EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
| ChEBI ID | CHEBI:47519 |
| ChEBI Name | ketoconazole |
| Stars | |
| Definition | A racemate consisting of equimolar amounts of (2R,4S)- and (2S,4R)-ketoconazole. |
| Secondary ChEBI ID | CHEBI:6126 |
| Last Modified | 1 October 2025 |
| Formula | C26H28Cl2N4O4 |
| Net Charge | 0 |
| Average Mass | 531.440 |
| Monoisotopic Mass | 530.14876 |
| 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 |
|---|---|
| ketoconazole | ChemIDplus |
| ketoconazolum | ChemIDplus |
| kétoconazole | WHO MedNet |
| ketoconazol | WHO MedNet |
| Synonyms | Source |
|---|---|
| (±)-cis-1-acetyl-4-(p-((2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine | ChemIDplus |
| cis-1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine | ChemIDplus |
| Brand Names | Source |
|---|---|
| Nizoral | KEGG DRUG |
| Fungarest | DrugBank |
| Xolegel | KEGG DRUG |
| Fungoral | DrugBank |
| Ketoderm | DrugBank |
| Ketoisdin | DrugBank |
| Manual Xrefs | Databases |
|---|---|
| D00351 | KEGG DRUG |
| DB01026 | DrugBank |
| US4144346 | Patent |
| DE2804096 | Patent |
| HMDB0012242 | HMDB |
| Registry Numbers | Sources |
|---|---|
| Beilstein:4303081 | Beilstein |
| Gmelin:1713206 | Gmelin |
| CAS:65277-42-1 | KEGG DRUG |
| CAS:65277-42-1 | ChemIDplus |