CHEBI:16469 - 17β-estradiol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 17β-estradiol
ChEBI ID CHEBI:16469
ChEBI ASCII Name 17beta-estradiol
Definition The 17β-isomer of estradiol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:23963, CHEBI:42475, CHEBI:4864, CHEBI:14219
Supplier Information
Save molfile Download Molfile
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C18H24O2
Net Charge 0
Average Mass 272.38200
Monoisotopic Mass 272.178
InChI InChI=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
InChIKey VOXZDWNPVJITMN-ZBRFXRBCSA-N
SMILES [H][C@]12CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CCc1cc(O)ccc21
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Daphnia magna (NCBI:35525) See: Changes in the Metabolic Elimination Profile of Testosterone Following Exposure of the Crustacean Daphnia magna to TributyltinGerald A. LeBlanc and James B. McLachlanEcotoxicology and Environmental Safety 45, 296-303 (2000)
Homo sapiens (NCBI:9606) See: DOI
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.
(via estradiol )
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via estradiol )
EC 1.2.3.1 (aldehyde oxidase) inhibitor
An EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor which interferes with the action of aldehyde oxidase (EC 1.2.3.1).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 17β-estradiol (CHEBI:16469) has role Daphnia magna metabolite (CHEBI:83056)
17β-estradiol (CHEBI:16469) has role EC 1.2.3.1 (aldehyde oxidase) inhibitor (CHEBI:62872)
17β-estradiol (CHEBI:16469) has role estrogen (CHEBI:50114)
17β-estradiol (CHEBI:16469) has role human metabolite (CHEBI:77746)
17β-estradiol (CHEBI:16469) has role mouse metabolite (CHEBI:75771)
17β-estradiol (CHEBI:16469) is a 17β-hydroxy steroid (CHEBI:35343)
17β-estradiol (CHEBI:16469) is a estradiol (CHEBI:23965)
Incoming 11β-hydroxy-17β-estradiol (CHEBI:62848) has functional parent 17β-estradiol (CHEBI:16469)
15α-hydroxyestradiol (CHEBI:87593) has functional parent 17β-estradiol (CHEBI:16469)
16β-hydroxyestradiol (CHEBI:87620) has functional parent 17β-estradiol (CHEBI:16469)
17α-ethynylestradiol (CHEBI:4903) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 17-glucosiduronic acid (CHEBI:791) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 3-benzoate (CHEBI:77006) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 3-glucosiduronic acid (CHEBI:36489) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 3-sulfate (CHEBI:4866) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 3-sulfate 17-(β-D-glucosiduronic acid) (CHEBI:792) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 6-O-(carboxymethyl)oxime (CHEBI:42319) has functional parent 17β-estradiol (CHEBI:16469)
2-hydroxy-17β-estradiol (CHEBI:28744) has functional parent 17β-estradiol (CHEBI:16469)
2-methoxy-17β-estradiol (CHEBI:28955) has functional parent 17β-estradiol (CHEBI:16469)
2-methoxy-17β-estradiol 3-sulfate (CHEBI:1188) has functional parent 17β-estradiol (CHEBI:16469)
4-hydroxy-17β-estradiol (CHEBI:62845) has functional parent 17β-estradiol (CHEBI:16469)
6α-hydroxy-17β-estradiol (CHEBI:62847) has functional parent 17β-estradiol (CHEBI:16469)
6β-[N-(carboxymethylamino)carbonyl]methoxy-17β-estradiol (CHEBI:62852) has functional parent 17β-estradiol (CHEBI:16469)
6β-hydroxy-17β-estradiol (CHEBI:16784) has functional parent 17β-estradiol (CHEBI:16469)
7α-hydroxyestradiol (CHEBI:87598) has functional parent 17β-estradiol (CHEBI:16469)
estramustine (CHEBI:4868) has functional parent 17β-estradiol (CHEBI:16469)
mestranol (CHEBI:6784) has functional parent 17β-estradiol (CHEBI:16469)
quinestrol (CHEBI:8716) has functional parent 17β-estradiol (CHEBI:16469)
U-73122 (CHEBI:90690) has functional parent 17β-estradiol (CHEBI:16469)
IUPAC Name
estra-1,3,5(10)-triene-3,17β-diol
Synonyms Sources
(17β)-estra-1,3,5(10)-triene-3,17-diol ChemIDplus
17beta oestradiol ChEBI
17β-estra-1,3,5(10)-triene-3,17-diol NIST Chemistry WebBook
17β-estradiol UniProt
17β-estradiol NIST Chemistry WebBook
17β-oestradiol NIST Chemistry WebBook
beta-Estradiol KEGG COMPOUND
cis-estradiol NIST Chemistry WebBook
Estradiol KEGG COMPOUND
ESTRADIOL PDBeChem
Estradiol-17beta KEGG COMPOUND
Estradiol-17beta KEGG COMPOUND
Database Links Databases
C00951 KEGG COMPOUND
D00105 KEGG DRUG
DB00783 DrugBank
EST PDBeChem
Estradiol Wikipedia
HMDB00151 HMDB
LMST02010001 LIPID MAPS
LSM-2421 LINCS
View more database links
Registry Numbers Types Sources
1914275 Reaxys Registry Number Reaxys
1914275 Beilstein Registry Number Beilstein
290805 Gmelin Registry Number Gmelin
50-28-2 CAS Registry Number KEGG COMPOUND
50-28-2 CAS Registry Number ChemIDplus
50-28-2 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10438974 PubMed citation Europe PMC
14681337 PubMed citation Europe PMC
23901460 PubMed citation Europe PMC
24449492 PubMed citation Europe PMC
3621671 PubMed citation Europe PMC
Last Modified
24 February 2016