Chemical Formula: C18H24O3
Chemical Formula C18H24O3
Found 102 metabolite its formula value is C18H24O3
2-Hydroxyestradiol
2-Hydroxyestradiol (2-OHE2), also known as estra-1,3,5(10)-triene-2,3,17beta-triol, is an endogenous steroid, catechol estrogen. 2-Hydroxyestradiol belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-hydroxyestradiol is considered to be a steroid molecule. It is a metabolite of estradiol, as well as a positional isomer of estriol. Transformation of estradiol to 2-hydroxyestradiol is a major metabolic pathway of estradiol in the liver. 2-Hydroxyestradiol is generated from estradiol via several cytochrome P450 enzymes. Specifically, CYP1A2 and CYP3A4 are the major enzymes catalyzing the 2-hydroxylation of estradiol. Conversion of estradiol into 2-hydroxyestradiol has been detected in the liver, uterus, breast, kidney, brain, and pituitary gland, as well as the placenta. 2-Hydroxyestradiol binds, with a low affinity, to estrogen receptors. 2-Hydroxyestradiol has approximately 7\\% and 11\\% of the affinity of estradiol at the estrogen receptors (ERs) ERalpha and ERbeta, respectively (PMID: 9048584). 2-Hydroxyestradiol is a catechol estrogen and in this regard bears some structural resemblance to the catecholamines dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline) (PMID: 447670). In accordance, 2-hydroxyestradiol has been found to interact with catecholamine systems. The steroid is known to compete with catecholamines for binding to catechol O-methyltransferase and tyrosine hydroxylase and to competitively inhibit these enzymes (PMID: 447670). Inactivity of COMT blocks inactivation of catechol hormones and catecholamine neurotransmitters. 2-Hydroxyestradiol is also reported to inhibit angiongensis and tumor cell growth (PMID: 9472688). 2-Hydroxyestradiol is generated from estradiol by a Cytochrome P450. 2-Hydroxyestradiol binds, with a low affinity, to estrogen receptors. It inhbits catechol-O-methyltransferase (COMT) activity. Inactivity of COMT blocks inactivation of catechol hormones and catecholamine neutransmitters. 2-Hydroxyestradiol is also reported to inhibit angiongensis and tumor cell growth (PMID: 9472688). [HMDB] C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Estriol
Estriol is a metabolite of estrone metabolized via 16alpha-hydroxyestrone through the enzyme 16alpha-hydroxysteroid dehydrogenase (EC 1.1.1.147) or to 2- or 4-hydroxyestrone (catechol estrogens) by the action of catecho-O-methyltransferase (EC 2.1.1.6). The latter metabolites can be formed in the brain and may compete with receptors for catecholamines. Metabolites are conjugated with sulfate or glucuronide before excretion by the kidney. During pregnancy, estriol constitutes 60-70\\\\% of the total estrogens, increasing to 300-500-fold in relation to non-pregnant women. The late term human fetus produces relatively large amounts of 16 alphahydroxy DHEA, which serves the mother as a precursor of estriol. It has been shown that 90\\\\% of the precursors for the formation of estriol are of fetal origin. If abnormal maternal serum screening results, specifically low levels of unconjugated estriol in the second trimester are detected, a diagnosis of Smith-Lemli-Opitz syndrome (SLOS),or RSH is suspected. SLOS is an autosomal recessive disorder caused by mutations of the gene encoding 7-dehydrocholesterol reductase (EC 1.3.1.21, DHCR7). (PMID: 16202579, 16112271, 16097001). G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03C - Estrogens > G03CA - Natural and semisynthetic estrogens, plain G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03C - Estrogens > G03CC - Estrogens, combinations with other drugs Estriol (also oestriol) is one of the three main estrogens produced by the human body. Estriol is found in common bean and pomegranate. C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Estriol is a G protein-coupled estrogen receptor antagonist that can act on estrogen receptor-negative breast cancer cells. Estriol is a G protein-coupled estrogen receptor antagonist that can act on estrogen receptor-negative breast cancer cells.
