CHEBI:50743 - cyproterone acetate

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ChEBI Name cyproterone acetate
ChEBI ID CHEBI:50743
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:336019, CHEBI:47297, CHEBI:31451
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Formula C24H29ClO4
Net Charge 0
Average Mass 416.940
Monoisotopic Mass 416.17544
InChI InChI=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
InChIKey UWFYSQMTEOIJJG-FDTZYFLXSA-N
SMILES [H][C@@]12C[C@]1([H])[C@@]1(C)C(=CC2=O)C(Cl)=C[C@@]2([H])[C@]3([H])CC[C@](OC(C)=O)(C(C)=O)[C@@]3(C)CC[C@]12[H]
Roles Classification
Biological Role(s): androgen antagonist
A compound which inhibits or antagonises the biosynthesis or actions of androgens.
progestin
A synthetic progestogen.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(1β,2β)-17-(acetyloxy)-6-chloro-1,2-dihydro-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione ChEBI
(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 acetate IUPAC
1,2α-methylene-6-chloro-17α-acetoxy-4,6-pregnadiene-3,20-dione ChEBI
1,2α-methylene-6-chloro-Δ4,6-pregnadien-17α-ol-3,20-dione acetate ChEBI
1,2α-methylene-6-chloro-pregna-4,6-diene-3,20-dione 17α-acetate ChemIDplus
17α-acetoxy-6-chloro-1α,2α-methylenepregna-4,6-diene-3,20-dione ChEBI
6-chloro-1,2α-methylene-17α-hydroxy-Δ6-progesterone acetate ChemIDplus
6-chloro-1,2α-methylene-6-dehydro-17α-hydroxyprogesterone acetate ChemIDplus
6-chloro-17-hydroxy-1α,2α-methylenepregna-4,6-diene-3,20-dione acetate ChemIDplus
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 ester ChEMBL
Cyproterone 17-O-acetate ChemIDplus
cyproterone 17α-acetate ChemIDplus
CYPROTERONE ACETATE PDBeChem
SH 714 ChemIDplus
Brand Names Sources
Androcur DrugBank
Apo-cyproterone Deprecated term DrugBank
Cyprostat ChemIDplus
Manual Xrefs Databases
766 DrugCentral
9496 ChemSpider
CA4 PDBeChem
Cyproterone_Acetate Wikipedia
D01368 KEGG DRUG
DB04839 DrugBank
DE1189991 Patent
US3234093 Patent
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Registry Numbers Types Sources
2342172 Beilstein Registry Number Beilstein
427-51-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
07 October 2021