C15H12O5 (272.0684702)


Pinobanksin is a trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. It has a role as an antimutagen, an antioxidant and a metabolite. It is a trihydroxyflavanone and a secondary alpha-hydroxy ketone. Pinobanksin is a natural product found in Populus koreana, Ozothamnus stirlingii, and other organisms with data available. A trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. Pinobanksin has apoptotic induction in a B-cell lymphoma cell line[1].

   

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].

   

Genkwanin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0684702)


Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Euparin

1-[6-hydroxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethan-1-one

C13H12O3 (216.0786402)


Euparin is a member of benzofurans. It has a role as a metabolite. Euparin is a natural product found in Eupatorium cannabinum, Liatris acidota, and other organisms with data available. A natural product found in Eupatorium cannabinum subspecies asiaticum.

   

Spathulenol

Spathulenol

C15H24O (220.18270539999997)


Constituent of Salvia sclarea (clary sage). Spathulenol is found in many foods, some of which are tarragon, spearmint, common sage, and tea.

   

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.

   

2-Methyl-6-(4-methylphenyl)hept-3-en-2-ol

2-Methyl-6-(4-methylphenyl)hept-3-en-2-ol

C15H22O (218.1670562)


   
   

ent-Kaur-16-en-19-oic acid

ent-Kaur-16-en-19-oic acid

C20H30O2 (302.224568)


   
   

Piceol

4-Hydroxyacetophenone (Acetaminophen Impurity E), Pharmaceutical Secondary Standards; Certified Reference Material

C8H8O2 (136.0524268)


4-hydroxyacetophenone is a monohydroxyacetophenone carrying a hydroxy substituent at position 4. It has a role as a plant metabolite, a fungal metabolite and a mouse metabolite. 4-Hydroxyacetophenone is a natural product found in Ficus erecta var. beecheyana, Artemisia ordosica, and other organisms with data available. A monohydroxyacetophenone carrying a hydroxy substituent at position 4. 4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect[1]. 4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect[1].

   

nerol

(2Z)-3,7-Dimethyl-2,6-octadien-1-ol

C10H18O (154.1357578)


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].

   

Linarodin

1-(4-methoxyphenyl)ethan-1-one

C9H10O2 (150.06807600000002)


   

b-farnesene

(6Z)-7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

C15H24 (204.18779039999998)


   

g-Muurolene

7-methyl-4-methylidene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


   

ARTEPILLIN C

2-Propenoic acid, 3-(4-hydroxy-3,5-bis(3-methyl-2-butenyl)phenyl)-, (E)-

C19H24O3 (300.1725354)


   

CHEBI:15385

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

C15H24 (204.18779039999998)


   

Hypnon

InChI=1\C8H8O\c1-7(9)8-5-3-2-4-6-8\h2-6H,1H

C8H8O (120.0575118)


D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents D003879 - Dermatologic Agents Acetophenone is an organic compound with simple structure[1]. Acetophenone is an organic compound with simple structure[1].

   

Novatone

InChI=1\C9H10O2\c1-7(10)8-3-5-9(11-2)6-4-8\h3-6H,1-2H

C9H10O2 (150.06807600000002)


   

Valencene

NAPHTHALENE, 1,2,3,5,6,7,8,8A-OCTAHYDRO-1,8A-DIMETHYL-7-(1-METHYLETHENYL)-, (1R-(1.ALPHA.,7.BETA.,8A.ALPHA.))-

C15H24 (204.18779039999998)


(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a carbobicyclic compound and a polycyclic olefin. Valencene is a natural product found in Xylopia sericea, Helichrysum odoratissimum, and other organisms with data available. Constituent of orange oil. Valencene is found in many foods, some of which are citrus, common oregano, rosemary, and sweet orange. Valencene is a sesquiterpene isolated from Cyperus rotundus, possesses antiallergic, antimelanogenesis, anti-infammatory, and antioxidant activitivies. Valencene inhibits the exaggerated expression of Th2 chemokines and proinflammatory chemokines through blockade of the NF-κB pathway. Valencene is used to flavor foods and drinks[1][2][3].

   

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.18779039999998)


   

Acetanisole

4-Methoxyacetophenone

C9H10O2 (150.06807600000002)


   

2-(4-methylphenyl)propan-2-ol

2-(4-methylphenyl)propan-2-ol

C10H14O (150.1044594)


   
   
   

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).

   

2-isopropyl-5-methyl-9-methylidenecyclodec-5-en-1-one

2-isopropyl-5-methyl-9-methylidenecyclodec-5-en-1-one

C15H24O (220.18270539999997)


   

3-({1-[2-(furan-3-yl)ethyl]-5-(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl}methoxy)-3-oxopropanoic acid

3-({1-[2-(furan-3-yl)ethyl]-5-(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl}methoxy)-3-oxopropanoic acid

C23H32O6 (404.2198772)


   

2-[3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-{4-[4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2-[3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-{4-[4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenoxy}propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C36H44O15 (716.2680074)


   

1-[(2s,3s)-3,5-dihydroxy-2-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-6-yl]ethanone

1-[(2s,3s)-3,5-dihydroxy-2-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-6-yl]ethanone

C19H24O10 (412.13694039999996)


   

3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

C14H16O3 (232.1099386)


   

2-(4-methylpent-3-en-1-yl)-6-[3-(2-oxo-5h-furan-3-yl)propylidene]hept-2-enedioic acid

2-(4-methylpent-3-en-1-yl)-6-[3-(2-oxo-5h-furan-3-yl)propylidene]hept-2-enedioic acid

C20H26O6 (362.17292960000003)


   

