Chemical Formula: C20H28O3
Chemical Formula C20H28O3
Found 500 metabolite its formula value is C20H28O3
Cafestol
Cafestol is an organic heteropentacyclic compound and furan diterpenoid with formula C20H28O3 obtained from the unsaponifiable fraction of coffee oil (a lipid fraction obtained from coffee beans by organic solvent extraction). It has a role as a plant metabolite, an apoptosis inducer, a hypoglycemic agent, an angiogenesis inhibitor, an antineoplastic agent, an antioxidant and an anti-inflammatory agent. It is an organic heteropentacyclic compound, a tertiary alcohol, a diterpenoid, a member of furans and a primary alcohol. Cafestol is a natural product found in Coffea arabica, Diplospora dubia, and other organisms with data available. Cafestol is found in arabica coffee. Cafestol is a constituent of coffee bean oil. Cafestol is present in boiled-type coffee beverages. Possesses hypercholesterolaemic activity. Diterpenoid constits. of coffee products are associated with cardiotoxic properties Cafestol is a diterpene molecule present in coffee Cafestol is a diterpene molecule and is a constituent of coffee bean oil. It is found in boiled-type coffee beverages. Possesses hypercholesterolaemic activity. Diterpenoid constitsuents of coffee products are associated with cardiotoxic props. Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1]. Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1]. Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1].
(+)-Royleanone
(+)-royleanone is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units (+)-royleanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-royleanone can be found in common sage, which makes (+)-royleanone a potential biomarker for the consumption of this food product. Royleanone is a diterpenoid. Royleanone is a natural product found in Salvia virgata, Salvia deserti, and other organisms with data available.
15-Deoxy-d-12,14-PGJ2
15-deoxy-PGJ2 (15d-PGJ2) is a metabolite of the PGJ2 prostanoid family that influences multiple signaling pathways by covalently binding with key signaling molecules. Among them, 15d-PGJ2 has displayed highest potency as an inducer of gene expression. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207, 16857669). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. D007155 - Immunologic Factors
Gibberellin A12 aldehyde
Gibberellin A12 aldehyde (GA12-aldehyde), also known as gibberellin A12 7-aldehyde, belongs to the class of organic compounds known as C20-gibberellins. These are gibberellins with carboxy groups in positions 7 and 18 and some also in 20, while others have an aldehyde group in the latter position. Thus, gibberellin A12 aldehyde is considered to be an isoprenoid lipid molecule. Gibberellin A12 aldehyde is found in pulses. It is also a constituent of Phaseolus species, Pisum sativum (peas), and other plant species. Constituent of Phaseolus subspecies, Pisum sativum (peas) and other plant subspecies Gibberellin A12 7-aldehyde is found in many foods, some of which are japanese pumpkin, pulses, common pea, and winter squash. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins
Petasin
An enoate ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol.
17beta-Hydroxyestr-5(10)-en-3-one acetate
4-Hydroxyretinoic acid
4-Hydroxyretinoic acid is an NADPH-dependent hydroxylation metabolite of retinoic acid in the microsomes, via the cytochrome P-450 system. Retinoic acid is an activated metabolite of retinol that supports the systemic functions of vitamin A in vivo. (PMID: 1538719, 1932598, 2851384) [HMDB] 4-Hydroxyretinoic acid is an NADPH-dependent hydroxylation metabolite of retinoic acid in the microsomes, via the cytochrome P-450 system. Retinoic acid is an activated metabolite of retinol that supports the systemic functions of vitamin A in vivo. (PMID: 1538719, 1932598, 2851384). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
all-trans-5,6-Epoxyretinoic acid
all-trans-5,6-Epoxyretinoic acid, also known as 5,6-epoxy-atRA, is classified as a member of the retinoids. Retinoids are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. all-trans-5,6-Epoxyretinoic acid is considered to be a practically insoluble (in water) and a weak acidic compound. all-trans-5,6-Epoxyretinoic acid is an isoprenoid lipid molecule. all-trans-5,6-Epoxyretinoic acid can be found primarily in human kidney and liver tissues; and in blood and urine. Within a cell, all-trans-5,6-epoxyretinoic acid is primarily located in the cytoplasm, in the extracellular space, or near the membrane. A human metabolite taken as a putative food compound of mammalian origin [HMDB] D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
3beta-hydroxy-9beta-pimara-7,15-dien-19,6beta-olide
all-trans-18-Hydroxyretinoic acid
A retinoid that consists of all-trans-retinoic acid bearing an hydroxy substituent at position 18.
