Chemical Formula: C16H16O5
Chemical Formula C16H16O5
Found 187 metabolite its formula value is C16H16O5
Shikonin
Shikonin is a hydroxy-1,4-naphthoquinone. Shikonin is a natural product found in Echium plantagineum, Arnebia hispidissima, and other organisms with data available. See also: Arnebia guttata root (part of); Arnebia euchroma root (part of); Lithospermum erythrorhizon root (part of). D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents Shikonin is a major component of a Chinese herbal medicine named zicao. Shikonin is a potent TMEM16A chloride channel inhibitor with an IC50 of 6.5 μM[1]. Shikonin is a specific pyruvate kinase M2 (PKM2) inhibitor[2] and can also inhibit TNF-α and NF-κB pathway[3]. Shikonin decreases exosome secretion through the inhibition of glycolysis[4]. Shikonin inhibits AIM2 inflammasome activation[7]. Shikonin is a major component of a Chinese herbal medicine named zicao. Shikonin is a potent TMEM16A chloride channel inhibitor with an IC50 of 6.5 μM[1]. Shikonin is a specific pyruvate kinase M2 (PKM2) inhibitor[2] and can also inhibit TNF-α and NF-κB pathway[3]. Shikonin decreases exosome secretion through the inhibition of glycolysis[4]. Shikonin inhibits AIM2 inflammasome activation[7].
C.I. Natural Red 20
Red dye component of alkanet root extract used for colouring sausage casings, margarine, confectionery and wine. This extract, formerly FEMA 2016, has been removed from the FEMA GRAS (Generally Recognized As Safe) list. Not permitted in Germany. Japan approved Red dye component of alkanet root extract used for colouring sausage casings, margarine, confectionery and wine. This extract, formerly FEMA 2016, has been removed from the FEMA GRAS list. Not permitted in Germany. Japan approved. C.I. Natural Red 20 is a naphthoquinone. C.I. Natural Red 20 is a natural product found in Boraginaceae, Lithospermum erythrorhizon, and other organisms with data available. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. Shikonin is a major component of a Chinese herbal medicine named zicao. Shikonin is a potent TMEM16A chloride channel inhibitor with an IC50 of 6.5 μM[1]. Shikonin is a specific pyruvate kinase M2 (PKM2) inhibitor[2] and can also inhibit TNF-α and NF-κB pathway[3]. Shikonin decreases exosome secretion through the inhibition of glycolysis[4]. Shikonin inhibits AIM2 inflammasome activation[7]. Shikonin is a major component of a Chinese herbal medicine named zicao. Shikonin is a potent TMEM16A chloride channel inhibitor with an IC50 of 6.5 μM[1]. Shikonin is a specific pyruvate kinase M2 (PKM2) inhibitor[2] and can also inhibit TNF-α and NF-κB pathway[3]. Shikonin decreases exosome secretion through the inhibition of glycolysis[4]. Shikonin inhibits AIM2 inflammasome activation[7].
4-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-3-methoxybenzene-1,2-diol
11-Methoxyyangonin
11-Methoxyyangonin is found in beverages. 11-Methoxyyangonin is isolated from Piper methysticum (kava). FDA advises against use of kava in food due to potential risk of severe liver damage (2002 11-Methoxyyangonin is a natural kavalactone.
1-(2,4-dihydroxy-3-methoxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
10-Methoxyyangonin
10-Methoxyyangonin is found in beverages. 10-Methoxyyangonin is a constituent of Piper methysticum (kava). FDA advises against use of kava in food due to potential risk of severe liver damage (2002). Constituent of Piper methysticum (kava). FDA advises against use of kava in food due to potential risk of severe liver damage (2002). 10-Methoxyyangonin is found in beverages.
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman
1-(3-methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman is a polyphenol compound found in foods of plant origin (PMID: 20428313)
5'-Methoxy-O-desmethylangolensin
5-Methoxy-O-desmethylangolensin is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
6'-Hydroxyangolensin
6-Hydroxyangolensin is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]
4-Methyl-1-(1,4,5,8-tetrahydroxynaphthalen-2-yl)pent-2-en-1-one
Libanoridin
Columbianetin acetate is an acetate ester obtained by formal acetylation of the tertiary hydroxy group of 2-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-ol. It has a role as a plant metabolite. It is a furanocoumarin and an acetate ester. Columbianetin acetate is a natural product found in Murraya siamensis, Murraya koenigii, and other organisms with data available. An acetate ester obtained by formal acetylation of the tertiary hydroxy group of 2-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-ol. D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2]. (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2]. (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2]. (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2].