(1r,2r,4ar,8ar)-1-[(3z)-3-[2-(acetyloxy)ethylidene]-4-hydroxybutyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

(1r,2r,4ar,8ar)-1-[(3z)-3-[2-(acetyloxy)ethylidene]-4-hydroxybutyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

C22H34O5 (378.24061140000003)


   

(5s,7s,8r,10as)-7,8-dimethyl-3-oxo-7-[2-(5-oxo-2h-furan-3-yl)ethyl]-1h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl acetate

(5s,7s,8r,10as)-7,8-dimethyl-3-oxo-7-[2-(5-oxo-2h-furan-3-yl)ethyl]-1h,5h,6h,6ah,8h,9h,10h-naphtho[1,8a-c]furan-5-yl acetate

C22H28O6 (388.1885788)


   

(1r,3ar,3br,7s,9ar,9br,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,3ar,3br,7s,9ar,9br,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)


   

(3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(pentan-2-yloxy)oxan-2-yl]methoxy}oxolan-3-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

(3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(pentan-2-yloxy)oxan-2-yl]methoxy}oxolan-3-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C25H36O13 (544.2155806000001)


   

(2s,3s,4ar,5r,8as)-3-{[(2r,3s,4r,5s,6s)-5-(acetyloxy)-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-5-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl (2z)-2-methylbut-2-enoate

(2s,3s,4ar,5r,8as)-3-{[(2r,3s,4r,5s,6s)-5-(acetyloxy)-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-5-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl (2z)-2-methylbut-2-enoate

C33H52O10 (608.3560292)


   

8-[2-(furan-3-yl)ethyl]-4,4a,7,8-tetramethyl-3-oxo-hexahydro-1h-naphthalen-2-yl acetate

8-[2-(furan-3-yl)ethyl]-4,4a,7,8-tetramethyl-3-oxo-hexahydro-1h-naphthalen-2-yl acetate

C22H32O4 (360.2300472)


   

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

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

C15H24 (204.18779039999998)


   

3-[2-(1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)ethyl]furan

3-[2-(1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)ethyl]furan

C20H30O (286.229653)


   

[(4ar,5s,6r,8ar)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl acetate

[(4ar,5s,6r,8ar)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl acetate

C22H32O3 (344.23513219999995)


   

8-(5-hydroxy-3-methylpent-3-en-1-yl)-4,4a,7,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol

8-(5-hydroxy-3-methylpent-3-en-1-yl)-4,4a,7,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol

C20H34O2 (306.2558664)


   

(6-{[4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

(6-{[4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C28H40O11 (552.257049)


   

(1s,4r,5r,9s,10r,13s,14r)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carbaldehyde

(1s,4r,5r,9s,10r,13s,14r)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carbaldehyde

C20H32O3 (320.23513219999995)


   

7-[2-(furan-3-yl)propyl]-8-methyl-9-[(2-methylbut-2-enoyl)oxy]-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-carboxylic acid

7-[2-(furan-3-yl)propyl]-8-methyl-9-[(2-methylbut-2-enoyl)oxy]-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-carboxylic acid

C26H32O7 (456.2147922)


   

(2e)-5-[(1s,2r,4ar,7r,8ar)-7-(acetyloxy)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

(2e)-5-[(1s,2r,4ar,7r,8ar)-7-(acetyloxy)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

C24H38O4 (390.2769948)


   

(2z)-5-[(1r,4as,6s,8ar)-6-hydroxy-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1h-naphthalen-1-yl]-3-methylpent-2-enal

(2z)-5-[(1r,4as,6s,8ar)-6-hydroxy-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1h-naphthalen-1-yl]-3-methylpent-2-enal

C20H30O3 (318.21948299999997)


   

(3z,5r)-5-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-3-[(4s)-4-hydroxy-4-methylhex-5-en-1-ylidene]oxolan-2-one

(3z,5r)-5-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-3-[(4s)-4-hydroxy-4-methylhex-5-en-1-ylidene]oxolan-2-one

C20H30O3 (318.21948299999997)


   

5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-methylpentanal

5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-1-yl]-3-methylpentanal

C20H36O3 (324.26643060000004)


   

(1r,4s,5r,9r,10s,13r,15s)-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-15-yl acetate

(1r,4s,5r,9r,10s,13r,15s)-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-15-yl acetate

C22H34O3 (346.25078140000005)


   

(2s,3s,4as,5r,8as)-5-[2-(furan-3-yl)ethyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalene-2,3-diol

(2s,3s,4as,5r,8as)-5-[2-(furan-3-yl)ethyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalene-2,3-diol

C20H30O3 (318.21948299999997)


   

(1'r,2r,3'r,6'z,8'e,10's,13's,14'r,19'r,23'r,24's,25's)-13'-hydroxy-10'-[(1s)-1-hydroxyethyl]-14',21',25'-trimethyl-5',16'-dioxo-4',11',17',27'-tetraoxaspiro[oxirane-2,26'-tetracyclo[21.3.1.0³,²⁵.0¹⁹,²⁴]heptacosane]-6',8',21'-trien-14'-yl acetate

(1'r,2r,3'r,6'z,8'e,10's,13's,14'r,19'r,23'r,24's,25's)-13'-hydroxy-10'-[(1s)-1-hydroxyethyl]-14',21',25'-trimethyl-5',16'-dioxo-4',11',17',27'-tetraoxaspiro[oxirane-2,26'-tetracyclo[21.3.1.0³,²⁵.0¹⁹,²⁴]heptacosane]-6',8',21'-trien-14'-yl acetate

C31H42O11 (590.2726982)


   

3-oxohexyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3-oxohexyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

C16H20O5 (292.13106700000003)