11-Hydroxysugiol
An abietane diterpenoid that is sugiol in which the hydrogen ortho to the phenolic hydroxy group has been replaced by a hydroxy group.
11beta,17beta-Dihydroxy-17alpha-methylandrosta-1,4-dien-3-one
Phytocassane D
Phytoalexin from Oryza sativa. Phytocassane D is found in cereals and cereal products and rice. Phytocassane D is found in cereals and cereal products. Phytoalexin from Oryza sativa.
Phytocassane E
Phytoalexin from Oryza sativa (rice). Phytocassane E is found in cereals and cereal products and rice. Phytocassane E is found in cereals and cereal products. Phytoalexin from Oryza sativa (rice
(4Z,9a)-9-Angeloyloxy-4,10(14)-oplopadien-3-one
(4Z,9a)-9-Angeloyloxy-4,10(14)-oplopadien-3-one is found in tea. (4Z,9a)-9-Angeloyloxy-4,10(14)-oplopadien-3-one is a constituent of Tussilago farfara (coltsfoot) Constituent of Tussilago farfara (coltsfoot). (4Z,9a)-9-Angeloyloxy-4,10(14)-oplopadien-3-one is found in tea.
ent-15-Oxo-16-kauren-19-oic acid
ent-15-Oxo-16-kauren-19-oic acid is found in fruits. ent-15-Oxo-16-kauren-19-oic acid is isolated from Chrysobalanus icaco. Isolated from Chrysobalanus icaco. ent-15-Oxo-16-kauren-19-oic acid is found in fruits.
ent-7-Oxo-8(14),15-pimaradien-19-oic acid
ent-7-Oxo-8(14),15-pimaradien-19-oic acid is found in green vegetables. ent-7-Oxo-8(14),15-pimaradien-19-oic acid is a constituent of Aralia cordata (udo). Constituent of Aralia cordata (udo). ent-7-Oxo-8(14),15-pimaradien-19-oic acid is found in green vegetables.
7-Oxo-8,15-isopimaradien-18-oic acid
7-Oxo-8,15-isopimaradien-18-oic acid is found in fruits. 7-Oxo-8,15-isopimaradien-18-oic acid is isolated from Juniperus communis (juniper). Isolated from Juniperus communis (juniper). 7-Oxo-8,15-isopimaradien-18-oic acid is found in fruits.
Furanojaponin
Constituent of Petasites japonicus (sweet coltsfoot). Furanojaponin is found in giant butterbur and green vegetables. Furanojaponin is found in giant butterbur. Furanojaponin is a constituent of Petasites japonicus (sweet coltsfoot)
(4Z,9a)-9-(3-Methyl-2-butenoyloxy)-4,10(14)-oplopadien-3-one
(4Z,9a)-9-(3-Methyl-2-butenoyloxy)-4,10(14)-oplopadien-3-one is found in tea. (4Z,9a)-9-(3-Methyl-2-butenoyloxy)-4,10(14)-oplopadien-3-one is a constituent of Tussilago farfara (coltsfoot) Constituent of Tussilago farfara (coltsfoot). (4Z,9a)-9-(3-Methyl-2-butenoyloxy)-4,10(14)-oplopadien-3-one is found in tea.
ent-17-Oxo-15-kauren-19-oic acid
ent-17-Oxo-15-kauren-19-oic acid is a constituent of Helianthus species. Constituent of Helianthus subspecies
Yucalexin B9
Yucalexin B9 is found in root vegetables. Yucalexin B9 is a constituent of cassava root Manihot esculenta Constituent of cassava root Manihot esculenta. Yucalexin B9 is found in root vegetables.
Momilactone C
Momilactone C is found in cereals and cereal products. Momilactone C is a constituent of Oryza sativa (rice). Constituent of Oryza sativa (rice). Momilactone C is found in cereals and cereal products and rice.
Phytocassane A
Phytoalexin from Oryza sativa (rice). Phytocassane A is found in cereals and cereal products and rice. Phytocassane A is found in cereals and cereal products. Phytoalexin from Oryza sativa (rice).
