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CHEBI:42156 - 17-epiestriol

ChEBI IDCHEBI:42156
ChEBI Name17-epiestriol
Stars
DefinitionA 16α-hydroxy steroid that is estriol in which the hydroxy group at position 17 has been epimersied from β- to α- configuration. It is a metabolite of estradiol and a selective estrogen receptor beta (ER-β) agonist.
Last Modified10 July 2017
DownloadsMolfile
FormulaC18H24O3
Net Charge0
Average Mass288.387
Monoisotopic Mass288.17254
SMILES[H][C@@]12CCc3cc(O)ccc3[C@@]1([H])CC[C@]1(C)[C@H](O)[C@H](O)C[C@@]21[H]
InChIInChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17-,18+/m1/s1
InChIKeyPROQIPRRNZUXQM-PNVOZDDCSA-N
Wikipedia
Roles Classification
Biological Roles:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
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.
ChEBI Ontology
Outgoing Relation(s)
17-epiestriol (CHEBI:42156) has parent hydride estrane (CHEBI:23966)
17-epiestriol (CHEBI:42156) has role estrogen (CHEBI:50114)
17-epiestriol (CHEBI:42156) has role estrogen receptor agonist (CHEBI:63951)
17-epiestriol (CHEBI:42156) has role human urinary metabolite (CHEBI:84087)
17-epiestriol (CHEBI:42156) is a 16α-hydroxy steroid (CHEBI:16799)
17-epiestriol (CHEBI:42156) is a 17α-hydroxy steroid (CHEBI:35342)
17-epiestriol (CHEBI:42156) is a 3-hydroxy steroid (CHEBI:36834)
Incoming Relation(s)
17-epiestriol 16-O-(β-D-glucuronide) (CHEBI:137706) has functional parent 17-epiestriol (CHEBI:42156)
17-epiestriol 17-O-(β-D-glucuronide) (CHEBI:137702) has functional parent 17-epiestriol (CHEBI:42156)
17-epiestriol 3-O-(β-D-glucuronide) (CHEBI:137701) has functional parent 17-epiestriol (CHEBI:42156)
IUPAC Name 
estra-1(10),2,4-triene-3,16α,17α-triol
Synonyms  Source
(16α,17α)-estra-1(10),2,4-triene-3,16,17-triolIUPAC
17-epiestriolLIPID MAPS
17α-estriolChemIDplus
1,3,5(10)-estratriene-3,16α,17α-triolChEBI
3,16α,17α-trihydroxy-1,3,5(10)-estratrieneChEBI
16α-hydroxy-17α-estradiolChEBI
UniProt Name  Source
16α,17α-estriolUniProt
Manual XrefsDatabases
E3OPDBeChem
LMST02010049LIPID MAPS
HMDB0000356HMDB
17-epiestriolWikipedia
Registry NumbersSources
Reaxys:2622737Reaxys
CAS:1228-72-4ChemIDplus
Citations