   

3,8,12-trimethyl-5,13-dioxatetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradeca-2(6),3-diene

3,8,12-trimethyl-5,13-dioxatetracyclo[7.5.0.0²,⁶.0¹²,¹⁴]tetradeca-2(6),3-diene

C15H20O2 (232.14632200000003)


   

(5r)-1,5,8-trimethyl-4h,5h-naphtho[2,1-b]furan

(5r)-1,5,8-trimethyl-4h,5h-naphtho[2,1-b]furan

C15H16O (212.12010859999998)


   

4-{[(2s,3r,4r,4ar,8ar)-4-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-3-(hydroxymethyl)-4,8,8a-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-yl]oxy}-4-oxobutanoic acid

4-{[(2s,3r,4r,4ar,8ar)-4-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-3-(hydroxymethyl)-4,8,8a-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-yl]oxy}-4-oxobutanoic acid

C24H38O6 (422.2668248)


   

3-hydroxy-7-isopropyl-1,4a-dimethyl-5h-naphthalene-2,6-dione

3-hydroxy-7-isopropyl-1,4a-dimethyl-5h-naphthalene-2,6-dione

C15H18O3 (246.1255878)


   

(1ar,3as,7s,7as,7br)-1,1,3a,7-tetramethyl-octahydrocyclopropa[a]naphthalen-7-ol

(1ar,3as,7s,7as,7br)-1,1,3a,7-tetramethyl-octahydrocyclopropa[a]naphthalen-7-ol

C15H26O (222.1983546)


   

7-[2-(furan-3-yl)ethyl]-9-hydroxy-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

7-[2-(furan-3-yl)ethyl]-9-hydroxy-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

C20H26O4 (330.18309960000005)


   

4-({1-[2-(furan-3-yl)ethyl]-3-hydroxy-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl}methoxy)-4-oxobutanoic acid

4-({1-[2-(furan-3-yl)ethyl]-3-hydroxy-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl}methoxy)-4-oxobutanoic acid

C24H34O6 (418.2355264)


   

(1r,2r,4ar,8ar)-1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

(1r,2r,4ar,8ar)-1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

C20H28O3 (316.2038338)


   

(2e)-5-[(1r,4ar,8as)-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1h-naphthalen-1-yl]-3-methylpent-2-enal

(2e)-5-[(1r,4ar,8as)-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1h-naphthalen-1-yl]-3-methylpent-2-enal

C20H30O2 (302.224568)


   

{5-[(acetyloxy)methyl]-1-[2-(5-methoxyoxolan-3-yl)ethyl]-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl}methyl acetate

{5-[(acetyloxy)methyl]-1-[2-(5-methoxyoxolan-3-yl)ethyl]-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl}methyl acetate

C25H40O6 (436.28247400000004)


   

(1s,2s,3r,7r,8s,10r)-3,10-dihydroxy-6,12-dimethyl-3-[(2r)-6-methylhept-5-en-2-yl]-10-[(2s)-6-methylhept-5-en-2-yl]tricyclo[6.2.2.0²,⁷]dodeca-5,11-diene-4,9-dione

(1s,2s,3r,7r,8s,10r)-3,10-dihydroxy-6,12-dimethyl-3-[(2r)-6-methylhept-5-en-2-yl]-10-[(2s)-6-methylhept-5-en-2-yl]tricyclo[6.2.2.0²,⁷]dodeca-5,11-diene-4,9-dione

C30H44O4 (468.3239424)


   

6-methyl-5-(4-methylphenyl)heptan-2-one

6-methyl-5-(4-methylphenyl)heptan-2-one

C15H22O (218.1670562)


   

(3s)-3-{2-[(1s,2s,8ar)-5,5-bis(hydroxymethyl)-2,8a-dimethyl-1,2,3,6,7,8-hexahydronaphthalen-1-yl]ethyl}-4-hydroxybutyl acetate

(3s)-3-{2-[(1s,2s,8ar)-5,5-bis(hydroxymethyl)-2,8a-dimethyl-1,2,3,6,7,8-hexahydronaphthalen-1-yl]ethyl}-4-hydroxybutyl acetate

C22H38O5 (382.2719098)


   

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

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

C19H22O4 (314.1518012)


   

(2s,3s,4as,5r,8as)-5-[(3s)-5-(acetyloxy)-3-methylpentyl]-1,1,4a,6-tetramethyl-3-{[(2r,3r,4r,5s,6s)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}-2,3,4,5,8,8a-hexahydronaphthalen-2-yl (2z)-2-methylbut-2-enoate

(2s,3s,4as,5r,8as)-5-[(3s)-5-(acetyloxy)-3-methylpentyl]-1,1,4a,6-tetramethyl-3-{[(2r,3r,4r,5s,6s)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}-2,3,4,5,8,8a-hexahydronaphthalen-2-yl (2z)-2-methylbut-2-enoate

C39H60O12 (720.408456)


   

1-{8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl}methyl 3-{5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl}methyl propanedioate

1-{8a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl}methyl 3-{5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl}methyl propanedioate

C45H62O8 (730.4444452)


   

(1r,2r,3r,4ar,5s,6r,8ar)-5-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,5,6,8a-tetramethyl-hexahydro-2h-naphthalene-1,2,3-triol

(1r,2r,3r,4ar,5s,6r,8ar)-5-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,5,6,8a-tetramethyl-hexahydro-2h-naphthalene-1,2,3-triol

C20H36O5 (356.2562606)


   

(1'r,2s,3'r,8'r,12'e,17'r,18'e,20'z,24'r,25's)-17'-[(1s)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

