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CHEBI:68642 - abiraterone

ChEBI IDCHEBI:68642
ChEBI Nameabiraterone
Stars
DefinitionA 3β-sterol that is androsta-5,16-dien-3β-ol substituted at position 17 by a 3-pyridyl group. Administered as the O-acetate, it is used for treatment of metastatic castrate-resistant prostate cancer.
Last Modified17 January 2023
SubmitterSteve
DownloadsMolfile
FormulaC24H31NO
Net Charge0
Average Mass349.518
Monoisotopic Mass349.24056
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(c3cccnc3)=CC[C@@]21[H]
InChIInChI=1S/C24H31NO/c1-23-11-9-18(26)14-17(23)5-6-19-21-8-7-20(16-4-3-13-25-15-16)24(21,2)12-10-22(19)23/h3-5,7,13,15,18-19,21-22,26H,6,8-12,14H2,1-2H3/t18-,19-,21-,22-,23-,24+/m0/s1
InChIKeyGZOSMCIZMLWJML-VJLLXTKPSA-N
Wikipedia
Roles Classification
Biological Role:
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor  An EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of cytochrome P450 17-α-hydroxylase/C17,20-lyase (EC 1.14.99.9).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
abiraterone (CHEBI:68642) has parent hydride androstane (CHEBI:35509)
abiraterone (CHEBI:68642) has role antineoplastic agent (CHEBI:35610)
abiraterone (CHEBI:68642) has role EC 1.14.99.9 (steroid 17α-monooxygenase) inhibitor (CHEBI:68640)
abiraterone (CHEBI:68642) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
abiraterone (CHEBI:68642) is a 3β-sterol (CHEBI:35348)
abiraterone (CHEBI:68642) is a pyridines (CHEBI:26421)
Incoming Relation(s)
abiraterone acetate (CHEBI:68639) has functional parent abiraterone (CHEBI:68642)
IUPAC Name 
17-(pyridin-3-yl)androsta-5,16-dien-3β-ol
INN  Source
abirateroneChemIDplus
Synonyms  Source
17-(3-Pyridyl)androsta-5,16-dien-3beta-olChemIDplus
(3β)-17-(pyridin-3-yl)androsta-5,16-dien-3-olIUPAC
Manual XrefsDatabases
AERPDBeChem
WO2012083112Patent
EP1336602Patent
US5604213Patent
US2011034428Patent
AbirateroneWikipedia
Registry NumbersSources
Reaxys:7309269Reaxys
CAS:154229-19-3ChemIDplus
Citations