CHEBI:68639 - abiraterone acetate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name abiraterone acetate
ChEBI ID CHEBI:68639
Definition A sterol ester obtained by formal condensation of the 3-hydroxy group of abiraterone with the carboxy group of acetic acid. A prodrug that is converted in vivo into abiraterone. Used for treatment of metastatic castrate-resistant prostate cancer.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H33NO2
Net Charge 0
Average Mass 391.54570
Monoisotopic Mass 391.25113
InChI InChI=1S/C26H33NO2/c1-17(28)29-20-10-12-25(2)19(15-20)6-7-21-23-9-8-22(18-5-4-14-27-16-18)26(23,3)13-11-24(21)25/h4-6,8,14,16,20-21,23-24H,7,9-13,15H2,1-3H3/t20-,21-,23-,24-,25-,26+/m0/s1
InChIKey UVIQSJCZCSLXRZ-UBUQANBQSA-N
SMILES [H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(=CC[C@@]21[H])c1cccnc1)OC(C)=O
Roles Classification
Biological Role(s): 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-alpha-hydroxylase/C17,20-lyase (EC 1.14.99.9).
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing abiraterone acetate (CHEBI:68639) has functional parent abiraterone (CHEBI:68642)
abiraterone acetate (CHEBI:68639) has role antineoplastic agent (CHEBI:35610)
abiraterone acetate (CHEBI:68639) has role EC 1.14.99.9 (steroid 17α-monooxygenase) inhibitor (CHEBI:68640)
abiraterone acetate (CHEBI:68639) has role prodrug (CHEBI:50266)
abiraterone acetate (CHEBI:68639) is a pyridines (CHEBI:26421)
abiraterone acetate (CHEBI:68639) is a sterol ester (CHEBI:35915)
IUPAC Name
17-(pyridin-3-yl)androsta-5,16-dien-3β-yl acetate
Synonyms Sources
(3β)-17-(pyridin-3-yl)androsta-5,16-dien-3-yl acetate IUPAC
17-(3-Pyridyl)-5,16-androstadien-3beta-acetate ChemIDplus
Brand Name Source
Zytiga ChEBI
Manual Xrefs Databases
4176 DrugCentral
D09701 KEGG DRUG
US2008051380 Patent
US2011201563 Patent
WO2006021776 Patent
WO2012083112 Patent
View more database links
Registry Numbers Types Sources
154229-18-2 CAS Registry Number ChemIDplus
154229-18-2 CAS Registry Number KEGG DRUG
7314563 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15150570 PubMed citation Europe PMC
16809076 PubMed citation Europe PMC
18645193 PubMed citation Europe PMC
18957947 PubMed citation Europe PMC
19189435 PubMed citation Europe PMC
19470933 PubMed citation Europe PMC
19995520 PubMed citation Europe PMC
19995526 PubMed citation Europe PMC
20050017 PubMed citation Europe PMC
20159814 PubMed citation Europe PMC
20159823 PubMed citation Europe PMC
20159824 PubMed citation Europe PMC
20225998 PubMed citation Europe PMC
20465382 PubMed citation Europe PMC
20645691 PubMed citation Europe PMC
20805462 PubMed citation Europe PMC
21171672 PubMed citation Europe PMC
21243537 PubMed citation Europe PMC
21550166 PubMed citation Europe PMC
21632851 PubMed citation Europe PMC
21731216 PubMed citation Europe PMC
21743483 PubMed citation Europe PMC
21802835 PubMed citation Europe PMC
21804589 PubMed citation Europe PMC
21836546 PubMed citation Europe PMC
21896467 PubMed citation Europe PMC
21975570 PubMed citation Europe PMC
21985170 PubMed citation Europe PMC
22123334 PubMed citation Europe PMC
22130117 PubMed citation Europe PMC
22149426 PubMed citation Europe PMC
22184395 PubMed citation Europe PMC
22198164 PubMed citation Europe PMC
22291466 PubMed citation Europe PMC
22372727 PubMed citation Europe PMC
22430753 PubMed citation Europe PMC
22526411 PubMed citation Europe PMC
22752297 PubMed citation Europe PMC
22995653 PubMed citation Europe PMC
23020788 PubMed citation Europe PMC
23023354 PubMed citation Europe PMC
Last Modified
28 April 2020