6b-Hydroxymethandienone
6b-Hydroxymethandienone is a metabolite of the androgen metandienone metabolite, excreted in the urine. Metandienone has been used in horse doping and by weightlifters and body builders. It is of note to consider that the use of anabolic steroids for an extended period of time reduces the excretion of endogenous metabolites, making the detection of doping a little more difficult. (PMID: 16040239, 757586, 9001954, 2745643, 12375280, 8539789, 1400752, 757586, 17610244) [HMDB] 6b-Hydroxymethandienone is a metabolite of the androgen metandienone metabolite, excreted in the urine. Metandienone has been used in horse doping and by weightlifters and body builders. It is of note to consider that the use of anabolic steroids for an extended period of time reduces the excretion of endogenous metabolites, making the detection of doping a little more difficult. (PMID: 16040239, 757586, 9001954, 2745643, 12375280, 8539789, 1400752, 757586, 17610244).
Trilobinone
Trilobinone is found in herbs and spices. Trilobinone is a constituent of Salvia triloba (Greek sage). Constituent of Salvia triloba (Greek sage). Trilobinone is found in tea and herbs and spices.
2-Methoxyestradiol-3-methylether
Generally refers to the 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. estradiol-17-beta is the most potent form of mammalian estrogenic steroids. In humans, it is produced primarily by the cyclic ovaries and the placenta. It is also produced by the adipose tissue of men and postmenopausal women. The 17-alpha-isomer of estradiol binds weakly to estrogen receptors (receptors, estrogen) and exhibits little estrogenic activity in estrogen-responsive tissues. Various isomers can be synthesized.
all-trans-18-Hydroxyretinoic acid
all-trans-18-Hydroxyretinoic acid, also known as 18-hydroxyretinoic acid, is classified as a member of the retinoids. Retinoids are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. all-trans-18-Hydroxyretinoic acid is considered to be a practically insoluble (in water) and a weakly acidic compound. all-trans-18-Hydroxyretinoic acid is an isoprenoid lipid molecule. Within a cell, all-trans-18-hydroxyretinoic acid is primarily located in the extracellular space and near the membrane. 18-Hydroxyretinoic acid is a metabolite of tretinoin. Tretinoin is the acid form of vitamin A and is also known as all-trans retinoic acid or ATRA. It is a drug commonly used to treat acne vulgaris and keratosis pilaris. It is available as a cream or gel (brand names Aberela, Airol, Renova, Atralin, Retin-A, Avita, Retacnyl, Refissa, or Stieva-A). It is also used to treat acute promyelocytic leukemia (APL) and is sold for this indication by Roche under the brand name Vesanoid. It is also available as a generic. (Wikipedia) A human metabolite taken as a putative food compound of mammalian origin [HMDB]
Rosmaridiphenol
Rosmaridiphenol is found in herbs and spices. Rosmaridiphenol is a constituent of the leaves of Rosmarinus officinalis (rosemary). Constituent of the leaves of Rosmarinus officinalis (rosemary). Rosmaridiphenol is found in herbs and spices and rosemary.
ent-15,16-Epoxy-1(10),13(16),14-halimatrien-19-oic acid
ent-15,16-Epoxy-1(10),13(16),14-halimatrien-19-oic acid is found in fruits. ent-15,16-Epoxy-1(10),13(16),14-halimatrien-19-oic acid is isolated (as Me ester) from seed-pod resin of Hymenaea courbaril (copinol). Isol. (as Me ester) from seed-pod resin of Hymenaea courbaril (copinol). ent-15,16-Epoxy-1(10),13(16),14-halimatrien-19-oic acid is found in fruits.
5,6-Epoxy-13-cis-retinoic acid
5,6-Epoxy-13-cis-retinoic acid is an oxygenated metabolite of 13-cis-retinoic acid. It is formed from the hydroperoxide-dependent co-oxidation of 13-cis-retinoic acid by prostaglandin H (PGH) synthase (PMID: 3115987).
5,8-Epoxy-13-cis-retinoic acid
5,8-Epoxy-13-cis-retinoic acid is an oxygenated metabolite of 13-cis-retinoic acid. It is formed from the hydroperoxide-dependent co-oxidation of 13-cis-retinoic acid by prostaglandin H (PGH) synthase (PMID: 3115987).