Alkannin
Alkannin is a hydroxy-1,4-naphthoquinone. Alkannin is a natural product found in Arnebia hispidissima, Alkanna cappadocica, and other organisms with data available. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. (-)-Alkannin, found in Alkanna tinctoria, is used as a food coloring. (-)-Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. (-)-Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3].
1-Hydroxy-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)propan-2-one
4,8-Dihydroxy-6-methoxy-3,4,5-trimethylnaphtho[2,3-b]furan-9(4H)-one
3,4-Dimethoxy-2,6,7-trihydroxy-9,10-dihydrophenanthrene
2,3-Dimethoxy-4,6,7-trihydroxy-9,10-dihydrophenanthrene
Columbianetin acetate
(S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2]. (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2]. (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2]. (S)-Columbianetin acetate is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2].
Asebogenin
A member of the class of dihydrochalcones that is the 4-methyl ether derivative of phloretin.
3,4-Dihydro-1-(4-hydroxy-3-methoxyphenyl)-1H-2-benzopyran-6,7-diol
1-(2,4-Dihydroxy-3-methoxyphenyl)-3-(4-hydroxyphenyl)-1-propanone.
Loureirin D
Loureirin D is a natural product found in Dracaena cochinchinensis with data available.
2,3,4-Tri-Me ether-2,3,4,6-Tetrahydroxybenzophenone
7H-Furo(3,2-g)(1)benzopyran-7-one, 3,9-dimethoxy-2-(1-methylethyl)-
4-Hydroxy-8-Hydroxy-6-methoxy-3,4,5-trimethylnaphtho[2,3,-b]furan-9(4H)-one
(+)-ventiloquinone L|(1R,3S)-9-hydroxy-7-methoxy-1,3-dimethyl-3,4,5,10-tetrahydro-1H-naphtho[2,3-c]pyran-5,10-dione|(1R,3S)-9-hydroxy-7-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione|ventiloquinone L|ventiloquinone-L
3-methoxybenzyl 2-hydroxy-6-methoxybenzoate|3-methoxybenzyl 2-hydroxy-6-methoxybenzoate
(S)-5,8-dihydroxy-6-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthalenedione|alkannin|shikalkin
Angelicone
5,7-Dimethoxy-8-(3-methyl-2-butenoyl)-2-oxo-2H-chromene is a natural product found in Angelica sinensis, Angelica pubescens, and Angelica ursina with data available.
(3R,4S)-3-(4-hydroxy-2-methoxyphenyl)-3,4-dihydro-2H-chromene-4,7-diol|conferol A
(3R)-1-deoxyaustrocortilutein|(R)-1-Deoxyaustrocortilutein|1-deoxyaustrocortilutein
acetic acid 2-(7-oxo-2,3-dihydrofuro[3,2-g][1]benzopyran-2-yl)propan-2-yl ester
2-Hydroxymethyl-5-methoxy-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one
9,10-Dihydro-4,6-dimethoxyphenanthrene-2,3,7-triol
3(R)-2,3-dihydro-6-hydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)-1-benzofuran|erythribyssin H
4,7-dimethoxy-1,2,5-trihydroxy-9,10-dihydrophenanthrene
3-Methyl-7,9-dimethoxy-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione
(alphaR)-alpha,2,4-trihydroxy-4-methoxydihydrochalcone|4-Me ether-(R)-1-(2,4-Dihydroxyphenyl)-2-hydroxy-3-(4-hydroxyphenyl)-1-propanone|4-methoxy-alpha,2,4-trihydroxydihydrochalcone
methyl 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoate
3-hydroxybenzyl-2,6-dimethoxybenzoate|3-hydroxybenzyl 2,6-dimethoxybenzoate
5,12-dihydroxy-3-methoxy-dibenzyl-6-carboxylic acid|5,12-dihydroxy-3-methoxybibenzyl-6-carboxylic acid
2-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-1-(4-hydroxyphenyl)propanone|peapolyphenol A
((7S)-8-(benzo[3,4]dioxol-1-yl)-7-hydroxypropyl)benzene-2,4-diol
6-(4-acetoxy-3-methyl-2-butenyl)-7-hydroxycoumarin
methyl 2-(6-hydroxy-7-methyl-1,4-dioxodihydronaphthalen-2-yl)-2-methylpropanoate|trigonoheterone
2,4,6-trihydroxy-4-methoxydihydrochalcone|3-(2,6-dihydrox-4-methoxyphenyl)-1-(4-hydroxyphenyl)propan-1-one
(2S)-6,3,4-trihydroxy-7-methoxyflavan|griffinoid D
(E)-5-(3,5-dihydroxystyryl)-2-(2-hydroxyethyl)benzene-1,3-diol|gramistilbenoid A
3-hydroxy-5-methylphenyl-2-hydroxy-4-methoxy-6-methylbenzoate|evernol
5-Hydroxymethyl-6-endo-(3-methoxy-4-hydroxyphenyl)-8-oxa-bicyclo[3.2.1]-oct-3-en-2-one
8,8-Dimethyl-2-oxopyrano[6,5-f]chroman-9-yl acetate
3-(2,4-Dihydroxy-6-methoxybenzyl)-2,3-dihydrobenzofuran-6-ol
7-Methoxyhemigossypolon|Hemigossypolon-7-methyl-ether|hemigossypolone 6-methyl ether|hemigossypolone-6-metyl ether|p-hemigossypolone-6-methyl ether
9,10-Dihydro-6,7-dimethoxy-2,3,5-phenanthrenetriol
3-(4-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
1,11b-Dihydro-11b-hydroxymedicarpin
1,11b-Dihydro-11b-hydroxymedicarpin is a natural product found in Ononis viscosa with data available.
