NCBI Taxonomy: 121882

Balsamorhiza (ncbi_taxid: 121882)

found 403 associated metabolites at genus taxonomy rank level.

Ancestor: Heliantheae

Child Taxonomies: Balsamorhiza rosea, Balsamorhiza lanata, Balsamorhiza incana, Balsamorhiza hookeri, Balsamorhiza hirsuta, Balsamorhiza sericea, Balsamorhiza serrata, Balsamorhiza careyana, Balsamorhiza deltoidea, Balsamorhiza hispidula, Balsamorhiza sagittata, Balsamorhiza macrolepis

Cinnamic acid

Cinnamic acid, United States Pharmacopeia (USP) Reference Standard

C9H8O2 (148.0524268)


Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate. Cinnamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Cinnamic acid is a natural product found in Marsypopetalum crassum, Aiouea brenesii, and other organisms with data available. Cinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133 degree centigrade and a boiling point of 300 degree centigrade. Cinnamic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cinnamon (part of); Chinese Cinnamon (part of); Stevia rebaudiuna Leaf (part of) ... View More ... Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID C016 Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0684702)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

Beta-eudesmol

2-Naphthalenemethanol, 1,2.alpha.,3,4,4a,5,6,7,8,8a.alpha.-decahydro-.alpha.,.alpha.,4a.beta.-trimethyl-8-methylene-

C15H26O (222.1983546)


Beta-eudesmol is a carbobicyclic compound that is trans-decalin substituted at positions 2, 4a, and 8 by 2-hydroxypropan-2-yl, methyl and methylidene groups, respectively (the 2R,4aR,8aS-diastereoisomer). It has a role as a volatile oil component. It is a carbobicyclic compound, a tertiary alcohol and a eudesmane sesquiterpenoid. beta-Eudesmol is a natural product found in Rhododendron calostrotum, Rhododendron lepidotum, and other organisms with data available. See also: Arctium lappa Root (part of); Cannabis sativa subsp. indica top (part of); Pterocarpus marsupium wood (part of). A carbobicyclic compound that is trans-decalin substituted at positions 2, 4a, and 8 by 2-hydroxypropan-2-yl, methyl and methylidene groups, respectively (the 2R,4aR,8aS-diastereoisomer). Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1]. Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1].

   

Chrysoeriol

3 inverted exclamation mark -Methoxy-4 inverted exclamation mark ,5,7-trihydroxyflavone

C16H12O6 (300.06338519999997)


Chrysoeriol, also known as 3-O-methylluteolin, belongs to the class of organic compounds known as 3-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, chrysoeriol is considered to be a flavonoid lipid molecule. Chrysoeriol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Chrysoeriol is a bitter-tasting compound. Outside of the human body, chrysoeriol has been detected, but not quantified in, several different foods, such as wild celeries, ryes, hard wheat, alfalfa, and triticales. This could make chrysoeriol a potential biomarker for the consumption of these foods. 4,5,7-trihydroxy-3-methoxyflavone is the 3-O-methyl derivative of luteolin. It has a role as an antineoplastic agent, an antioxidant and a metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It is functionally related to a luteolin. It is a conjugate acid of a 4,5-dihydroxy-3-methoxyflavon-7-olate(1-). Chrysoeriol is a natural product found in Haplophyllum ramosissimum, Myoporum tenuifolium, and other organisms with data available. See also: Acai (part of); Acai fruit pulp (part of). Widespread flavone. Chrysoeriol is found in many foods, some of which are peanut, german camomile, tarragon, and alfalfa. The 3-O-methyl derivative of luteolin. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

dinatin

Scutellarein 6-methyl ether

C16H12O6 (300.06338519999997)


Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

Kaempferide

3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

C16H12O6 (300.0633852)