4-Hydroxyestradiol
4-Hydroxyestradiol is an oncogenic catechol estrogen produced by metabolism of Estrogen. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones A human metabolite taken as a putative food compound of mammalian origin [HMDB]
2-Polyprenyl-3-methyl-6-methoxy-1,4-benzoquinone
This compound belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.
7alpha-hydroxyestradiol
7alpha-hydroxyestradiol, also known as Estra-1,3,5(10)-triene-3,7,17-triol or 7α-hydroxy-17β-estradiol, is classified as an estrogen or an Estrogen derivative. Estrogens are steroids with a structure containing a 3-hydroxylated estrane. 7alpha-hydroxyestradiol is considered to be practically insoluble (in water) and acidic
16b-Hydroxyestradiol
16b-Hydroxyestradiol, which is better known as epiestriol (or 16beta-epiestriol or 16beta-hydroxy-17beta-estriol), belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, epiestriol is considered to be a steroid molecule. Formally 16b-hydroxyestradiol is a 3-hydroxy steroid that is 17beta-estradiol substituted by a beta-hydroxy group at position 16. In other words, it has hydroxyl groups at the C3, 16-beta, and 17-beta positions. It is an oxidative metabolite of 17beta-estradiol (PMID: 12865317). Epiestriol is found in all vertebrates. Epiestriol is a minor and weak endogenous estrogen. It is the 16beta-epimer of estriol (which is 16alpha-hydroxy-17beta-estradiol). Epiestriol has been used clinically in the treatment of acne. In addition to its estrogenic actions, epiestriol has been found to possess significant anti-inflammatory properties without glycogenic activity or immunosuppressive effects (PMID: 9120824). A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. [HMDB] C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
17-Epiestriol
17-Epiestriol, also known as 17alpha-estriol, belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 17-epiestriol is considered to be a steroid lipid molecule. 17-Epiestriol is a hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at the C3-beta, 16-alpha, and 17-beta positions. Estriol is a major urinary estrogen. During pregnancy, a large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. [HMDB]
16,17-Epiestriol
16,17-Epiestriol is a hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-, and 17- position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol (16-beta, 17-alpha). A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-, and 17- position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol (16-beta, 17-alpha). [HMDB]
O-Geranylvanillin
O-Geranylvanillin is found in green vegetables. O-Geranylvanillin is a constituent of rock samphire (Crithmum maritimum). Constituent of rock samphire (Crithmum maritimum). O-Geranylvanillin is found in green vegetables.
4-hydroxystradiol
4-hydroxystradiol is a metabolite of estradiol. Estradiol (E2 or 17β-estradiol, also oestradiol) is a sex hormone. Estradiol is abbreviated E2 as it has 2 hydroxyl groups in its molecular structure. Estrone has 1 (E1) and estriol has 3 (E3). Estradiol is about 10 times as potent as estrone and about 80 times as potent as estriol in its estrogenic effect. Except during the early follicular phase of the menstrual cycle, its serum levels are somewhat higher than that of estrone during the reproductive years of the human female. (Wikipedia)
1,3,5[10]-Estratriene-2,3-17 beta-triol
Psoracorylifol B
4-[(1R,2S,5S,7R)-2-ethenyl-2-methyl-5-propan-2-yl-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol is a natural product found in Helicobacter pylori with data available.