(1'r,2s,3'r,8'r,12'e,17'r,18'e,20'z,24'r,25's)-17'-[(1s)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

C29H38O8 (514.2566548)


   

[(1r,4s,5s,9s,10s,13s)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-5-yl]methanol

[(1r,4s,5s,9s,10s,13s)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-5-yl]methanol

C20H32O (288.24530219999997)


   

(2r,3s,4s,5s)-2-{[(1s,2s,4ar,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-yl]oxy}oxane-3,4,5-triol

(2r,3s,4s,5s)-2-{[(1s,2s,4ar,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-yl]oxy}oxane-3,4,5-triol

C25H44O6 (440.3137724)


   

methyl 2-[(2s)-6-acetyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-enoate

methyl 2-[(2s)-6-acetyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-enoate

C14H14O5 (262.0841194)


   

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

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

C15H26O (222.1983546)


   

7-(furan-3-yl)-9-methyl-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadeca-4,13-diene-3,15-dione

7-(furan-3-yl)-9-methyl-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadeca-4,13-diene-3,15-dione

C20H20O5 (340.13106700000003)


   

methyl (2e,8z)-deca-2,8-dien-4,6-diynoate

methyl (2e,8z)-deca-2,8-dien-4,6-diynoate

C11H10O2 (174.06807600000002)


   

5-(2-{[4,5-bis(acetyloxy)-3-hydroxyoxan-2-yl]oxy}-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)-3-methylpent-2-en-1-yl acetate

5-(2-{[4,5-bis(acetyloxy)-3-hydroxyoxan-2-yl]oxy}-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl)-3-methylpent-2-en-1-yl acetate

C31H50O9 (566.345465)


   

3-{[5-(acetyloxy)-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylbut-2-enoate

3-{[5-(acetyloxy)-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylbut-2-enoate

C33H52O9 (592.3611142)


   

(3s,4ar,5s,6r,8as)-3-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(3s,4ar,5s,6r,8as)-3-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C22H30O6 (390.204228)


   

1-[(3s)-3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl]ethanone

1-[(3s)-3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl]ethanone

C13H16O3 (220.1099386)


   

[3,4-dihydroxy-5-({3,4,5-trihydroxy-6-[2-hydroxy-4-(3-oxobutyl)phenoxy]oxan-2-yl}methoxy)oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

[3,4-dihydroxy-5-({3,4,5-trihydroxy-6-[2-hydroxy-4-(3-oxobutyl)phenoxy]oxan-2-yl}methoxy)oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C30H36O15 (636.2054106)


   

7-(furan-3-yl)-3-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadeca-3,13-diene-5,15-dione

7-(furan-3-yl)-3-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadeca-3,13-diene-5,15-dione

C20H20O6 (356.125982)


   

(2s,3s,4as,5r,8as)-5-[(3e)-5-(acetyloxy)-3-methylpent-3-en-1-yl]-1,1,4a,6-tetramethyl-3-{[(2r,3s,4r,5s)-3,4,5-tris(acetyloxy)oxan-2-yl]oxy}-2,3,4,5,8,8a-hexahydronaphthalen-2-yl (2z)-2-methylbut-2-enoate

(2s,3s,4as,5r,8as)-5-[(3e)-5-(acetyloxy)-3-methylpent-3-en-1-yl]-1,1,4a,6-tetramethyl-3-{[(2r,3s,4r,5s)-3,4,5-tris(acetyloxy)oxan-2-yl]oxy}-2,3,4,5,8,8a-hexahydronaphthalen-2-yl (2z)-2-methylbut-2-enoate

C38H56O12 (704.3771576)


   

methyl (2e)-5-(furan-3-yl)-2-{3-[(3e,6r)-6-(2-hydroxypropan-2-yl)-2-oxooxan-3-ylidene]propyl}pent-2-enoate

methyl (2e)-5-(furan-3-yl)-2-{3-[(3e,6r)-6-(2-hydroxypropan-2-yl)-2-oxooxan-3-ylidene]propyl}pent-2-enoate

C21H28O6 (376.1885788)


   

1,1,4,7-tetramethyl-octahydrocyclopropa[e]azulene-4,7-diol

1,1,4,7-tetramethyl-octahydrocyclopropa[e]azulene-4,7-diol

C15H26O2 (238.1932696)


   

3-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

3-(acetyloxy)-5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C22H30O6 (390.204228)


   

(2e)-5-[(1r,4ar,8ar)-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

(2e)-5-[(1r,4ar,8ar)-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

C22H34O3 (346.25078140000005)


   
   

3-methyl-5-(5,6,7-trihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl)pent-2-enoic acid

3-methyl-5-(5,6,7-trihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl)pent-2-enoic acid

C20H34O5 (354.24061140000003)


   

(2e,6e)-6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-en-1-yl)hept-2-ene-1,7-diol

(2e,6e)-6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-en-1-yl)hept-2-ene-1,7-diol

C20H30O3 (318.21948299999997)


   

1-{1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl}methyl 4-methyl butanedioate

1-{1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl}methyl 4-methyl butanedioate

C25H36O5 (416.2562606)


   

methyl 3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoate

methyl 3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoate

C24H26O4 (378.18309960000005)


   

5-[2-(hydroxymethyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentan-1-ol

5-[2-(hydroxymethyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentan-1-ol

C20H36O2 (308.2715156)


   

7-(furan-3-yl)-3-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadec-13-ene-5,15-dione

7-(furan-3-yl)-3-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadec-13-ene-5,15-dione

C20H22O6 (358.1416312)


   

docosyl (2e)-3-phenylprop-2-enoate

docosyl (2e)-3-phenylprop-2-enoate

C31H52O2 (456.3967092)