Kaempferide is a monomethoxyflavone that is the 4-O-methyl derivative of kaempferol. It has a role as an antihypertensive agent and a metabolite. It is a trihydroxyflavone, a monomethoxyflavone and a 7-hydroxyflavonol. It is functionally related to a kaempferol. It is a conjugate acid of a kaempferide(1-). Kaempferide is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. Isolated from roots of Alpinia officinarum (lesser galangal). Kaempferide is found in many foods, some of which are herbs and spices, cloves, sour cherry, and european plum. Kaempferide is found in cloves. Kaempferide is isolated from roots of Alpinia officinarum (lesser galangal). A monomethoxyflavone that is the 4-O-methyl derivative of kaempferol. Acquisition and generation of the data is financially supported in part by CREST/JST. Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity. Kaempferide is an orally active flavonol isolated from Hippophae rhamnoides L. Kaempferide has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. Kaempferide induces apoptosis. Kaempferide promotes osteogenesis through antioxidants and can be used in osteoporosis research[1][2][3][4][5][6]. Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity.

   

Tamarixetin

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

C16H12O7 (316.05830019999996)


Tamarixetin is a monomethoxyflavone that is quercetin methylated at position O-4. Isolated from Cyperus teneriffae. It has a role as a metabolite and an antioxidant. It is a 7-hydroxyflavonol, a monomethoxyflavone and a tetrahydroxyflavone. It is functionally related to a quercetin. Tamarixetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. See also: Trifolium pratense flower (part of). A monomethoxyflavone that is quercetin methylated at position O-4. Isolated from Cyperus teneriffae. Tamarixetin (4'-O-Methyl Quercetin) is a natural flavonoid derivative of quercetin, with anti-oxidative and anti-inflammatory effects. Tamarixetin protects against cardiac hypertrophy[1][2]. Tamarixetin (4'-O-Methyl Quercetin) is a natural flavonoid derivative of quercetin, with anti-oxidative and anti-inflammatory effects. Tamarixetin protects against cardiac hypertrophy[1][2].

   

Santin

2- (4-Methoxyphenyl) -5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one

C18H16O7 (344.0895986)


A trimethoxyflavone that is flavone substituted by methoxy groups at positions 3, 6 and 4 and hydroxy groups at positions 5 and 7 respectively.

   

alpha-eudesmol

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

C15H26O (222.1983546)


A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-3 and C-4.

   

beta-Selinene

(+)-beta-selinene;(4aR,7R,8aS)-7-isopropenyl-4a-methyl-1-methylenedecahydronaphthalene;[4aR-(4aalpha,7alpha,8abeta)]-decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-naphthalene

C15H24 (204.18779039999998)


Constituent of celery oiland is) also from Cyperus rotundus (nutgrass) and Humulus lupulus (hops). beta-Selinene is found in many foods, some of which are safflower, star anise, chinese cinnamon, and allspice. beta-Selinene is found in alcoholic beverages. beta-Selinene is a constituent of celery oil. Also from Cyperus rotundus (nutgrass) and Humulus lupulus (hops)

   

Axillarin

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one

C17H14O8 (346.0688644)


   

Patuletin

2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one, 9ci

C16H12O8 (332.0532152)


Pigment from flowers of French marigold Tagetes patula. Patuletin is found in german camomile, herbs and spices, and spinach. Patuletin is found in german camomile. Patuletin is a pigment from flowers of French marigold Tagetes patul D004791 - Enzyme Inhibitors

   

Cinnamic acid

cinnamic acid, 14C-labeled cpd (E)-isomer

C9H8O2 (148.0524268)


Cinnamic acid, also known as (Z)-cinnamate or 3-phenyl-acrylate, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Cinnamic acid can be obtained from oil of cinnamon, or from balsams such as storax. Cinnamic acid is a weakly acidic compound (based on its pKa). It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Cinnamic acid exists in all living organisms, ranging from bacteria to plants to humans. Outside of the human body, cinnamic acid has been detected, but not quantified in, chinese cinnamons. In plants, cinnamic acid is a central intermediate in the biosynthesis of myriad natural products include lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids. CONFIDENCE standard compound; INTERNAL_ID 191; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3778; ORIGINAL_PRECURSOR_SCAN_NO 3776 CONFIDENCE standard compound; INTERNAL_ID 191; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3783; ORIGINAL_PRECURSOR_SCAN_NO 3781 Cinnamic acid is a white crystalline hydroxycinnamic acid, which is slightly soluble in water. It is obtained from oil of cinnamon, or from balsams such as storax. cis-Cinnamic acid is found in chinese cinnamon. CONFIDENCE standard compound; INTERNAL_ID 183 Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