19-Nordeoxycorticosterone
(5Z)-11-Oxoprosta-5,9,12,14-tetraene-1-oic acid
Neopetasin
(+)-Hardwickiic acid
(+)-hardwickiic acid is a member of the class of compounds known as colensane and clerodane diterpenoids. Colensane and clerodane diterpenoids are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations (+)-hardwickiic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (+)-hardwickiic acid can be found in blackcurrant, which makes (+)-hardwickiic acid a potential biomarker for the consumption of this food product.
[1S-[1alpha,2beta(Z),8aalpha]]-1,2,3,5,6,8a-Hexahydro-4,7-dimethyl-1-(1-methylethyl)-6-oxo-2-naphthalenyl ester 2-methyl-2-butenoic acid
Bacchabolivic acid
ent-15,16-Epoxy-7,13(16),14-labdatrien-18-oic acid
Crassumolide A
A cembrane diterpenoid isolated from the soft coral Lobophytum crassum and shown to have anti-inflammatory and antineoplastic activity.
Microclavatin
A macrocyclic diterpenoid isolated from the soft coral Sinularia microclavata and has been shown to exhibit cytotoxic activities against tumor cell lines.
ent-16-Hydroxy-6-oxo-7,13-labdadien-15-oic acid lactone
20-Deoxocarnosol
20-Deoxocarnosol is a natural product found in Salvia pachyphylla, Plectranthus barbatus, and Salvia columbariae with data available.
ent-12-Hydroxy-12(R)-abieta-8(14),13(15)-dien-16,12-olide
[1R-[1alpha,2beta(Z),4alpha]]-1,2,3,4-Tetrahydro-7-hydroxy-1,6-dimethyl-4-(1-methylethyl)-2-naphthalenyl ester 2-methyl-2-butenoic acid
Lambertianic acid
Origin: Plant, Organic chemicals, Polycyclic compounds, Naphthalenes
(3E,7E,11E)-18-hydroxy-3,7,11,15(17)-cembratetraen-16,14-olide
Momilactone C
5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylic acid
(1R,2R,4aR,8aS)-1-[2-(furan-3-yl)ethyl]-2,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylic acid
3alpha-hydroxy-7-oxo-15,16-epoxyfriedolabda-5,13(16),14-trien
ent-3beta-14alpha-Hydroxypimara-7,9(11),15-triene-12-one
(1(9)E,6E,10R)-19-Oxo-1(9),6,13-xenicatrien-18,17-olide|(2R,3R,6E,9E,10R)-17-xenic-6,9,13-trien-1-al-18-oic acid lactone
ent-12beta-hydroxymethyl-3-oxo-16-norpimar-8(14)-ene-15,21-carbolactone
6-Deoxy-(ent-6beta)-6-Hydroxy-7-oxo-3,13-clerodadien-15,16-olide|7-oxo-ent-clerodan-3,13E-dien-15,16-olide
12beta-12-Hysroxy-8,15-isopimaradiene-7,11-dione|12beta-hydroxy-7,11-dioxopimar-8(9),15-dien
(ent-7??, 12??)-form-7-Hydroxy-8(14), 13(15)-abietadien-16, 12-olide|7beta-hydroxy-ent-abieta-8(14),13(15)-dien-12alpha,16-olide
12-oxoabieta-7,13-dien-18-oic acid|12-oxoabietic acid
(2E,9Z)-18-hydroxyoctadeca-2,9-diene-4,6-diyn-1-yl acetate
(6alpha,7alpha,8alpha)-form-7,8-Epoxy-6-hydroxy-9(11),13-abietadien-12-one|7alpha,8alpha-epoxy-6alpha-hydroxyabieta-9(11),13-dien-12-one
19-hydroxyjolkinolide E|rel-(4R,4aS,10aR,11aR,12bS)-2,3,4,4a,5,6,10a,11,11a,11b--decahydro-4-(hydroxymethyl)-4,8,11b-trimethylphenanthro[3,2-b]furan-9(1H)-one
9,13;15,16-Diepoxy-13xi-labda-7,14-dien-6-on|9,13;15,16-diepoxy-13xi-labda-7,14-dien-6-one