   

(5s)-1,5,8-trimethyl-4h,5h,5ah,6h,7h,9ah-naphtho[2,1-b]furan

(5s)-1,5,8-trimethyl-4h,5h,5ah,6h,7h,9ah-naphtho[2,1-b]furan

C15H20O (216.151407)


   

citronellol, (+-)-

citronellol, (+-)-

C10H20O (156.151407)


   

1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-5-(hydroxymethyl)-5,8a-dimethyl-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-5-(hydroxymethyl)-5,8a-dimethyl-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

C25H40O8 (468.272304)


   

8-(5-hydroxy-3-methylpentyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol

8-(5-hydroxy-3-methylpentyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol

C20H36O2 (308.2715156)


   

(2e)-5-[(1r,4ar,7s,8ar)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

(2e)-5-[(1r,4ar,7s,8ar)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

C22H36O3 (348.26643060000004)


   

5-(5-hydroxy-3-methylpentyl)-1,1,4a,6-tetramethyl-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylbut-2-enoate

5-(5-hydroxy-3-methylpentyl)-1,1,4a,6-tetramethyl-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylbut-2-enoate

C30H50O8 (538.35055)


   

(2r,3s,4s,5r,6s)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({2-[(1s)-4-methylcyclohex-3-en-1-yl]propan-2-yl}oxy)oxane-3,4,5-triol

(2r,3s,4s,5r,6s)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-({2-[(1s)-4-methylcyclohex-3-en-1-yl]propan-2-yl}oxy)oxane-3,4,5-triol

C21H36O10 (448.2308356)


   

1,7-dimethyl (2e,6e)-6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-en-1-yl)hept-2-enedioate

1,7-dimethyl (2e,6e)-6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-en-1-yl)hept-2-enedioate

C22H30O5 (374.209313)


   

3-[4-(acetyloxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

3-[4-(acetyloxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

C21H26O4 (342.18309960000005)


   

(3s,6ar,6bs,8s,8as,12as,14br)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol

(3s,6ar,6bs,8s,8as,12as,14br)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol

C30H50O3 (458.37597500000004)


   

(2r,4ar,8r,8as)-8-[(3s)-5-hydroxy-3-methylpentyl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-yl 1-methyl propanedioate

(2r,4ar,8r,8as)-8-[(3s)-5-hydroxy-3-methylpentyl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-yl 1-methyl propanedioate

C24H40O5 (408.28755900000004)


   

(1r,5s,7s,8r,11r,12z,14e,18s,20r,22s,23s,25r,28r)-8-hydroxy-11-[(1s)-1-hydroxyethyl]-7,25,28-trimethyl-20-[(2r)-oxiran-2-yl]-3,6,10,17,21,24-hexaoxahexacyclo[16.9.1.0¹,²².0⁵,⁷.0²⁰,²⁸.0²³,²⁵]octacosa-12,14-diene-4,16-dione

(1r,5s,7s,8r,11r,12z,14e,18s,20r,22s,23s,25r,28r)-8-hydroxy-11-[(1s)-1-hydroxyethyl]-7,25,28-trimethyl-20-[(2r)-oxiran-2-yl]-3,6,10,17,21,24-hexaoxahexacyclo[16.9.1.0¹,²².0⁵,⁷.0²⁰,²⁸.0²³,²⁵]octacosa-12,14-diene-4,16-dione

C29H38O11 (562.2413998)


   

[(2r,3s,4s,5r,6r)-6-[(3z)-hex-3-en-1-yloxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

[(2r,3s,4s,5r,6r)-6-[(3z)-hex-3-en-1-yloxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C21H28O9 (424.17332380000005)


   

(6as,7s,8s,9s,10as)-7-[(2s)-2-(furan-3-yl)propyl]-8-methyl-9-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-carboxylic acid

(6as,7s,8s,9s,10as)-7-[(2s)-2-(furan-3-yl)propyl]-8-methyl-9-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-carboxylic acid

C26H32O7 (456.2147922)


   

3-isopropyl-6-methylbenzene-1,2-diol

3-isopropyl-6-methylbenzene-1,2-diol

C10H14O2 (166.09937440000002)


   

4-(2-{9-methoxy-7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}ethyl)oxolan-2-one

4-(2-{9-methoxy-7,8-dimethyl-3-oxo-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-7-yl}ethyl)oxolan-2-one

C21H30O5 (362.209313)


   

(18'e,20'e)-14'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

(18'e,20'e)-14'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

C29H38O9 (530.2515698)


   

1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

C11H14O4 (210.0892044)


   

[(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

[(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C30H36O14 (620.2104956000001)


   

3-{2-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}furan

3-{2-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}furan

C20H30O (286.229653)


   

3-{[(4ar,5s,6r,8ar)-5-[(3s)-5-hydroxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy}-3-oxopropanoic acid

3-{[(4ar,5s,6r,8ar)-5-[(3s)-5-hydroxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy}-3-oxopropanoic acid

C23H38O5 (394.2719098)


   

[(1s,4s,5r,9s,10s,13r)-5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-14-yl]methanol

[(1s,4s,5r,9s,10s,13r)-5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-14-yl]methanol

C20H32O2 (304.24021719999996)


   

7-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

7-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

C20H30O4 (334.214398)


   

2-[(3r,4ar,6as,10as,10br)-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-3-yl]acetaldehyde

2-[(3r,4ar,6as,10as,10br)-3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-3-yl]acetaldehyde

C20H34O2 (306.2558664)


   

(6ar,7s,8s,10as)-7,8-dimethyl-7-{2-[(3r)-5-oxooxolan-3-yl]ethyl}-1h,5h,6h,6ah,8h,10h-naphtho[4,4a-c]furan-3,9-dione

