CHEBI:4903 - 17α-ethynylestradiol

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ChEBI Name 17α-ethynylestradiol
ChEBI ID CHEBI:4903
ChEBI ASCII Name 17alpha-ethynylestradiol
Definition A 3-hydroxy steroid that is estradiol substituted by a ethynyl group at position 17. It is a xenoestrogen synthesized from estradiol and has been shown to exhibit high estrogenic potency on oral administration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H24O2
Net Charge 0
Average Mass 296.40336
Monoisotopic Mass 296.178
InChI InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChIKey BFPYWIDHMRZLRN-SLHNCBLASA-N
SMILES [H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc1cc(O)ccc21
Roles Classification
Biological Role(s): xenoestrogen
A synthetic or semi-synthetic compound that has oestrogenic activity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 17α-ethynylestradiol (CHEBI:4903) has functional parent 17β-estradiol (CHEBI:16469)
17α-ethynylestradiol (CHEBI:4903) has functional parent estradiol (CHEBI:23965)
17α-ethynylestradiol (CHEBI:4903) has role xenoestrogen (CHEBI:76988)
17α-ethynylestradiol (CHEBI:4903) is a 17-hydroxy steroid (CHEBI:36838)
17α-ethynylestradiol (CHEBI:4903) is a 3-hydroxy steroid (CHEBI:36834)
17α-ethynylestradiol (CHEBI:4903) is a terminal acetylenic compound (CHEBI:73477)
IUPAC Name
17α-ethynylestra-1,3,5(10)-triene-3,17β-diol
Synonyms Sources
17-ethinyl-3,17-estradiol ChemIDplus
17-ethinyl-3,17-oestradiol ChemIDplus
17-ethinylestradiol ChemIDplus
17alpha-Ethinyl estradiol KEGG COMPOUND
Ethinyl estradiol KEGG COMPOUND
Ethinylestradiol KEGG COMPOUND
ethinyloestradiol ChemIDplus
Ethynyl estradiol KEGG COMPOUND
Database Links Databases
C07534 KEGG COMPOUND
D00554 KEGG DRUG
DB00977 DrugBank
HMDB01926 HMDB
LMST02010036 LIPID MAPS
LSM-5593 LINCS
View more database links
Registry Numbers Types Sources
2419975 Beilstein Registry Number ChemIDplus
2419975 Reaxys Registry Number Reaxys
57-63-6 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
20189629 PubMed citation Europe PMC
Last Modified
25 February 2016