14beta-14-Hydroxy-8,12-cleistanthadiene-7,11-dione|7,11-diketo-14alpha-hydroxycleistantha-8,12,-diene
(3beta,13alpha)-3-hydroxypimara-7,15-diene-2,12-dione
(E)-15-hydroxylabda-8(17),11,13-trien-16,15-olide|chinensine A
1-[2-(3-Furanyl)ethyl]-1,2,5-trimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene-4a-carboxylic acid
1,1,4a-Trimethyl-6-methoxy-7-isopropyl-2,3,4,4a,5,8,9,9a-octahydro-1H-fluorene-5,8-dione
8zeta-hydroxy-1,15-isopimaradiene-3,12-dione|trogopteroid C
7beta,12-dihydroxy-6alpha,18-epoxyabieta-8,11,13-triene|fortunin H
2-(2-Formyl-1,3,3-trimethylcyclohexyl)-4-hydroxy-5-isopropylbenzaldehyde
(1R,2R,3E,7R,8R,11E)-7,8-epoxycembra-3,11,15-trien-16,2-olide
ent-(5beta,8alpha,9beta,10alpha,12alpha)-12-hydroxyatis-16-ene-3,14-dione
(5alpha,10alpha,11beta,13alpha)-5,10-Epoxy-11-hydroxy-1,15-rosadien-3-one|epoxicorcovadin
3,16-Di-Me ether-(16alpha,17betaOH)-Estra-1,3,5(10)-triene-3,16,17-triol
ent-2,17-dihydroxybeyer-2,15-dien-1-one|ent-2,17-dihydroxybeyera-2,15-dien-1-one
13,18-dihydroxy-8,11,13-totaratrien-3-one|trogopteroid D
7-oxoabieta-8(14),12-dien-18-oic acid|abiesadine E
4-hydroxyestradiol 3,4-dimethyl ether|4-hydroxyestradiol 3,4-dimethylether|4-hydroxyestradiol-3,4-dimethyl ether
(1Z,5S,9E,11E)-5,9-dimethyl-12-isopropyl-6-oxocyclotetradeca-1,9,11-triene-1,5-carbolactone|sarcophytolide
(4S,5S,13(15)-Z)-5-Hydroxy-10-oxo-4,10-2,13(15),17-spatarien-12-al|(5S,13Z)-5-hydroxy-10-oxo-4,10-secospata-2,13(15),17-trien-12-al
(1R*,10R*,11S*,12R*)-Dolabella-4(16),7-diene-10,11-epoxy-3,13-dione
(2E)-4-acetoxy-2-(3,7-dimethylocta-2,6-dienyl)-1-methoxy-6-methylbenzene
(+)-isopetasin|(+)-isopetasine|3alpha-Angeloyloxy-eremophila-7(11),9-dien-8-on|3alpha-angeloyloxy-eremophila-7(11),9-dien-8-one|Isopetasin|Isopetasin; (4aR)-2-Oxo-3-isopropyliden-4a-ref,5-cis-dimethyl-6-trans-hydroxy-Delta1(8a)-octalin-6-trans-yl-angelat
6beta,13-dihydroxy-8,11,13-totaratrien-3-one|trogopteroid E
11-oxotrachyloban-19-oic acid|ent-11-Oxo-19-trachylobanoic acid
3alpha-hydroxy-14,16-epoxy-ent-abieta-7,15(17)-dien-18-al|hebeiabinin C
(4Z,8S*,9R*,12E,14E)-9-hydroxy-1-(prop-1-en-2-yl)-8,12-dimethyl-oxabicyclo[9.3.2]-hexadeca-4,12,14-trien-18-one
11-hydroxy-14-isopropyl-8,11,13-podocarpatrien-19-oic acid|inumakoic acid
(E)-4-(hept-1-enyl)-7-(3-methylbut-2-enyl)-2,3-dihydrobenzofuran-2,5-diol|repenol B
1-hydroxy-(2E,6Z,12E)-casba-2,6,12-triene-4,5-dione
3beta,14-dihydroxyabieta-8,11,13-trien-19-al|triptobenzene Y
(5R,6R,8R,9R,10S,11S,13S)-6beta,11beta-dihydroxy-2,4(18),15-erythroxylatrien-1-one|simirane A
(8R)-7-oxo-deepoxysarcophine|8-epi-sarcophinone|iso-sarcophinone
(8S,9R,10S)-15,16-epoxy-9alpha-hydroxylabda-5,13(16),14-trien-7-one|leoleorin A
12,16-dihydroxy-8,11,13-abietatriene-7-one|Crossogumerin C
10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-17-carboxylic acid
12,16-dihydroxy-8,11,13-abietatrien-3-one|euolutchuol B
16-oxosarcophytonin E|7alpha-hydroxy-Delta8(19)-deepoxysarcophine
3beta,16-dihydroxy-8,11,13-abietatrien-2-one|euolutchuol D