Jaceidin

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

C18H16O8 (360.0845136)


Jaceidin is an ether and a member of flavonoids. Jaceidin is a natural product found in Centaurea bracteata, Pentanema britannicum, and other organisms with data available. Jaceidin is found in fruits. Jaceidin is found in buds of Prunus avium (wild cherry). Found in buds of Prunus avium (wild cherry)

   

Spinacetin

3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one, 9ci

C17H14O8 (346.0688644)


Isolated from spinach (Spinacia oleracea). Spinacetin is found in german camomile, green vegetables, and spinach. Spinacetin is found in german camomile. Spinacetin is isolated from spinach (Spinacia oleracea

   

3',4'-Di-O-methylquercetin

2-(3,4-Dimethoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one, 9ci

C17H14O7 (330.0739494)


3,4-Di-O-methylquercetin is found in beverages. 3,4-Di-O-methylquercetin is isolated from Dillenia indica (elephant apple). Isolated from Dillenia indica (elephant apple). 3,4-Dimethylquercetin is found in beverages and fruits.

   

Centaureidin

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

C18H16O8 (360.0845136)


   

3,4',5,7-Tetrahydroxy-6-methoxyflavone

3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one, 9ci

C16H12O7 (316.05830019999996)


Constituent of the buds of the wild cherry Prunus avium. 3,4,5,7-Tetrahydroxy-6-methoxyflavone is found in many foods, some of which are safflower, sweet cherry, fruits, and german camomile. 3,4,5,7-Tetrahydroxy-6-methoxyflavone is found in fruits. 3,4,5,7-Tetrahydroxy-6-methoxyflavone is a constituent of the buds of the wild cherry Prunus avium

   

Hispidulin

4H-1-Benzopyran-4-one, 5, 7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-

C16H12O6 (300.06338519999997)


Hispidulin is a monomethoxyflavone that is scutellarein methylated at position 6. It has a role as an apoptosis inducer, an anti-inflammatory agent, an antioxidant, an anticonvulsant, an antineoplastic agent and a plant metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It is functionally related to a scutellarein. Hispidulin (4,5,7-trihydroxy-6-methoxyflavone) is a potent benzodiazepine (BZD) receptor ligand with positive allosteric properties. Hispidulin is a natural product found in Eupatorium cannabinum, Eupatorium perfoliatum, and other organisms with data available. See also: Arnica montana Flower (part of). A monomethoxyflavone that is scutellarein methylated at position 6. 6-methylscutellarein, also known as 4,5,7-trihydroxy-6-methoxyflavone or dinatin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 6-methylscutellarein is considered to be a flavonoid lipid molecule. 6-methylscutellarein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-methylscutellarein can be found in a number of food items such as italian oregano, common sage, sunflower, and common thyme, which makes 6-methylscutellarein a potential biomarker for the consumption of these food products. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

betuletol

3,5-Dihydroxy-2- (4-hydroxyphenyl) -6,7-dimethoxy-4H-1-benzopyran-4-one

C17H14O7 (330.0739494)


   

Centaureidin

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

C18H16O8 (360.0845136)


A trihydroxyflavone that consists of quercetagetin in which the hydroxy groups at positions 3, 6 and 4 have been replaced by methoxy groups. It has been isolated from Eremophila mitchellii and Athroisma proteiforme.

   

β-Eudesmol

beta-Eudesmol

C15H26O (222.1983546)


Beta-eudesmol, also known as beta-selinenol, is a member of the class of compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids are sesquiterpenoids with a structure based on the eudesmane skeleton. Beta-eudesmol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-eudesmol is a green and wood tasting compound and can be found in a number of food items such as common walnut, sweet basil, ginkgo nuts, and burdock, which makes beta-eudesmol a potential biomarker for the consumption of these food products. Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1]. Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1].

