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CHEBI:34749 - ethisterone

ChEBI IDCHEBI:34749
ChEBI Nameethisterone
Stars
DefinitionA 17β-hydroxy steroid that is testosterone in which the 17β hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H28O2
Net Charge0
Average Mass312.453
Monoisotopic Mass312.20893
SMILES[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@@]1(O)C#C
InChIInChI=1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
InChIKeyCHNXZKVNWQUJIB-CEGNMAFCSA-N
Wikipedia
Roles Classification
Biological Roles:
progestin  A synthetic progestogen.
ChEBI Ontology
Outgoing Relation(s)
ethisterone (CHEBI:34749) has functional parent testosterone (CHEBI:17347)
ethisterone (CHEBI:34749) has role drug metabolite (CHEBI:49103)
ethisterone (CHEBI:34749) has role progestin (CHEBI:59826)
ethisterone (CHEBI:34749) is a 17β-hydroxy steroid (CHEBI:35343)
ethisterone (CHEBI:34749) is a 3-oxo-Δ4 steroid (CHEBI:47909)
ethisterone (CHEBI:34749) is a terminal acetylenic compound (CHEBI:73477)
ethisterone (CHEBI:34749) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(17α)-17-hydroxypregn-4-en-20-yn-3-one
INNs  Source
ethisteronumWHO MedNet
ethistéroneWHO MedNet
ethisteroneWHO MedNet
etisteronaWHO MedNet
Synonyms  Source
ethynyltestosteroneChemIDplus
anhydroxyprogesteroneChemIDplus
17α-ethynyltestosteroneChemIDplus
anhydrohydroxyprogesteroneChemIDplus
aethisteronChemIDplus
aethisteronumChemIDplus
Brand Names  Source
SyngestrotabsChemIDplus
NugestoralChemIDplus
ProgestoralChemIDplus
TrosinoneChemIDplus
LutocylolChemIDplus
PranoneChemIDplus
Manual XrefsDatabases
C14487KEGG COMPOUND
HMDB0060580HMDB
EthisteroneWikipedia
1084DrugCentral
Registry NumbersSources
Reaxys:1889895Reaxys
CAS:434-03-7KEGG COMPOUND
CAS:434-03-7ChemIDplus
CAS:434-03-7NIST Chemistry WebBook
Citations