9beta-hydroxy-ent-pimara-7,15-dien-1,14-dione|pedinophyllol B
(1aS,3aS,7aR,7bS,8aR,11bR)-3,3a,4,5,6,7,7a,7b,8,8a-decahydro-4,4,7a,11-tetramethyl-2H-oxireno[1,10a]phenanthro[3,2-b]furan-10(11bH)-one|8beta,14beta-epoxy-ent-abiet-13(15)-en-16,12beta-olide|euphopilolide
ent-3,4-seco-17-oxo-kaur-4(19),15(16)-dien-3-oic acid
1-Methyl-2-(3-methyl-2-furylmethyl)-3-methylene-6-(1-methylvinyl)cyclohexane 1-propionic acid
3alpha-hydroxyspongia-13(16),14-dien-3-one|Hydroxy-13(16),14-spongiadien-2-one
16-hydroxy-abieta-8,12-diene-11,14-dione|portlanquinol
10beta,11-dihydroxy-12,16-epoxy-9(10-20)-abeo-abieta-8,11,13-triene|dihydrolatifolionol
7-Hydroxy-kaurenolid|7-Hydroxykaurenolid|7-Hydroxykaurenolide|7beta-Hydroxy-kaurenolid|7beta-hydroxykaurenolide|ent-6beta,7alpha-dihydroxykaur-16-en-19-oic acid 19-6 lactone|ent-7alpha-Hydroxy-kaur-16-en-19,6beta-olacton
3,4,18beta-cyclopropa-12beta-hydroxy-ent-abiet-7-en-16,14-olide|retusolide F
(6beta,11E)-6-Hydroxy-8(17),11,13-labdatrien-16,15-olide
(2E,9Z)-1-hydroxyoctadeca-2,9-diene-4,6-diyn-18-yl acetate
(3E,7E,11E)-20-oxocembra-3,7,11,15-tetraen-19-oic acid|Cleomaldeic acid
(1R*,7R*,8S*,12R*)-Dolabella-4(16),10-diene-7,8-epoxy-3,13-dione
13,19-dihydroxy-12-isopropyl-7-oxo-8,11,13-podocarpatriene|inumakiol B
(3R,3aR,5aR,6S)-3,6-dihydroxy-1-isopropyl-3a,5a-dimethyl-2,3,3a,4,5,5a,6,7-octahydrocyclohepta[e]indene-8-carbaldehyde|1,14-dihydroxycyatha-3,5(10),11-triene-12-carbaldehyde|cyrneine A
(3S)-hydroxylabda-8(17),11,13-trien-15(16)-olide|curcucomosin B
13-hydroxy-12-isopropyl-8,11,13-podocarpatrien-19-oic acid|inumakiol A
15,16-epoxy-labda-7,13(16),14-trien-17-oic acid|furolabd-7-en-17-oic acid
5,8-Dihydroxy-14-serrulaten-18-al|5,8-dihydroxyserrulat-14-en-18-al
6beta-Senecioyloxy-furanoeremophilan|6beta-senecioyloxyfuranoeremophilane
ent-2,19-dihydroxybeyer-2,15-dien-1-one|ent-2,19-dihydroxybeyera-2,15-dien-1-one
(16R)-13,17-epoxy-16-hydroxy-ent-kaur-9(11)-en-19-al
cis-2-Methy-but-2-ensaeure-(3-desoxy-isopetas-13-ylester)|cis-2-Methy-but-2-ensaeure-<3-desoxy-isopetas-13-ylester>
15, 16-Epoxy-19-hydroxy-5, 13(16), 14-halimatrien-7-one|18-hydroxy-7-oxo-15,16-epoxyfriedolabda-5,13(16),14-trien
(4aS,10aR)-2,3,4,4a,10,10a-hexahydro-8-hydroxy-1-(hydroxymethyl)-7-isopropyl-1,4a-dimethylphenanthren-9(1H)-one|14,18-dihydroxyabieta-8,11,13-trien-7-one
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 3-oxo-2-phenylbutanoate|(2Xi)-2-Phenyl-acetessigsaeure-((1R)-menthylester)|(Xi)-3-Oxo-2-phenyl-buttersaeure-((1R)-menthylester)|(Xi)-3-oxo-2-phenyl-butyric acid-((1R)-menthyl ester)
Solidago lactone V|solidagolactone V|solidagolactone-V
2-((1R,2R)-2-Formyl-1,3,3-trimethylcyclohexyl)-4-hydroxy-5-isopropylbenzaldehyde
ent-11β-Hydroxyatis-16-ene-3,14-dione
Hardwickiicacid
(4aR,5R,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid is a natural product found in Laennecia coulteri, Microglossa pyrifolia, and other organisms with data available.