   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0684702)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. A monomethoxyflavone that is the 4-methyl ether derivative of apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one, also known as 4-methoxy-5,7-dihydroxyflavone or acacetin, is a member of the class of compounds known as 4-o-methylated flavonoids. 4-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be synthesized from apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is also a parent compound for other transformation products, including but not limited to, acacetin-7-O-beta-D-galactopyranoside, acacetin-8-C-neohesperidoside, and isoginkgetin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be found in ginkgo nuts, orange mint, and winter savory, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one a potential biomarker for the consumption of these food products. Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.223 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.225 Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

Sorbifolin

4H-1-Benzopyran-4-one, 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O6 (300.06338519999997)


Scutellarein 7-methyl ether is a monomethoxyflavone and a trihydroxyflavone. It is functionally related to a scutellarein. Sorbifolin is a natural product found in Galeopsis ladanum, Sorbaria sorbifolia var. stellipila, and other organisms with data available.

   

Axillarin

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

C17H14O8 (346.0688644)


A dimethoxyflavone that is the 3,6-dimethyl ether derivative of quercetagetin. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one, also known as 3,4,5,7-tetrahydroxy-3,6-dimethoxyflavone or 3,6-dimethoxyquercetagetin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one can be found in german camomile, which makes 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one a potential biomarker for the consumption of this food product.

   

dinatin

4H-1-Benzopyran-4-one, 5, 7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-

C16H12O6 (300.06338519999997)


Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

Dillenetin

2- (3,4-Dimethoxyphenyl) -3,5,7-trihydroxy-4H-1-benzopyran-4-one

C17H14O7 (330.0739494)


   

Spinacetin

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

C17H14O8 (346.0688644)


   

6-methoxykaempferol

3,5,7-Trihydroxy-2- (4-hydroxyphenyl) -6-methoxy-4H-1-benzopyran-4-one

C16H12O7 (316.05830019999996)


   

Patuletin

2- (3,4-Dihydroxyphenyl) -3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one

C16H12O8 (332.0532152)


A trimethoxyflavone that is quercetagetin methylated at position 6. D004791 - Enzyme Inhibitors

   

Cinnamic Acid

trans-cinnamic acid

C9H8O2 (148.0524268)


Trans-cinnamic acid, also known as (2e)-3-phenyl-2-propenoic acid or (E)-cinnamate, is a member of the class of compounds known as cinnamic acids. Cinnamic acids are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Trans-cinnamic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Trans-cinnamic acid is a sweet, balsam, and honey tasting compound and can be found in a number of food items such as maitake, mustard spinach, common wheat, and barley, which makes trans-cinnamic acid a potential biomarker for the consumption of these food products. Trans-cinnamic acid can be found primarily in saliva. Trans-cinnamic acid exists in all living species, ranging from bacteria to humans. Trans-cinnamic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Cinnamic acid is an organic compound with the formula C6H5CHCHCO2H. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. It exists as both a cis and a trans isomer, although the latter is more common . Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   
   
   

Chrysoeriol

Chrysoeriol (Luteolin 3-methyl ether)

C16H12O6 (300.06338519999997)


Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

Chryseriol

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

C16H12O6 (300.06338519999997)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.094 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.096 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.093 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.091 Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

Kaempferide

Kaempferide

C16H12O6 (300.06338519999997)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.191 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.194 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.190 Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity. Kaempferide is an orally active flavonol isolated from Hippophae rhamnoides L. Kaempferide has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. Kaempferide induces apoptosis. Kaempferide promotes osteogenesis through antioxidants and can be used in osteoporosis research[1][2][3][4][5][6]. Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity.

   

Kaempferid

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

C16H12O6 (300.06338519999997)


Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity. Kaempferide is an orally active flavonol isolated from Hippophae rhamnoides L. Kaempferide has anticancer, anti-inflammatory, antioxidant, antidiabetic, antiobesity, antihypertensive, and neuroprotective activities. Kaempferide induces apoptosis. Kaempferide promotes osteogenesis through antioxidants and can be used in osteoporosis research[1][2][3][4][5][6]. Kaempferide is an O-methylated flavonol also found in kaempferol. Kaempferide has antiviral activity.

