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CHEBI:17160 - 17α-estradiol

ChEBI IDCHEBI:17160
ChEBI Name17α-estradiol
Stars
ASCII Name17alpha-estradiol
DefinitionAn estradiol that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17 (the 17α stereoisomer).
Secondary ChEBI IDsCHEBI:4862, CHEBI:14217, CHEBI:23961
Last Modified23 September 2021
DownloadsMolfile
FormulaC18H24O2
Net Charge0
Average Mass272.388
Monoisotopic Mass272.17763
SMILES[H][C@@]12CCc3cc(O)ccc3[C@@]1([H])CC[C@]1(C)[C@H](O)CC[C@@]21[H]
InChIInChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
InChIKeyVOXZDWNPVJITMN-SFFUCWETSA-N
Wikipedia
Roles Classification
Biological Roles:
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  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.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
17α-estradiol (CHEBI:17160) has role estrogen (CHEBI:50114)
17α-estradiol (CHEBI:17160) has role geroprotector (CHEBI:176497)
17α-estradiol (CHEBI:17160) is a 17α-hydroxy steroid (CHEBI:35342)
17α-estradiol (CHEBI:17160) is a 3-hydroxy steroid (CHEBI:36834)
17α-estradiol (CHEBI:17160) is a estradiol (CHEBI:23965)
Incoming Relation(s)
17α-(N-acetyl-D-glucosaminyl)estradiol 3-glucosiduronic acid (CHEBI:16129) has functional parent 17α-estradiol (CHEBI:17160)
17α-(N-acetyl-α-D-glucosaminyl)estradiol 3-glucuronoside (CHEBI:73201) has functional parent 17α-estradiol (CHEBI:17160)
17α-estradiol 17-O-(β-D-glucuronide) (CHEBI:137490) has functional parent 17α-estradiol (CHEBI:17160)
17α-estradiol 3-glucosiduronic acid (CHEBI:15822) has functional parent 17α-estradiol (CHEBI:17160)
IUPAC Name 
estra-1,3,5(10)-triene-3,17α-diol
INNs  Source
alfatradiolWHO MedNet
alfatradiolWHO MedNet
alfatradiolWHO MedNet
alfatradiolumWHO MedNet
Synonyms  Source
Estradiol-17alphaKEGG COMPOUND
17alpha-EstradiolKEGG COMPOUND
estra-1,3,5(10)trien-3,17alpha-diolChEBI
α-estradiolChemIDplus
17α-oestradiolChEBI
3,17α-dihydroxyestra-1,3,5(10)-trieneHMDB
UniProt Name  Source
17α-estradiolUniProt
Manual XrefsDatabases
C02537KEGG COMPOUND
C02537KEGG COMPOUND
LMST02010029LIPID MAPS
HMDB0000429HMDB
D07121KEGG DRUG
LSM-36371LINCS
61840ChemSpider
CPD-351MetaCyc
17%CE%B1-EstradiolWikipedia
FDB011524FooDB
Registry NumbersSources
Beilstein:2698044Beilstein
Gmelin:2190991Gmelin
CAS:57-91-0KEGG COMPOUND
CAS:57-91-0ChemIDplus
CAS:57-91-0NIST Chemistry WebBook
Citations