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CHEBI:47519 - ketoconazole
| 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: | immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. antiviral agent A substance that destroys or inhibits replication of viruses. 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: | immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. bone density conservation agent An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. vasodilator agent A drug used to cause dilation of the blood vessels. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). gastrointestinal drug A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion. anti-asthmatic agent Any compound that has anti-asthmatic effects. antiemetic A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors. antipsoriatic A drug used to treat psoriasis. dermatologic drug A drug used to treat or prevent skin disorders or for the routine care of skin. hypoglycemic agent A drug which lowers the blood glucose level. 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) has role anti-asthmatic agent (CHEBI:65023) |
| ketoconazole (CHEBI:47519) has role antibacterial agent (CHEBI:33282) |
| ketoconazole (CHEBI:47519) has role antiemetic (CHEBI:50919) |
| ketoconazole (CHEBI:47519) has role antifungal agent (CHEBI:35718) |
| ketoconazole (CHEBI:47519) has role antihypertensive agent (CHEBI:35674) |
| ketoconazole (CHEBI:47519) has role antineoplastic agent (CHEBI:35610) |
| ketoconazole (CHEBI:47519) has role antipsoriatic (CHEBI:50748) |
| ketoconazole (CHEBI:47519) has role antiviral agent (CHEBI:22587) |
| ketoconazole (CHEBI:47519) has role bone density conservation agent (CHEBI:50646) |
| ketoconazole (CHEBI:47519) has role dermatologic drug (CHEBI:50177) |
| ketoconazole (CHEBI:47519) has role gastrointestinal drug (CHEBI:55324) |
| ketoconazole (CHEBI:47519) has role hypoglycemic agent (CHEBI:35526) |
| ketoconazole (CHEBI:47519) has role immunosuppressive agent (CHEBI:35705) |
| ketoconazole (CHEBI:47519) has role insulin-sensitizing drug (CHEBI:50864) |
| ketoconazole (CHEBI:47519) has role vasodilator agent (CHEBI:35620) |
| 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 |
|---|---|
| ketoconazol | WHO MedNet |
| ketoconazole | ChemIDplus |
| kétoconazole | WHO MedNet |
| ketoconazolum | ChemIDplus |
| Synonyms | Source |
|---|---|
| cis-1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine | ChemIDplus |
| (±)-cis-1-acetyl-4-(p-((2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine | ChemIDplus |
| J02AB02 | ChEMBL |
| NSC-317629 | ChEMBL |
| R 41,400 | ChEMBL |
| Brand Names | Source |
|---|---|
| Daktarin gold | ChEMBL |
| Daktarin intensiv | ChEMBL |
| Dandrazol | ChEMBL |
| Dandrid | ChEMBL |
| Extina | ChEMBL |
| Fungarest | DrugBank |
| Manual Xrefs | Databases |
|---|---|
| D00351 | KEGG DRUG |
| DB01026 | DrugBank |
| DE2804096 | Patent |
| HMDB0012242 | HMDB |
| US4144346 | Patent |
| Registry Numbers | Sources |
|---|---|
| Gmelin:1713206 | Gmelin |
| Beilstein:4303081 | Beilstein |
| CAS:65277-42-1 | KEGG DRUG |
| CAS:65277-42-1 | ChemIDplus |
| Citations |
|---|