   

Jaceidin

5,7,4-Trihydroxy-3,6,3-trimethoxyflavone

C18H16O8 (360.0845136)


   

5,7-dihydroxy-3,6-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

5,7-dihydroxy-3,6-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

C18H16O7 (344.0895986)


   

beta-selinene

(+)-beta-selinene;(4aR,7R,8aS)-7-isopropenyl-4a-methyl-1-methylenedecahydronaphthalene;[4aR-(4aalpha,7alpha,8abeta)]-decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-naphthalene

C15H24 (204.18779039999998)


An optically active form of beta-selinene having (+)-(4aR,7R,8aS)-configuration.

   

ent-kaurene

(5beta,8alpha,9beta,10alpha,13alpha)-kaur-16-ene

C20H32 (272.2503872)


   

473-15-4

InChI=1\C15H26O\c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16\h12-13,16H,1,5-10H2,2-4H3\t12-,13+,15-\m1\s

C15H26O (222.1983546)


Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1]. Beta-Eudesmol is a natural oxygenated sesquiterpene, activates hTRPA1, with an EC50 of 32.5 μM. Beta-Eudesmol increases appetite through TRPA1[1].

   

17066-67-0

(3R,4aS,8aR)-8a-methyl-5-methylidene-3-prop-1-en-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalene

C15H24 (204.18779039999998)


   

Zimtsaeure

InChI=1\C9H8O2\c10-9(11)7-6-8-4-2-1-3-5-8\h1-7H,(H,10,11

C9H8O2 (148.0524268)


Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

473-16-5

2-Naphthalenemethanol, 1,2,3,4,4a,5,6,8a-octahydro-alpha,alpha,4a,8-tetramethyl-, (2R,4aR,8aR)-

C15H26O (222.1983546)


   

Tetrahydroaplotaxene

Tetrahydroaplotaxene

C17H32 (236.2503872)


   

trans-Cinnamic acid

(2E)-3-Phenyl-2-propenoic acid

C9H8O2 (148.0524268)


trans-Cinnamic acid, also known as (e)-cinnamic acid or phenylacrylic acid, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. trans-Cinnamic acid is a sweet, balsam, and cinnamon tasting compound. Outside of the human body, trans-Cinnamic acid is found, on average, in the highest concentration within a few different foods, such as chinese cinnamons, olives, and lingonberries and in a lower concentration in redcurrants, red raspberries, and corianders. trans-Cinnamic acid has also been detected, but not quantified in several different foods, such as common oregano, pepper (spice), fennels, pomegranates, and european cranberries. This could make trans-cinnamic acid a potential biomarker for the consumption of these foods. Cinnamic acid has been shown to be a microbial metabolite; it can be found in Alcaligenes, Brevibacterium, Cellulomonas, and Pseudomonas (PMID:16349793). trans-Cinnamic acid is a potentially toxic compound. Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate. Cinnamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Cinnamic acid is a natural product found in Marsypopetalum crassum, Aiouea brenesii, and other organisms with data available. Cinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133 degree centigrade and a boiling point of 300 degree centigrade. Cinnamic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cinnamon (part of); Chinese Cinnamon (part of); Stevia rebaudiuna Leaf (part of) ... View More ... Cinnamic acid is a white crystalline hydroxycinnamic acid, which is slightly soluble in water. It is obtained from oil of cinnamon, or from balsams such as storax. Cinnamic acid is found in many foods, some of which are green bell pepper, olive, pepper (spice), and pear. A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1]. trans-Cinnamic acid is a natural antimicrobial, with minimal inhibitory concentration (MIC) of 250 μg/mL against fish pathogen A. sobria, SY-AS1[1].

   

(2r)-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyne-1,2-diol

(2r)-6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyne-1,2-diol

C13H10O2S (230.04014800000002)


   

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

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

C22H28O7 (404.1834938)


   

15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

C30H50O3 (458.37597500000004)


   

(3as,4r,5r,9r,11ar)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,9r,11ar)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(1s,3r,8r,11s,12s,14s,15r,16r)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

(1s,3r,8r,11s,12s,14s,15r,16r)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O2 (440.36541079999995)


   

3,7,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one

3,7,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxychromen-4-one

C17H14O8 (346.0688644)


   

2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-3,6-dimethoxychromen-4-one

2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-3,6-dimethoxychromen-4-one

