CHEBI:34749 - ethisterone

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ChEBI Name ethisterone
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H28O2
Net Charge 0
Average Mass 312.44580
Monoisotopic Mass 312.209
InChI InChI=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
SMILES C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@]2(O)C#C
Roles Classification
Biological Role(s): progestin
A synthetic progestogen.
drug metabolite

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ChEBI Ontology
Outgoing 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)
INNs Sources
ethisterone WHO MedNet
ethistérone WHO MedNet
ethisteronum WHO MedNet
etisterona WHO MedNet
Synonyms Sources
17-β-hydroxy-17-α-ethynyl-4-androsten-3-one NIST Chemistry WebBook
17-ethynyl-17β-hydroxyandrost-4-en-3-one NIST Chemistry WebBook
17-hydroxy-17α-pregn-4-en-20-yn-3-one NIST Chemistry WebBook
17α-ethinyltestosterone ChemIDplus
17α-ethynyl-17β-hydroxyandrost-4-en-3-one NIST Chemistry WebBook
17α-ethynyltestosterone ChemIDplus
aethisteron ChemIDplus
aethisteronum ChemIDplus
anhydrohydroxyprogesterone ChemIDplus
anhydroxyprogesterone ChemIDplus
ethynyltestosterone ChemIDplus
Brand Names Sources
Lutocylol ChemIDplus
Nugestoral ChemIDplus
Ora-Lutin ChemIDplus
Pranone ChemIDplus
Prodroxan NIST Chemistry WebBook
Produxan NIST Chemistry WebBook
Progestab NIST Chemistry WebBook
Progestoral ChemIDplus
Syngestrotabs ChemIDplus
Trosinone ChemIDplus
Database Links Databases
1084 DrugCentral
Ethisterone Wikipedia
HMDB0060580 HMDB
View more database links
Registry Numbers Types Sources
1889895 Reaxys Registry Number Reaxys
434-03-7 CAS Registry Number KEGG COMPOUND
434-03-7 CAS Registry Number NIST Chemistry WebBook
434-03-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13494335 PubMed citation Europe PMC
374128 PubMed citation Europe PMC
8327560 PubMed citation Europe PMC
Last Modified
22 February 2017