(6S,7E,9E,11E)-3-Oxo-13-apo-alpha-caroten-13-one
1beta,14-dihydroxy-13-methoxy-6,8,11,13-podocarpatetraene
14-hydroxy-13-methoxy-8,11,13-podocarpatrien-7-one
(E)-2,4-dihydroxy-3-(3,7-dimethyl-2,6-octadienyl)-6-methylbenzaldehyde|3-geranylorcylaldehyde|colletorin B
(E)-3-(3,7-dimethyl-2,6-octadienyl)-4-methoxybenzoic acid
3-(hydroxyisopent-2(E)-enyl)-5-(isopent-2-enyl)-4-hydroxyacetophenone|3--5-(isopent-2-enyl)-4-hydroxyacetophenone|4-hydroxy-5-(2-isopentenyl)-3-(4-hydroxy-2-isopentenyl)-acetophenone
Me ester-(15E,8Z)-3-Hydroxy-8,15-heptadecadiene-11,13-diynoic acid
rel-(5beta,8alpha,10alpha)-8-hydroxy-13-methylpodocarpa-9(11),13-diene-3,12-dione
Di-Me ether-(E,E)-1-(3,4-Dihydroxyphenyl)-1,3-decadien-5-one
(5beta,10alpha)-12-hydroxy-13-methoxypodocarpa-8,11,13-trien-3-one
(5beta,10alpha)-13-hydroxy-12-methoxypodocarpa-8,11,13-trien-3-one
4,12-dihydroxy-13-acetyl-19-nor-8,11,13-podocarpatriene
(Z)-2-(hexadeca-13,15-dien-2,4-diynyloxy)acetic acid|montiporic acid D
6-acyloxyfuranoeremophil-1(10)-ene|6beta-propanoyloxyeuryopsin
6beta,12-dihydroxy-13-methyl-ent-podocarp-8,11,13-trien-3-one
Estra-1,3,5(10)-triene-3,15,17-triol, (15.alpha.,17.beta.)-
(5beta,10alpha)-12-hydroxy-3,4-seco-podocarpa-4(18),8,11,13-tetraen-3-oic acid A 3-methyl ester|moluccanic acid methyl ester
3-(2-hydroxy-3-methyl-3-butenyl)-5-(3-methyl-2-butenyl)-4-hydroxyacetophenone
3,5-Bis(3-methyl-2-butenyl)-4-hydroxybenzoic acid methyl ester
5-acetyl-2-(2-hydroxyisopropyl)-7-(3,3-dimethylallyl)-2,3-dihydrobenzofuran
9,10-epoxy-16-hydroxyoctadeca-17-ene-12,14-diyne-1-al
Dendrotrifidic acid|R-(-)-16-Hydroxy-cis-9,17-octadecadien-12,14-diin-saeure
Psoracorylifol C
Estriol
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03C - Estrogens > G03CA - Natural and semisynthetic estrogens, plain G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03C - Estrogens > G03CC - Estrogens, combinations with other drugs A 3-hydroxy steroid that is estra-1,3,5(10)-trien-3-ol substituted by additional hydroxy groups at positions 16 and 17 (16alpha,17beta-stereoisomer). C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones COVID info from COVID-19 Disease Map Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS CONFIDENCE standard compound; INTERNAL_ID 2392 Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Estriol is a G protein-coupled estrogen receptor antagonist that can act on estrogen receptor-negative breast cancer cells. Estriol is a G protein-coupled estrogen receptor antagonist that can act on estrogen receptor-negative breast cancer cells.
2-Hydroxyestradiol
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
16-Epiestriol
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17-Epiestriol
A 16alpha-hydroxy steroid that is estriol in which the hydroxy group at position 17 has been epimersied from beta- to alpha- configuration. It is a metabolite of estradiol and a selective estrogen receptor beta (ER-beta) agonist.
17a-Estriol
ST 18:3;O3
A 4-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 4. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen
methyl (1R)-6-hydroxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophena nthrene-1-carboxylate
Methyl 1-[4-(2-methyl-2-propanyl)phenyl]-4-oxocyclohexanecarboxyl ate
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
Estra-1(10),2,4-triene-2,3,17-triol
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15alpha-Hydroxyestradiol
A 3-hydroxy steroid that is 17beta-estradiol substituted by an alpha-hydroxy group at position 15. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
4-[(1S,2S,5S)-5-(Hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-EN-2-YL]phenol
(8R,9S,13S,14R,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
7alpha-hydroxyestradiol
A 7alpha-hydroxy steroid that is 17beta-estradiol substituted by an alpha-hydroxy group at position 7. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
(13S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
(13S,16R,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
3-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-methoxy-2-methylcyclohexa-2,5-diene-1,4-dione
Epiestriol
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
2-Hydroxy-17beta-estradiol
A 2-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 2.
16beta-Hydroxyestradiol
A 3-hydroxy steroid that is 17beta-estradiol substituted by a beta-hydroxy group at position 16.