C17H14O8 (346.0688644)


   

(3as,4r,5s,9s,11ar)-5-(acetyloxy)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5s,9s,11ar)-5-(acetyloxy)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H28O7 (404.1834938)


   

(1s,3e,5r)-1-[(2s,3s)-3-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

(1s,3e,5r)-1-[(2s,3s)-3-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

C20H34O5 (354.24061140000003)


   

(3ar,4r,5r,8s,11ar)-4,8-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2z)-2-methylbut-2-enoate

(3ar,4r,5r,8s,11ar)-4,8-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2z)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

C30H50O2 (442.38106)


   

(1s,3r,8r,11s,12s,14s,15r,16r)-14-hydroxy-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

(1s,3r,8r,11s,12s,14s,15r,16r)-14-hydroxy-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O3 (456.36032579999994)


   

(1s,3r,8r,11s,12s,14s,15r,16r)-14-hydroxy-15-[(2r,4r)-4-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

(1s,3r,8r,11s,12s,14s,15r,16r)-14-hydroxy-15-[(2r,4r)-4-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O3 (456.36032579999994)


   

3,3'-di-o-methylquercetin

3,3'-di-o-methylquercetin

C17H14O7 (330.0739494)


   

(3ar,4r,5r,9ar,9bs)-4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

(3ar,4r,5r,9ar,9bs)-4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

C22H26O7 (402.1678446)


   

(4as,7r)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

(4as,7r)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H24O2 (236.1776204)


   

7,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxychromen-4-one

7,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxychromen-4-one

C18H16O8 (360.0845136)


   

7-(hydroxymethyl)-3,11,15-trimethylhexadeca-2,6,10,14-tetraene-1,8,12-triol

7-(hydroxymethyl)-3,11,15-trimethylhexadeca-2,6,10,14-tetraene-1,8,12-triol

C20H34O4 (338.24569640000004)


   

15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O2 (440.36541079999995)


   

(3ar,4s,5r,9ar,9bs)-5-{2-[(2r,3s)-2,3-dimethyloxiran-2-yl]-2-oxoethyl}-9a-hydroxy-6,9-dimethyl-2,3,7-trioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-4-yl acetate

(3ar,4s,5r,9ar,9bs)-5-{2-[(2r,3s)-2,3-dimethyloxiran-2-yl]-2-oxoethyl}-9a-hydroxy-6,9-dimethyl-2,3,7-trioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-4-yl acetate

C22H24O9 (432.14202539999997)


   

5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(8z)-heptadeca-1,8-diene

(8z)-heptadeca-1,8-diene

C17H32 (236.2503872)


   

5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 3-methylbut-2-enoate

5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 3-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

2-(3,4-dihydroxyphenyl)-3,6,8-trihydroxy-7-methoxychromen-4-one

2-(3,4-dihydroxyphenyl)-3,6,8-trihydroxy-7-methoxychromen-4-one

C16H12O8 (332.0532152)


   

2-(3,4-dihydroxyphenyl)-8-hydroxy-3,6,7-trimethoxychromen-4-one

2-(3,4-dihydroxyphenyl)-8-hydroxy-3,6,7-trimethoxychromen-4-one

C18H16O8 (360.0845136)


   

15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

C30H50O2 (442.38106)


   

6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl 2,3-dimethyloxirane-2-carboxylate

6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl 2,3-dimethyloxirane-2-carboxylate

C23H28O10 (464.16823880000004)


   

2-[(2r,4as,8r,8ar)-4a-hydroxy-8,8a-dimethyl-7-oxo-2,3,4,8-tetrahydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,4as,8r,8ar)-4a-hydroxy-8,8a-dimethyl-7-oxo-2,3,4,8-tetrahydro-1h-naphthalen-2-yl]prop-2-enoic acid

C15H20O4 (264.13615200000004)


   

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 3-methylbut-2-enoate

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 3-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(3ar,4r,5r,9ar,9bs)-4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

(3ar,4r,5r,9ar,9bs)-4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

C22H24O8 (416.1471104)


   

(1s,3r,6s,8r,11s,12s,14s,15r,16r)-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