(6ar,7s,8s,10as)-7,8-dimethyl-7-{2-[(3r)-5-oxooxolan-3-yl]ethyl}-1h,5h,6h,6ah,8h,10h-naphtho[4,4a-c]furan-3,9-dione

C20H26O5 (346.17801460000004)


   

(2e)-3-[4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

(2e)-3-[4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid

C15H18O3 (246.1255878)


   

methyl (2e,8e)-deca-2,8-dien-4,6-diynoate

methyl (2e,8e)-deca-2,8-dien-4,6-diynoate

C11H10O2 (174.06807600000002)


   

(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)


   

[4-(2-hydroxy-6-methylhept-5-en-2-yl)cyclohexyl]methyl acetate

[4-(2-hydroxy-6-methylhept-5-en-2-yl)cyclohexyl]methyl acetate

C17H30O3 (282.21948299999997)


   

(19'e,21'e)-18'-(1-hydroxyethyl)-5',14',26'-trimethyl-2',10',13',17',24'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.0³,⁸.0⁸,²⁶.0¹²,¹⁴]octacosane]-4',19',21'-triene-11',23'-dione

(19'e,21'e)-18'-(1-hydroxyethyl)-5',14',26'-trimethyl-2',10',13',17',24'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.0³,⁸.0⁸,²⁶.0¹²,¹⁴]octacosane]-4',19',21'-triene-11',23'-dione

C29H38O9 (530.2515698)


   

(1r,2r,4as,8as)-1-[(2s)-2-(furan-3-yl)-2-hydroxyethyl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

(1r,2r,4as,8as)-1-[(2s)-2-(furan-3-yl)-2-hydroxyethyl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

C20H32O3 (320.23513219999995)


   

1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid

1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid

C20H28O3 (316.2038338)


   

4-{[6-({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxybenzoic acid

4-{[6-({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxybenzoic acid

C22H22O12 (478.1111212)


   

1-(5-hydroxy-3-methylpent-3-en-1-yl)-5-(hydroxymethyl)-5,8a-dimethyl-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

1-(5-hydroxy-3-methylpent-3-en-1-yl)-5-(hydroxymethyl)-5,8a-dimethyl-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-3,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

C25H40O8 (468.272304)


   

(1r,4r,6r,10s)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-9-one

(1r,4r,6r,10s)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0⁴,⁶]dodecan-9-one

C14H22O2 (222.1619712)


   

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

C16H20O9 (356.110727)


   

(2z)-2-{2-[(1s,2r,4as,8ar)-4a,5-bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}but-2-ene-1,4-diol

(2z)-2-{2-[(1s,2r,4as,8ar)-4a,5-bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}but-2-ene-1,4-diol

C20H34O4 (338.24569640000004)


   

(2r,3s,4r,5s)-2-{[(1r,2r,4as,8as)-1-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-yl]oxy}oxane-3,4,5-triol

(2r,3s,4r,5s)-2-{[(1r,2r,4as,8as)-1-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-yl]oxy}oxane-3,4,5-triol

C25H44O7 (456.3086874)


   

(3s)-5-[(1s,4ar,6s,7r,8as)-6,7-dihydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

(3s)-5-[(1s,4ar,6s,7r,8as)-6,7-dihydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

C20H34O4 (338.24569640000004)


   

(3r)-5-[(1s,2r,4ar,5r,6r,7r,8ar)-5,6,7-trihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl]-3-methylpentanoic acid

(3r)-5-[(1s,2r,4ar,5r,6r,7r,8ar)-5,6,7-trihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl]-3-methylpentanoic acid

C20H36O5 (356.2562606)


   

6-(1-methoxyethyl)-2,2-dimethylchromen-7-ol

6-(1-methoxyethyl)-2,2-dimethylchromen-7-ol

C14H18O3 (234.1255878)


   

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

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

C19H22O4 (314.1518012)


   

(2r,4ar,7r,8s,8ar)-8-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-4,4a,7,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol

(2r,4ar,7r,8s,8ar)-8-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-4,4a,7,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol

C20H34O2 (306.2558664)


   

2-({1-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-yl}oxy)oxane-3,4,5-triol

2-({1-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-yl}oxy)oxane-3,4,5-triol

C25H44O7 (456.3086874)


   

(1'r,2s,3'r,8'r,13'r,14's,17'r,18'e,20'z,24'r,25's)-14'-hydroxy-17'-[(1s)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione

(1'r,2s,3'r,8'r,13'r,14's,17'r,18'e,20'z,24'r,25's)-14'-hydroxy-17'-[(1s)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione

C29H40O9 (532.2672190000001)


   

3-{[(1s,2r,4as,8ar)-1-[2-(furan-3-yl)ethyl]-5-(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl]methoxy}-3-oxopropanoic acid

3-{[(1s,2r,4as,8ar)-1-[2-(furan-3-yl)ethyl]-5-(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl]methoxy}-3-oxopropanoic acid

C23H32O6 (404.2198772)


   

(2e)-2-{2-[(1s,2r,4ar,5r,6r,7r,8ar)-5-(acetyloxy)-6,7-dihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl]ethyl}-4-(acetyloxy)but-2-en-1-yl acetate

(2e)-2-{2-[(1s,2r,4ar,5r,6r,7r,8ar)-5-(acetyloxy)-6,7-dihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl]ethyl}-4-(acetyloxy)but-2-en-1-yl acetate

C26H42O8 (482.2879532)


   

7-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

7-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

C20H30O4 (334.214398)


   

