Preferred Name

dutasteride

Synonyms

N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide

(5alpha,17beta)-N-(2,5-bis(trifluoromethyl)phenyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide

alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxy-2',5'-xylidide

Definitions

An aza-steroid that is inasteride in which the tert-butyl group is replaced by a 2,5-bis(trifluoromethyl)phenyl group. A synthetic 4-azasteroid, dutasteride is a selective inhibitor of both the type 1 and type 2 isoforms of steroid 5alpha-reductase, an intracellular enzyme that converts testosterone to 5alpha-dihydrotestosterone. Dutasteride is used for the treatment of symptomatic benign prostatic hyperplasia in men with an enlarged prostate gland.

ID

http://purl.obolibrary.org/obo/CHEBI_521033

charge

0

database_cross_reference

KEGG:D03820

DrugBank:DB01126

Wikipedia:Dutasteride

CAS:164656-23-9

Patent:WO9507927

Beilstein:7401530

Drug_Central:973

definition

An aza-steroid that is inasteride in which the tert-butyl group is replaced by a 2,5-bis(trifluoromethyl)phenyl group. A synthetic 4-azasteroid, dutasteride is a selective inhibitor of both the type 1 and type 2 isoforms of steroid 5alpha-reductase, an intracellular enzyme that converts testosterone to 5alpha-dihydrotestosterone. Dutasteride is used for the treatment of symptomatic benign prostatic hyperplasia in men with an enlarged prostate gland.

formula

C27H30F6N2O2

has parent hydride

http://purl.obolibrary.org/obo/CHEBI_28859

has role

http://purl.obolibrary.org/obo/CHEBI_50781

http://purl.obolibrary.org/obo/CHEBI_59844

has_exact_synonym

N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide

has_obo_namespace

chebi_ontology

has_related_synonym

(5alpha,17beta)-N-(2,5-bis(trifluoromethyl)phenyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide

alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxy-2',5'-xylidide

id

CHEBI:521033

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1

inchikey

JWJOTENAMICLJG-QWBYCMEYSA-N

label

dutasteride

mass

528.531

monoisotopicmass

528.22115

notation

CHEBI:521033

prefLabel

dutasteride

smiles

C=1C(N[C@]2([C@@](C1)(C)[C@]3(CC[C@@]4([C@](CC[C@]4([C@]3([H])CC2)[H])(C(=O)NC5=CC(=CC=C5C(F)(F)F)C(F)(F)F)[H])C)[H])[H])=O

treeView

http://purl.obolibrary.org/obo/CHEBI_77727

http://purl.obolibrary.org/obo/CHEBI_35726

http://purl.obolibrary.org/obo/CHEBI_83565

subClassOf

http://purl.obolibrary.org/obo/CHEBI_77727

http://purl.obolibrary.org/obo/CHEBI_35726

http://purl.obolibrary.org/obo/CHEBI_83565

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http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47503 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47503 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47503 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47503 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47503 NCIT LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C47503 NCIT LOOM
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http://phenomebrowser.net/ontologies/mesh/mesh.owl#C108373 RH-MESH LOOM
http://purl.obolibrary.org/obo/DDO.owl#DDO_0004621 DDO LOOM
http://purl.obolibrary.org/obo/DDO.owl#DDO_0004621 DMTO LOOM
http://www.semanticweb.org/ontologies/2018/1/ProstateCancer.owl#dutasteride PCAO LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000148790 NDFRT LOOM
http://purl.jp/bio/4/id/200906017639116383 IOBC LOOM
http://purl.jp/bio/4/id/200906017639116383 IOBC LOOM
http://purl.jp/bio/4/id/200906017639116383 IOBC LOOM
http://purl.jp/bio/4/id/200906017639116383 IOBC LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000479183 PDQ LOOM
http://stirdf.jst.go.jp/id/200907068774861843 IOBC LOOM
http://stirdf.jst.go.jp/id/200907068774861843 IOBC LOOM
http://stirdf.jst.go.jp/id/200907068774861843 IOBC LOOM
http://stirdf.jst.go.jp/id/200907068774861843 IOBC LOOM
http://purl.obolibrary.org/obo/CHEBI_521033 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_521033 BIOMODELS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_521033 DINTO LOOM
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http://purl.obolibrary.org/obo/CHEBI_521033 DRON SAME_URI
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http://purl.bioontology.org/ontology/MESH/D000068538 MESH LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/385572003 SNOMEDCT LOOM
http://purl.bioontology.org/ontology/VANDF/4021371 VANDF LOOM
http://purl.bioontology.org/ontology/RXNORM/228790 RXNORM LOOM
http://www.drugbank.ca/drugs/DB01126 FTC LOOM