EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:4903 - 17α-ethynylestradiol

ChEBI IDCHEBI:4903
ChEBI Name17α-ethynylestradiol
Stars
ASCII Name17alpha-ethynylestradiol
DefinitionA 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.
Last Modified6 September 2018
DownloadsMolfile
FormulaC20H24O2
Net Charge0
Average Mass296.410
Monoisotopic Mass296.17763
SMILES[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])c3ccc(O)cc3CC[C@@]21[H]
InChIInChI=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
InChIKeyBFPYWIDHMRZLRN-SLHNCBLASA-N
Roles Classification
Biological Role:
xenoestrogen  A synthetic or semi-synthetic compound that has oestrogenic activity.
Application:
xenoestrogen  A synthetic or semi-synthetic compound that has oestrogenic activity.
ChEBI Ontology
Outgoing Relation(s)
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)
Incoming Relation(s)
17α-ethynylestradiol 3-sulfate (CHEBI:136600) has functional parent 17α-ethynylestradiol (CHEBI:4903)
IUPAC Name 
17α-ethynylestra-1,3,5(10)-triene-3,17β-diol
Synonyms  Source
Ethynyl estradiolKEGG COMPOUND
17alpha-Ethinyl estradiolKEGG COMPOUND
Ethinyl estradiolKEGG COMPOUND
EthinylestradiolKEGG COMPOUND
17-ethinyl-3,17-estradiolChemIDplus
17-ethinylestradiolChemIDplus
UniProt Name  Source
17α-ethynylestradiolUniProt
Manual XrefsDatabases
C07534KEGG COMPOUND
DB00977DrugBank
LMST02010036LIPID MAPS
HMDB0001926HMDB
D00554KEGG DRUG
LSM-5593LINCS
1082DrugCentral
1887VSDB
Registry NumbersSources
Reaxys:2419975Reaxys
CAS:57-63-6KEGG COMPOUND
CAS:57-63-6ChemIDplus
Citations