2-{[4-(5-hydroxy-3-methylpent-3-en-1-yl)-3,8-bis(hydroxymethyl)-4a,8-dimethyl-1,2,5,6,7,8a-hexahydronaphthalen-1-yl]oxy}oxane-3,4,5-triol

2-{[4-(5-hydroxy-3-methylpent-3-en-1-yl)-3,8-bis(hydroxymethyl)-4a,8-dimethyl-1,2,5,6,7,8a-hexahydronaphthalen-1-yl]oxy}oxane-3,4,5-triol

C25H42O8 (470.2879532)


   

2-{2-[7-hydroxy-2-(hydroxymethyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}but-2-ene-1,4-diol

2-{2-[7-hydroxy-2-(hydroxymethyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}but-2-ene-1,4-diol

C20H34O4 (338.24569640000004)


   

[(2r)-2-(2-hydroxy-4-methylphenyl)oxiran-2-yl]methyl 2-methylpropanoate

[(2r)-2-(2-hydroxy-4-methylphenyl)oxiran-2-yl]methyl 2-methylpropanoate

C14H18O4 (250.1205028)


   

1,7-dimethyl (2e,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

1,7-dimethyl (2e,6e)-2-[(3r)-3,4-dihydroxy-4-methylpentyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioate

C22H32O7 (408.2147922)


   

{5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl}methanol

{5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl}methanol

C20H32O (288.24530219999997)


   

1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-2-carboxylic acid

1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-4a,6,7,8-tetrahydronaphthalene-2-carboxylic acid

C20H26O3 (314.1881846)


   

(1s,7r,9r,10r)-7-(furan-3-yl)-9-methyl-3-methylidene-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadeca-4,13-dien-15-one

(1s,7r,9r,10r)-7-(furan-3-yl)-9-methyl-3-methylidene-6,16-dioxatetracyclo[8.7.0.0¹,¹⁴.0⁴,⁹]heptadeca-4,13-dien-15-one

C21H22O4 (338.1518012)


   

(2r)-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2r)-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C17H16O5 (300.0997686)


   

(2s,4ar,8r,8as)-8-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol

(2s,4ar,8r,8as)-8-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol

C20H34O2 (306.2558664)


   

(6ar,7s,8r,10as)-7-{2-[(3s,5s)-5-methoxyoxolan-3-yl]ethyl}-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

(6ar,7s,8r,10as)-7-{2-[(3s,5s)-5-methoxyoxolan-3-yl]ethyl}-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

C21H32O4 (348.2300472)


   

(5s,8ar)-5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(5s,8ar)-5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H28O4 (332.19874880000003)


   

3-methylbutyl 3-phenylpropanoate

3-methylbutyl 3-phenylpropanoate

C14H20O2 (220.14632200000003)


   

methyl 9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

methyl 9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

C31H50O3 (470.37597500000004)


   

(2e)-2-{2-[(1s,2r,4ar,7s,8ar)-7-methoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-(acetyloxy)but-2-en-1-yl acetate

(2e)-2-{2-[(1s,2r,4ar,7s,8ar)-7-methoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-(acetyloxy)but-2-en-1-yl acetate

C25H40O5 (420.28755900000004)


   

5-[7-(acetyloxy)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

5-[7-(acetyloxy)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate

C24H38O5 (406.2719098)


   

2-{3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-3-yl}acetaldehyde

2-{3,4a,7,7,10a-pentamethyl-octahydro-1h-naphtho[2,1-b]pyran-3-yl}acetaldehyde

C20H34O2 (306.2558664)


   

(2z,6e)-6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-en-1-yl)hept-2-enedioic acid

(2z,6e)-6-[3-(furan-3-yl)propylidene]-2-(4-methylpent-3-en-1-yl)hept-2-enedioic acid

C20H26O5 (346.17801460000004)


   

[(3s,4r,5r)-5-{[(2r,3s,4s,5r,6r)-6-[(3z)-hex-3-en-1-yloxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-3-yl]methyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

[(3s,4r,5r)-5-{[(2r,3s,4s,5r,6r)-6-[(3z)-hex-3-en-1-yloxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-3-yl]methyl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C26H36O13 (556.2155806000001)


   

(2s,3s,4ar,5r,8as)-5-[2-(furan-3-yl)ethyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalene-2,3-diol

(2s,3s,4ar,5r,8as)-5-[2-(furan-3-yl)ethyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalene-2,3-diol

C20H30O3 (318.21948299999997)


   

4-[2-(7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-5h-furan-2-one

4-[2-(7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-5h-furan-2-one

C20H30O3 (318.21948299999997)


   

(1s,4r,9r,10r,13r,14r)-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carbaldehyde

(1s,4r,9r,10r,13r,14r)-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carbaldehyde

C20H32O (288.24530219999997)


   

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

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

C15H26O (222.1983546)


   

2-[(2s)-6-acetyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-en-1-yl acetate

2-[(2s)-6-acetyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl]prop-2-en-1-yl acetate

C15H16O5 (276.0997686)


   

2-{[6-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-yl)-3,8-bis(hydroxymethyl)-4a,8-dimethyl-1,2,5,6,7,8a-hexahydronaphthalen-1-yl]oxy}oxane-3,4,5-triol

2-{[6-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-yl)-3,8-bis(hydroxymethyl)-4a,8-dimethyl-1,2,5,6,7,8a-hexahydronaphthalen-1-yl]oxy}oxane-3,4,5-triol

C25H42O9 (486.28286820000005)


   

(2r)-2-{2-[(1s,2r,4ar,8ar)-5-[(acetyloxy)methyl]-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-(acetyloxy)butyl acetate