(1s,3r,6s,8r,11s,12s,14s,15r,16r)-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

C30H50O3 (458.37597500000004)


   

(3as,4r,5r,9r,11ar)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 3-methylbut-2-enoate

(3as,4r,5r,9r,11ar)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 3-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

14-hydroxy-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

14-hydroxy-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O2 (440.36541079999995)


   

5,7-dihydroxy-2-(4-hydroxy-3-methylphenyl)-6-methoxychromen-4-one

5,7-dihydroxy-2-(4-hydroxy-3-methylphenyl)-6-methoxychromen-4-one

C17H14O6 (314.0790344)


   

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

C22H26O8 (418.1627596)


   

1-[3-(5-hydroxy-3-methylpent-3-en-1-yl)-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

1-[3-(5-hydroxy-3-methylpent-3-en-1-yl)-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

C20H34O5 (354.24061140000003)


   

(3as,4r,5r,9as,9br)-4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

(3as,4r,5r,9as,9br)-4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2r,3r)-2,3-dimethyloxirane-2-carboxylate

C22H26O7 (402.1678446)


   

(2z,6e,8r,10e,12r)-7-(hydroxymethyl)-3,11,15-trimethylhexadeca-2,6,10,14-tetraene-1,8,12-triol

(2z,6e,8r,10e,12r)-7-(hydroxymethyl)-3,11,15-trimethylhexadeca-2,6,10,14-tetraene-1,8,12-triol

C20H34O4 (338.24569640000004)


   

(1s,3r,6s,8r,11s,12s,14s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

(1s,3r,6s,8r,11s,12s,14s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecane-6,14-diol

C30H50O2 (442.38106)


   

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl 2-methylbut-2-enoate

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl 2-methylbut-2-enoate

C22H26O7 (402.1678446)


   

(3ar,4r,5r,9ar,9bs)-4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

(3ar,4r,5r,9ar,9bs)-4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9bh-azuleno[4,5-b]furan-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

C22H26O8 (418.1627596)


   

quercetin 3,4'-dimethyl ether

quercetin 3,4'-dimethyl ether

C17H14O7 (330.0739494)


   

2-[(2r,4as)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]prop-2-enoic acid

2-[(2r,4as)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]prop-2-enoic acid

C15H20O3 (248.14123700000002)


   

3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

C16H12O7 (316.05830019999996)


   

2-(8,8a-dimethyl-7-oxo-1,2,3,5,6,8-hexahydronaphthalen-2-yl)prop-2-enoic acid

2-(8,8a-dimethyl-7-oxo-1,2,3,5,6,8-hexahydronaphthalen-2-yl)prop-2-enoic acid

C15H20O3 (248.14123700000002)


   

(5r,6r,7r,8s,8ar)-8-(acetyloxy)-6,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

(5r,6r,7r,8s,8ar)-8-(acetyloxy)-6,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

C23H28O10 (464.16823880000004)


   

(3as,4r,5r,9s,9as,9bs)-4-(acetyloxy)-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

(3as,4r,5r,9s,9as,9bs)-4-(acetyloxy)-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

C22H26O8 (418.1627596)


   

15-acetyl-14-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

15-acetyl-14-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C24H36O3 (372.26643060000004)


   

8-(acetyloxy)-6,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl 2,3-dimethyloxirane-2-carboxylate

8-(acetyloxy)-6,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl 2,3-dimethyloxirane-2-carboxylate

C23H28O10 (464.16823880000004)


   

(3as,4r,5r,9s,11ar)-5-(acetyloxy)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,9s,11ar)-5-(acetyloxy)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H28O7 (404.1834938)


   

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

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

C22H28O7 (404.1834938)


   

heptadeca-1,8-diene

heptadeca-1,8-diene

C17H32 (236.2503872)


   

(1s,3r,8r,11s,12s,14s,15r,16r)-15-acetyl-14-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

(1s,3r,8r,11s,12s,14s,15r,16r)-15-acetyl-14-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C24H36O3 (372.26643060000004)


   

6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyne-1,2-diol

6-[5-(prop-1-yn-1-yl)thiophen-2-yl]hexa-3,5-diyne-1,2-diol

C13H10O2S (230.04014800000002)