ent-11α-Hydroxyabieta-8(14),13(15)-dien-16,12α-olide
C20H28O3_12-Oxopimara-9(11),15-dien-18-oic acid
C20H28O3_(8E)-14-Hydroxy-5,9,12,13-tetramethyl-16-methylene-4-oxatricyclo[10.3.1.0~3,5~]hexadeca-1(15),8-dien-2-one
C20H28O3_(5xi,9xi)-12-Oxoabieta-7,13-dien-18-oic acid
C20H28O3_1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-9-hydroxy-1,4a-dimethyl-7-(1-methylethyl)-, (1S,9R)
C20H28O3_7-Hydroxyabieta-8,11,13-trien-18-oic acid
Cafestol
Cafestol is an organic heteropentacyclic compound and furan diterpenoid with formula C20H28O3 obtained from the unsaponifiable fraction of coffee oil (a lipid fraction obtained from coffee beans by organic solvent extraction). It has a role as a plant metabolite, an apoptosis inducer, a hypoglycemic agent, an angiogenesis inhibitor, an antineoplastic agent, an antioxidant and an anti-inflammatory agent. It is an organic heteropentacyclic compound, a tertiary alcohol, a diterpenoid, a member of furans and a primary alcohol. Cafestol is a natural product found in Coffea arabica, Diplospora dubia, and other organisms with data available. An organic heteropentacyclic compound and furan diterpenoid with formula C20H28O3 obtained from the unsaponifiable fraction of coffee oil (a lipid fraction obtained from coffee beans by organic solvent extraction). Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1]. Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1]. Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1].
C20H28O3_(1R,2R,4aR,8aS)-1-[2-(3-Furyl)ethyl]-2,4a,5-trimethyl-1,2,3,4,4a,7,8,8a-octahydro-1-naphthalenecarboxylic acid
C20H28O3_2-Naphthalenecarboxylic acid, 1-[2-(3-furanyl)ethyl]-1,2,3,4,4a,7,8,8a-octahydro-1,4a,5-trimethyl-, (1R,2R,4aR,8aR)
C20H28O3_1-Naphthalenecarboxylic acid, 5-[2-(3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-, (1S,4aS,5R)
7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
9-hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
7-ethenyl-1,4a,7-trimethyl-6-oxo-2,3,4,8,8a,9,10,10a-octahydrophenanthrene-1-carboxylic acid
(1S,4aS,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
(1S,4aS,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid_53.4\\%
(1S,4aS,5R)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid_major
(1R,2R,4aR,8aS)-1-[2-(furan-3-yl)ethyl]-2,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1-carboxylic acid_major
Phytocassane E
(4Z,9a)-9-(3-Methyl-2-butenoyloxy)-4,10(14)-oplopadien-3-one
(4Z,9a)-9-Angeloyloxy-4,10(14)-oplopadien-3-one
Yucalexin B9
Furanojaponin
ent-17-Oxo-15-kauren-19-oic acid
ent-7-Oxo-8(14),15-pimaradien-19-oic acid
Diterpene deriv.
7-Oxo-8,15-isopimaradien-18-oic acid
Rosmaridiphenol
Trilobinone
ent-15,16-Epoxy-1(10),13(16),14-halimatrien-19-oic acid
Phytocassane A
Phytocassane D
FA 20:6;O
D007155 - Immunologic Factors
Ectocarpin B
gibberellin A12 aldehyde
D006133 - Growth Substances > D010937 - Plant Growth Regulators > D005875 - Gibberellins
gestonorone
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DA - Pregnen (4) derivatives L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02A - Hormones and related agents > L02AB - Progestogens
3β,5β-Dihydroxy-15β,16β-methylene-androst-6-en-17-one
17-(2-hydroxyacetyl)-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Triptobenzene A
An abietane diterpenoid with formula C20H28O3, originally isolated from Tripterygium wilfordii.
