CHEBI:142773 - estetrol

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ChEBI Name estetrol
ChEBI ID CHEBI:142773
Definition A 3-hydroxy steroid that is 17β-estradiol which has been substituted at the 15α and 16α positions by two additional hydroxy groups. It is a natural estrogen produced exclusively during pregnancy by the fetal liver.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Peter D'Eustachio
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Formula C18H24O4
Net Charge 0
Average Mass 304.381
Monoisotopic Mass 304.16746
InChI InChI=1S/C18H24O4/c1-18-7-6-12-11-5-3-10(19)8-9(11)2-4-13(12)14(18)15(20)16(21)17(18)22/h3,5,8,12-17,19-22H,2,4,6-7H2,1H3/t12-,13-,14-,15-,16-,17+,18+/m1/s1
InChIKey AJIPIJNNOJSSQC-NYLIRDPKSA-N
SMILES C12=CC=C(C=C1CC[C@@]3([C@@]2(CC[C@]4([C@]3([C@H]([C@H]([C@@H]4O)O)O)[H])C)[H])[H])O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: Heikkilä, J. and Adlercreutz, H. (1970) A method for the determination of urinary 15α-hydroxyestriol and estriol: Preliminary results of 15α-hydroxyestriol determinations in pregnancy urine. Journal of Steroid Biochemistry, 1(3), 243-253.
Roles Classification
Biological Role(s): estrogen
A hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens.
estrogen receptor agonist
An agonist at the estrogen receptor.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via steroid hormone )
Application(s): oral contraceptive
A compound, usually hormonal, taken orally in order to block ovulation and prevent the occurrence of pregnancy.
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ChEBI Ontology
Outgoing estetrol (CHEBI:142773) has parent hydride estrane (CHEBI:23966)
estetrol (CHEBI:142773) has role estrogen (CHEBI:50114)
estetrol (CHEBI:142773) has role estrogen receptor agonist (CHEBI:63951)
estetrol (CHEBI:142773) has role human metabolite (CHEBI:77746)
estetrol (CHEBI:142773) has role human xenobiotic metabolite (CHEBI:76967)
estetrol (CHEBI:142773) has role oral contraceptive (CHEBI:49325)
estetrol (CHEBI:142773) is a 15α-hydroxy steroid (CHEBI:83147)
estetrol (CHEBI:142773) is a 16α-hydroxy steroid (CHEBI:16799)
estetrol (CHEBI:142773) is a 17β-hydroxy steroid (CHEBI:35343)
estetrol (CHEBI:142773) is a 3-hydroxy steroid (CHEBI:36834)
estetrol (CHEBI:142773) is a steroid hormone (CHEBI:26764)
IUPAC Name
estra-1(10),2,4-triene-3,15α,16α,17β-tetrol
INNs Sources
estetrol WHO MedNet
estetrol WHO MedNet
estétrol WHO MedNet
estetrolum WHO MedNet
Synonyms Sources
(15α,16α,17β)-estra-1(10),2,4-triene-3,15,16,17-tetrol ChEBI
(8R,9S,13S,14S,15R,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol PDBeChem
15α-hydroxyestriol ChEBI
3,15α,16α,17β-tetrahydroxyestra-1,3,5(10)-triene ChEBI
estra-1,3,5(10)-triene-3,15α,16α,17β-tetrol PDBeChem
oestetrol ChEBI
Brand Name Source
Donesta ChEBI
Manual Xrefs Databases
4OH PDBeChem
DB12235 DrugBank
EP2383279 Patent
Estetrol Wikipedia
View more database links
Registry Number Type Source
15183-37-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
13 December 2018