3,4,5-Trimethyl-4,8-dihydroxy-7-methoxynaphtho[2,3-b]furan-9(4H)-one
2-Hydroxy-5-(2-hydroxy-4-methoxybenzyl)-4-methoxybenzaldehyde
8,9-dimethoxy-5-methylnaphtho<1,8-de>-1,3-dioxin-4-yl methyl ketone|ventilagone
1-oxo-4(S),9-dihydroxy-8-methoxy-6-hydroxymethyl-1,2,3,4-tetrahydroanthracene
Trimethylhispidin
11-Methoxyyangonin is an aromatic ether and a member of 2-pyranones. 11-Methoxyyangonin is a natural product found in Polygala sellowiana with data available. 11-Methoxyyangonin is a natural kavalactone.
5,10-dimethoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
2-(2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl acetate
5,10-dimethoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
2-(2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl acetate
5,10-dimethoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one [IIN-based on: CCMSLIB00000847476]
5,10-dimethoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one [IIN-based: Match]
2-(2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl)propan-2-yl acetate_major
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman
11-Methoxyyangonin
11-Methoxyyangonin is a natural kavalactone.
ethyl 4-acetyloxy-7-methoxynaphthalene-2-carboxylate
methyl 2-hydroxy-4-[(4-methoxyphenyl)methoxy]benzoate
(3S,4R)-7,2-dihydroxy-4-methoxyisoflavanol
A 7,2-dihydroxy-4-methoxyisoflavanol that has 3S,4R configuration.
2-[(1R,3S)-9,10-dihydroxy-1-methyl-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetic acid
4-Methyl-1-(1,4,5,8-tetrahydroxynaphthalen-2-yl)pent-2-en-1-one
7,2-Dihydroxy-4-methoxyisoflavanol
A member of the class of isoflavans that is isoflavan-4-ol substituted at positions 7 and 2 by hydroxy groups and at position 4 by a methoxy group.
Conferol A
A member of the class of isoflavans that is isoflavan with hydroxy substituents at positions 4, 7 and 4 and a methoxy group at position 2 (the 3R,4S stereoisomer). It is isolated from Caragana conferta and exhibits significant anti-inflammatory activity in the respiratory burst assay.
3-Deoxysappanol
A homoisoflavonoid that is 3,4-dihydro-2H-1-benzopyran substituted by hydroxy groups at positions 3, 4 and 7 and a (4-hydroxyphenyl)methyl group at position 3 respectively (the 3R,4S-stereoisomer). It has been isolated from Caesalpinia sappan.
3-Deoxyepisappanol
A homoisoflavonoid that is 3,4-dihydro-2H-1-benzopyran substituted by hydroxy groups at positions 3, 4 and 7 and a (4-hydroxyphenyl)methyl group at position 3 respectively (the 3R,4R-stereoisomer). It has been isolated from Caesalpinia sappan.
(3R)-6-hydroxy-7-methoxy-alpha-dunnione, (-)-
A natural product found in Streptocarpus dunnii.
(4-Hydroxyphenyl)-(2,4,6-trimethoxyphenyl)methanone
2-[(3,4-Dimethyl-2-oxo-1-benzopyran-7-yl)oxy]acetic acid prop-2-enyl ester
2-(3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
DMI
The diastereomer of 7,2-dihydroxy-4-methoxyisoflavanol that has 3R,4R-configuration.
1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)propan-1-one
3-(2-Hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,7-diol
(3R)-7,2-dihydroxy-4-methoxyisoflavanol
A 7,2-dihydroxy-4-methoxyisoflavanol that has R configuration at position 3.