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CHEBI:6923 - miconazole
| ChEBI ID | CHEBI:6923 |
| ChEBI Name | miconazole |
| Stars | |
| Definition | A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes. |
| Secondary ChEBI ID | CHEBI:108917 |
| Last Modified | 22 February 2017 |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | glucocorticoid receptor antagonist An antagonist that binds to and deactivates glucocorticoid receptors. ergosterol biosynthesis inhibitor Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol. 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: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. 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 |
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| Outgoing Relation(s) |
| miconazole (CHEBI:6923) has part (R)-miconazole (CHEBI:82894) |
| miconazole (CHEBI:6923) has part (S)-miconazole (CHEBI:82897) |
| miconazole (CHEBI:6923) has role antineoplastic agent (CHEBI:35610) |
| miconazole (CHEBI:6923) has role ergosterol biosynthesis inhibitor (CHEBI:75282) |
| miconazole (CHEBI:6923) has role glucocorticoid receptor antagonist (CHEBI:82891) |
| miconazole (CHEBI:6923) is a conazole antifungal drug (CHEBI:87071) |
| miconazole (CHEBI:6923) is a imidazole antifungal drug (CHEBI:87069) |
| miconazole (CHEBI:6923) is a racemate (CHEBI:60911) |
| Incoming Relation(s) |
| miconazole nitrate (CHEBI:6924) has part miconazole (CHEBI:6923) |
| IUPAC Name |
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| rac-1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole |
| Synonyms | Source |
|---|---|
| Miconazole | KEGG DRUG |
| Monistat IV (TN) | KEGG DRUG |
| 1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole | ChemIDplus |
| Daktarin IV | ChemIDplus |
| 1-[2-(2,4-Dichloro-benzyloxy)-2-(2,4-dichloro-phenyl)-ethyl]-1H-imidazole | ChEMBL |
| (RS)-miconazole | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| D00416 | KEGG DRUG |
| Miconazole | Wikipedia |
| DB01110 | DrugBank |
| Registry Numbers | Sources |
|---|---|
| Reaxys:965511 | Reaxys |
| CAS:22916-47-8 | KEGG DRUG |
| CAS:22916-47-8 | ChemIDplus |
| Citations |
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