   

14-hydroxy-15-(4-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

14-hydroxy-15-(4-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O3 (456.36032579999994)


   

14-hydroxy-15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

14-hydroxy-15-(3-hydroxy-6-methylhept-5-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O3 (456.36032579999994)


   

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

C22H24O9 (432.14202539999997)


   

(1r,3ar,5ar,9as,11ar)-1-[(2s,3s)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

(1r,3ar,5ar,9as,11ar)-1-[(2s,3s)-3-hydroxy-6-methylhept-5-en-2-yl]-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O2 (440.36541079999995)


   

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

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

C22H24O9 (432.14202539999997)


   

(3as,4r,5r,8r,11ar)-5,8-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,8r,11ar)-5,8-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(5r,6r,7s,8s,8ar)-6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

(5r,6r,7s,8s,8ar)-6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl (2s,3r)-2,3-dimethyloxirane-2-carboxylate

C23H28O10 (464.16823880000004)


   

4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

4-(acetyloxy)-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,7h,9ah,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

C22H26O7 (402.1678446)


   

(1s,3r,6s,8r,11s,12s,15r,16r)-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

(1s,3r,6s,8r,11s,12s,15r,16r)-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

C30H50O2 (442.38106)


   

2-(4a-hydroxy-8,8a-dimethyl-7-oxo-2,3,4,8-tetrahydro-1h-naphthalen-2-yl)prop-2-enoic acid

2-(4a-hydroxy-8,8a-dimethyl-7-oxo-2,3,4,8-tetrahydro-1h-naphthalen-2-yl)prop-2-enoic acid

C15H20O4 (264.13615200000004)


   

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-5-yl 2-methylbut-2-enoate

4-(acetyloxy)-9a-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9bh-azuleno[4,5-b]furan-5-yl 2-methylbut-2-enoate

C22H24O8 (416.1471104)


   

(1s,3r,8r,11s,12s,15r,16r)-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

(1s,3r,8r,11s,12s,15r,16r)-15-[(2s,3r)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-one

C30H48O2 (440.36541079999995)


   

(3as,4r,5r,9r,11ar)-5-(acetyloxy)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,9r,11ar)-5-(acetyloxy)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H28O7 (404.1834938)


   

(3ar,4r,5r,9as,9br)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl 3-methylbut-2-enoate

(3ar,4r,5r,9as,9br)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl 3-methylbut-2-enoate

C20H22O6 (358.1416312)


   

2-(4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl)prop-2-enoic acid

2-(4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl)prop-2-enoic acid

C15H20O3 (248.14123700000002)


   

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

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

C20H22O6 (358.1416312)


   

5,8-dihydroxy-2-(4-hydroxyphenyl)-3,6,7-trimethoxychromen-4-one

5,8-dihydroxy-2-(4-hydroxyphenyl)-3,6,7-trimethoxychromen-4-one

C18H16O8 (360.0845136)


   

(3as,4r,5r,8s,11ar)-5-(acetyloxy)-8-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,8s,11ar)-5-(acetyloxy)-8-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C22H28O7 (404.1834938)


   

2-[(2r,8r,8ar)-8,8a-dimethyl-7-oxo-1,2,3,5,6,8-hexahydronaphthalen-2-yl]prop-2-enoic acid

2-[(2r,8r,8ar)-8,8a-dimethyl-7-oxo-1,2,3,5,6,8-hexahydronaphthalen-2-yl]prop-2-enoic acid

C15H20O3 (248.14123700000002)


   

(3ar,4r,5r,9r,11ar)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 3-methylbut-2-enoate

(3ar,4r,5r,9r,11ar)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 3-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

4-(acetyloxy)-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

4-(acetyloxy)-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl 2,3-dimethyloxirane-2-carboxylate

C22H26O8 (418.1627596)


   

7,8-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6-dimethoxychromen-4-one

7,8-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6-dimethoxychromen-4-one

C18H16O8 (360.0845136)


   

4,8-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 2-methylbut-2-enoate

4,8-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

1-(3-hydroxy-6-methylhept-5-en-2-yl)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-one

C30H48O2 (440.36541079999995)