CHEBI:5062 - finasteride

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name finasteride
ChEBI ID CHEBI:5062
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.
Supplier Information ChemicalBook:CB5363672, eMolecules:477983, ZINC000000000954
Download Molfile XML SDF
more structures >>
Wikipedia License
Anisomycin, also known as flagecidin, is an antibiotic produced by Streptomyces griseolus which inhibits eukaryotic protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis. Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.
Read full article at Wikipedia
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
InChIKey DBEPLOCGEIEOCV-WSBQPABSSA-N
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 1.3.1.22 [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 1.3.1.22, 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.
View more via ChEBI Ontology
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 1.3.1.22 [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)
IUPAC Name
N-tert-butyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide
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
D00321 KEGG DRUG
DB01216 DrugBank
EP155096 Patent
Finasteride Wikipedia
HMDB0001984 HMDB
LSM-1999 LINCS
US4760071 Patent
View more database links
Registry Numbers Types Sources
4269024 Reaxys Registry Number Reaxys
98319-26-7 CAS Registry Number ChemIDplus
98319-26-7 CAS Registry Number KEGG DRUG
Citations Types Sources
15956333 PubMed citation Europe PMC
23552442 PubMed citation Europe PMC
Last Modified
10 May 2018