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CHEBI:50743 - cyproterone acetate

ChEBI IDCHEBI:50743
ChEBI Namecyproterone acetate
Stars
DefinitionA steroid ester resulting from the formal condensation of the carboxy group of acetic acid with the 17-hydroxy group of cyproterone. It is an antiandrogenic drug which has recently been recognized to promote the occurrence and growth of intracranial meningiomas.
Secondary ChEBI IDsCHEBI:31451, CHEBI:47297, CHEBI:336019
Last Modified7 October 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC24H29ClO4
Net Charge0
Average Mass416.945
Monoisotopic Mass416.17544
SMILES[H][C@@]12C=C(Cl)C3=CC(=O)[C@]4([H])C[C@]4([H])[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1(OC(C)=O)C(C)=O
InChIInChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1
InChIKeyUWFYSQMTEOIJJG-FDTZYFLXSA-N
Wikipedia
Roles Classification
Biological Roles:
progestin  A synthetic progestogen.
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
Applications:
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
cyproterone acetate (CHEBI:50743) has functional parent cyproterone (CHEBI:50742)
cyproterone acetate (CHEBI:50743) has role androgen antagonist (CHEBI:35497)
cyproterone acetate (CHEBI:50743) has role geroprotector (CHEBI:176497)
cyproterone acetate (CHEBI:50743) has role progestin (CHEBI:59826)
cyproterone acetate (CHEBI:50743) is a 20-oxo steroid (CHEBI:36885)
cyproterone acetate (CHEBI:50743) is a 3-oxo-Δ4 steroid (CHEBI:47909)
cyproterone acetate (CHEBI:50743) is a acetate ester (CHEBI:47622)
cyproterone acetate (CHEBI:50743) is a chlorinated steroid (CHEBI:77175)
cyproterone acetate (CHEBI:50743) is a steroid ester (CHEBI:47880)
IUPAC Name 
6-chloro-3,20-dioxo-1β,2β-dihydro-3'H-cyclopropa[1,2]pregna-4,6-dien-17-yl acetate
Synonyms  Source
(1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetateIUPAC
CYPROTERONE ACETATEPDBeChem
Cyproterone 17-O-acetateChemIDplus
acetic acid (8R,9S,10S,13S,14S,17R)-17-acetyl-6-(S)-chloro-10,13-dimethyl-3-(R)-oxo-1,2,3,8,9,10,11,12,13,14,15,16,17,20-tetradecahydro-cyclopropa[1,2]cyclopenta[a]phenanthren-17-yl esterChEMBL
(1β,2β)-17-(acetyloxy)-6-chloro-1,2-dihydro-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dioneChEBI
SH 714ChemIDplus
Brand Names  Source
AndrocurDrugBank
Apo-cyproteroneDrugBank
CyprostatChemIDplus
Manual XrefsDatabases
CA4PDBeChem
DE1189991Patent
US3234093Patent
DB04839DrugBank
D01368KEGG DRUG
Cyproterone_AcetateWikipedia
766DrugCentral
9496ChemSpider
Registry NumbersSources
Beilstein:2342172Beilstein
CAS:427-51-0ChemIDplus
Citations