Spongia-13(16),14-dien-19-oic acid
A tetracyclic diterpenoid that is 3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan substituted by methyl groups at positions 3b, 6 and 9 and a carboxy group at position 6. Isolated from Spongia, it exhibits inhibitory activity against androgen receptor.
9,11-Epoxy-17-hydroxy-17-methylandrost-4-en-3-one, (9beta,11beta,17beta)-
16-Hydroxyisotretinoin
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
(5E,14E)-11-oxoprosta-5,9,12,14-tetraen-1-oic acid
(9beta,11alpha,13alpha,14beta,17alpha)-11-(Methoxymethyl)estra-1(10),2,4-Triene-3,17-Diol
3-(4-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-3-methoxyphenyl)prop-2-en-1-ol
(1S,4aR,5S)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
(1R,5R,12R)-5-ethenyl-13-hydroxy-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-7-en-11-one
(1beta,14alpha)-1-Hydroxy-14-methyl-13-vinylpodocarp-12-ene-3,11-dione
(3beta,14alpha)-3-Hydroxy-14-methyl-13-vinylpodocarp-12-ene-2,11-dione
(3S,4aS,4bS,8R,8aS,10aR)-3-hydroxy-1,1,4a,8-tetramethyl-7-vinyl-1,3,4,4a,4b,8,8a,9,10,10a-decahydrophenanthrene-2,5-dione
(1R,4S,9S,10S,13R)-5,5,9,14-tetramethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecane-6,7-dione
(1S,5R,9S,13R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-14-carboxylic acid
(1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl) (E)-2-methylbut-2-enoate
Inumakoic acid
An abietane diterpenoid that is podocarpa-8,11,13-triene substituted by a hydroxy group at position 11, a propan-2-yl group at position 14 and a carboxy group at position 16. It has been isolated from Podocarpus latifolius.
(E)-4-(hept-1-enyl)-7-(3-methylbut-2-enyl)-2,3-dihydrobenzofuran-2,5-diol
A natural product found in Eurotium repens.
(4S,5S,10R,20S)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde 18,20-hemiacetal
An abietane diterpenoid isolated from the stem bark of Fraxinus sieboldiana.
(4S,5S,10R,20R)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde 18,20-hemiacetal
An abietane diterpenoid isolated from the stem bark of Fraxinus sieboldiana.
(4S,4aR,4bR,8S,8aR,10aS)-4-hydroxy-1,1,4a,8-tetramethyl-7-vinyl-1,3,4,4a,4b,8,8a,9,10,10a-decahydrophenanthrene-2,5-dione
(5alpha,8alpha,9R,10beta)-15,16-Epoxycleroda-3,13(16),14-trien-17-oic acid
ent-13S-hydroxy-16-atisene-3,14-dione
A natural product found in Euphorbia fischeriana.
(1S,4aS,5R)-5-[2-(3-Furyl)ethyl]-1,4a-dimethyl-6-methylenedecahydro-1-naphthalenecarboxylic acid
(1R,4aR)-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,4b,5,10,10a-hexahydro-2H-phenanthrene-1-carboxylic acid
(8E)-14-hydroxy-5,9,12,13-tetramethyl-16-methylidene-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one
2,17beta-Dihydroxy-17-methylandrosta-1,4-dien-3-one
Androst-4-ene-3,11-dione, 17-hydroxy-17-methyl-, (17beta)-
(1S,4aR,5S)-5-[2-(3-furanyl)ethyl]-1,4a,6-trimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
(4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)nona-4,6,8-trienoic acid
(5Z,8Z,11Z)-12-[(1R,2S,3S,5S)-3-[(E)-prop-1-enyl]-6-oxabicyclo[3.1.0]hexan-2-yl]dodeca-5,8,11-trienoic acid
(1S,4S,5R,9R,12R,13R)-12-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
(1S,4S,12S,13R,16S,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-ol
(4R,4aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydronaphthalen-1-one
(5Z)-1,5-dimethyl-8-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-2,16-dione
(1R,2S,5R)-5-Methyl-2-(1-methyl-1-(4-methoxyphenyl)ethyl)-cyclohexane-1-YL acrylate
(10R,13S,17S)-6,17-dihydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
Royleanone
Royleanone is a diterpenoid. Royleanone is a natural product found in Salvia virgata, Salvia deserti, and other organisms with data available.