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.
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.
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.
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
ketoconazolWHO MedNet
ketoconazoleChemIDplus
kétoconazoleWHO MedNet
ketoconazolumChemIDplus
Synonyms  Source
cis-1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazineChemIDplus
(±)-cis-1-acetyl-4-(p-((2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazineChemIDplus
Brand Names  Source
FungarestDrugBank
FungoralDrugBank
KetodermDrugBank
KetoisdinDrugBank
NizoralKEGG DRUG
PanfungolDrugBank
Manual XrefsDatabases
D00351KEGG DRUG
DB01026DrugBank
DE2804096Patent
HMDB0012242HMDB
US4144346Patent
Registry NumbersSources
Gmelin:1713206Gmelin
Beilstein:4303081Beilstein
CAS:65277-42-1ChemIDplus
CAS:65277-42-1KEGG DRUG