CHEBI:5062 - finasteride

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ChEBI Name finasteride
Definition An aza-steroid that is a synthetic drug for the treatment of benign prostatic hyperplasia.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H36N2O2
Net Charge 0
Average Mass 372.545
Monoisotopic Mass 372.27768
InChI InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1
SMILES C1=CC(N[C@]2([C@]1([C@@]3([C@@](CC2)([C@]4([C@](CC3)([C@](CC4)(C(NC(C)(C)C)=O)[H])C)[H])[H])[H])C)[H])=O
Roles Classification
Biological Role(s): EC [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor
An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of of 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+), EC, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5alpha-dihydrotestosterone.
androgen antagonist
A compound which inhibits or antagonises the biosynthesis or actions of androgens.
Application(s): antihyperplasia drug
A drug used for the treatment of hyperplasia (increaced cell production within an organ or tissue).
androgen antagonist
A compound which inhibits or antagonises the biosynthesis or actions of androgens.
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ChEBI Ontology
Outgoing finasteride (CHEBI:5062) has parent hydride 5α-androstane (CHEBI:28859)
finasteride (CHEBI:5062) has role androgen antagonist (CHEBI:35497)
finasteride (CHEBI:5062) has role antihyperplasia drug (CHEBI:59844)
finasteride (CHEBI:5062) has role EC [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor (CHEBI:50781)
finasteride (CHEBI:5062) is a δ-lactam (CHEBI:77727)
finasteride (CHEBI:5062) is a 3-oxo steroid (CHEBI:47788)
finasteride (CHEBI:5062) is a aza-steroid (CHEBI:35726)
INNs Sources
finasterida DrugBank
finasteride KEGG DRUG
finasteridum DrugBank
Synonym Source
(5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide ChemIDplus
Manual Xrefs Databases
1171 DrugCentral
DB01216 DrugBank
EP155096 Patent
Finasteride Wikipedia
HMDB0001984 HMDB
US4760071 Patent
View more database links
Registry Numbers Types Sources
4269024 Reaxys Registry Number Reaxys
4269024 Beilstein Registry Number Beilstein
98319-26-7 CAS Registry Number ChemIDplus
98319-26-7 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
15956333 PubMed citation Europe PMC
23552442 PubMed citation Europe PMC
Last Modified
10 May 2018