CHEBI:47519 - ketoconazole

ChEBI IDCHEBI:47519
ChEBI Nameketoconazole
Stars
DefinitionA racemate consisting of equimolar amounts of (2R,4S)- and (2S,4R)-ketoconazole.
Secondary ChEBI IDCHEBI:6126
Last Modified1 October 2025
FormulaC26H28Cl2N4O4
Net Charge0
Average Mass531.440
Monoisotopic Mass530.14876
Roles Classification
Biological Roles:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ergosterol biosynthesis inhibitor  Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ergosterol biosynthesis inhibitor  Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Applications:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
ketoconazole (CHEBI:47519) has part (2R,4S)-ketoconazole (CHEBI:48336)
ketoconazole (CHEBI:47519) has part (2S,4R)-ketoconazole (CHEBI:47518)
ketoconazole (CHEBI:47519) is a conazole antifungal drug (CHEBI:87071)
ketoconazole (CHEBI:47519) is a imidazole antifungal drug (CHEBI:87069)
ketoconazole (CHEBI:47519) is a racemate (CHEBI:60911)
IUPAC Name 
rac-1-acetyl-4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine
INNs  Source
ketoconazoleChemIDplus
ketoconazolumChemIDplus
kétoconazoleWHO MedNet
ketoconazolWHO MedNet
Synonyms  Source
(±)-cis-1-acetyl-4-(p-((2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazineChemIDplus
cis-1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazineChemIDplus
Brand Names  Source
NizoralKEGG DRUG
FungarestDrugBank
XolegelKEGG DRUG
FungoralDrugBank
KetodermDrugBank
KetoisdinDrugBank
Manual XrefsDatabases
D00351KEGG DRUG
DB01026DrugBank
US4144346Patent
DE2804096Patent
HMDB0012242HMDB
Registry NumbersSources
Beilstein:4303081Beilstein
Gmelin:1713206Gmelin
CAS:65277-42-1KEGG DRUG
CAS:65277-42-1ChemIDplus