(2r)-2-{2-[(1s,2r,4ar,8ar)-5-[(acetyloxy)methyl]-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-(acetyloxy)butyl acetate

C26H42O6 (450.2981232)


   

(2s)-5,7-dihydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C16H14O5 (286.0841194)


   

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

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

C16H22O8 (342.1314612)


   

(2s,4r,4as,8as)-4-[(3s)-5-hydroxy-3-methylpentyl]-4a,8,8-trimethyl-3-methylidene-hexahydro-1h-naphthalen-2-ol

(2s,4r,4as,8as)-4-[(3s)-5-hydroxy-3-methylpentyl]-4a,8,8-trimethyl-3-methylidene-hexahydro-1h-naphthalen-2-ol

C20H36O2 (308.2715156)


   

2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-3,8-dimethoxychromen-4-one

2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-3,8-dimethoxychromen-4-one

C19H18O8 (374.1001628)


   

(6ar,7s,8r,10as)-7-{2-[(3s,5r)-5-methoxyoxolan-3-yl]ethyl}-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

(6ar,7s,8r,10as)-7-{2-[(3s,5r)-5-methoxyoxolan-3-yl]ethyl}-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

C21H32O4 (348.2300472)


   

{3,4-dihydroxy-5-[(3,4,5-trihydroxy-6-isopropoxyoxan-2-yl)methoxy]oxolan-3-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

{3,4-dihydroxy-5-[(3,4,5-trihydroxy-6-isopropoxyoxan-2-yl)methoxy]oxolan-3-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C23H32O13 (516.1842822)


   

(1r,2r,3r,4ar,5s,6r,8ar)-5-[2-(furan-3-yl)ethyl]-1,5,6,8a-tetramethyl-hexahydro-2h-naphthalene-1,2,3-triol

(1r,2r,3r,4ar,5s,6r,8ar)-5-[2-(furan-3-yl)ethyl]-1,5,6,8a-tetramethyl-hexahydro-2h-naphthalene-1,2,3-triol

C20H32O4 (336.2300472)


   

4,7-dimethyl-1-(propan-2-ylidene)-3,4,4a,5,6,8a-hexahydronaphthalen-2-one

4,7-dimethyl-1-(propan-2-ylidene)-3,4,4a,5,6,8a-hexahydronaphthalen-2-one

C15H22O (218.1670562)


   

5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,1,4a,6-tetramethyl-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylbut-2-enoate

5-(5-hydroxy-3-methylpent-3-en-1-yl)-1,1,4a,6-tetramethyl-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylbut-2-enoate

C31H50O8 (550.35055)


   

(1s,4r)-4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene

(1s,4r)-4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene

C15H22 (202.1721412)


   

(2s,3s,4as,5r,8as)-5-[(3s)-5-hydroxy-3-methylpentyl]-1,1,4a,6-tetramethyl-3-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylprop-2-enoate

(2s,3s,4as,5r,8as)-5-[(3s)-5-hydroxy-3-methylpentyl]-1,1,4a,6-tetramethyl-3-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3,4,5,8,8a-hexahydronaphthalen-2-yl 2-methylprop-2-enoate

C30H50O8 (538.35055)


   

(1s,3r,4ar,5s,6r,8as)-5-[2-(furan-3-yl)ethyl]-3-hydroxy-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

(1s,3r,4ar,5s,6r,8as)-5-[2-(furan-3-yl)ethyl]-3-hydroxy-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

C20H30O3 (318.21948299999997)


   

methyl dec-2-en-4,6-diynoate

methyl dec-2-en-4,6-diynoate

C11H12O2 (176.0837252)


   

(6-{[2-(6-acetyl-3,5-dihydroxy-2,3-dihydro-1-benzofuran-2-yl)prop-2-en-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

(6-{[2-(6-acetyl-3,5-dihydroxy-2,3-dihydro-1-benzofuran-2-yl)prop-2-en-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

C28H30O13 (574.168633)


   

1-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

1-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid

C20H32O4 (336.2300472)


   

(1r,4as,8as)-5,5,8a-trimethyl-1-[2-(5-oxo-2h-furan-3-yl)ethyl]-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

(1r,4as,8as)-5,5,8a-trimethyl-1-[2-(5-oxo-2h-furan-3-yl)ethyl]-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

C20H28O3 (316.2038338)


   

2,5,7,10,15,15-hexamethyl-7-(4-methylpent-3-en-1-yl)-19-oxapentacyclo[14.2.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]nonadecane

2,5,7,10,15,15-hexamethyl-7-(4-methylpent-3-en-1-yl)-19-oxapentacyclo[14.2.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]nonadecane

C30H50O (426.386145)


   

(6ar,7s,8s,9r,10as)-7-[2-(furan-3-yl)ethyl]-9-hydroxy-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

(6ar,7s,8s,9r,10as)-7-[2-(furan-3-yl)ethyl]-9-hydroxy-7,8-dimethyl-1h,5h,6h,6ah,8h,9h,10h-naphtho[4,4a-c]furan-3-one

C20H26O4 (330.18309960000005)


   

4-{[(1s,2r,4ar,8ar)-1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methoxy}-4-oxobutanoic acid

4-{[(1s,2r,4ar,8ar)-1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methoxy}-4-oxobutanoic acid

C24H34O5 (402.24061140000003)


   

methyl (7e,9e,15e)-heptadeca-7,9,15-trien-11,13-diynoate

methyl (7e,9e,15e)-heptadeca-7,9,15-trien-11,13-diynoate

C18H22O2 (270.1619712)


   

[5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-14-yl]methanol

[5-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-14-yl]methanol

C20H32O2 (304.24021719999996)