| Entry |
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| Name | Ketoconazole (JP18/USP); Nizoral (TN); Xolegel (TN) | ||||||||||||
| Abbr | KTC | ||||||||||||
| Product | XOLEGEL (Almirall), EXTINA (Mylan Pharmaceuticals) | ||||||||||||
| Generic | KETACONAZOLE (Mylan Pharmaceuticals), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Burel Pharmaceuticals), KETOCONAZOLE (DIRECT RX), KETOCONAZOLE (Direct Rx), KETOCONAZOLE (E. Fougera & Co. a division of Fougera Pharmaceuticals), KETOCONAZOLE (Golden State Medical Supply), KETOCONAZOLE (Golden State Medical Supply), KETOCONAZOLE (IPG PHARMACEUTICALS), KETODAN (Medimetriks Pharmaceuticals), KETOCONAZOLE (NORTHSTAR RX LLC), KETOCONAZOLE (NuCare Pharmaceuticals), KETOCONAZOLE (NuCare Pharmaceuticals), KETOCONAZOLE (NuCare Pharmaceuticals), KETOCONAZOLE (NuCare Pharmaceuticals), KETOCONAZOLE (NuCare Pharmaceuticals), KETOCONAZOLE (PD-Rx Pharmaceuticals), KETOCONAZOLE (Padagis Israel Pharmaceuticals), KETOCONAZOLE (Padagis Israel Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Proficient Rx LP), KETOCONAZOLE (Proficient Rx LP), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (RPK Pharmaceuticals), KETOCONAZOLE (Strides Shasun Limited), KETOCONAZOLE (THIRTY MADISON), KETOCONAZOLE (TOLMAR), KETOCONAZOLE (Taro Pharmaceuticals U.S.A.), KETOCONAZOLE (Taro Pharmaceuticals U.S.A.), KETOCONAZOLE (Teva Pharmaceuticals USA), KETOCONAZOLE (A-S Medication Solutions), KETOCONAZOLE (Encube Ethicals Private Limited), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE CREAM, 2% (Tasman Pharma), KETOCONAZOLE (Xiromed) | ||||||||||||
| Formula | C26H28Cl2N4O4 | ||||||||||||
| Exact mass | 530.1488 | ||||||||||||
| Mol weight | 531.4309 | ||||||||||||
| Structure |  | ||||||||||||
| Simcomp | |||||||||||||
| Class | Antifungal DG01883 Imidazole antifungal Metabolizing enzyme substrate DG01633 CYP3A/CYP3A4 substrate DG02913 CYP3A4 substrate | ||||||||||||
| Remark |
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| Efficacy | Antifungal, Ergosterol biosynthesis inhibitor | ||||||||||||
| Disease | Seborrheic dermatitis [DS:H01652] Tinea (pityriasis) versicolor [DS:H01334] Tinea pedis [DS:H01316] Blastomycosis [DS:H01501] Coccidioidomycosis [DS:H01319] Histoplasmosis [DS:H01062] Chromomycosis [DS:H01520] Paracoccidioidomycosis [DS:H01329] | ||||||||||||
| Comment | Imidazole derivative Racemic mixture of two cis-enantiomers [The diagram shows the (2S,4R)-isomer.] | ||||||||||||
| Target | sterol 14alpha-demethylase [KO:K05917] | ||||||||||||
| Pathway |
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| Metabolism | Enzyme: CYP3A4 [HSA:1576] | ||||||||||||
| Interaction | |||||||||||||
| Structure map |
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| Brite | Anatomical Therapeutic Chemical (ATC) classification [BR:br08303] D DERMATOLOGICALS D01 ANTIFUNGALS FOR DERMATOLOGICAL USE D01A ANTIFUNGALS FOR TOPICAL USE D01AC Imidazole and triazole derivatives D01AC08 Ketoconazole D00351 Ketoconazole (JP18/USP) <JP/US> G GENITO URINARY SYSTEM AND SEX HORMONES G01 GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS G01A ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS G01AF Imidazole derivatives G01AF11 Ketoconazole D00351 Ketoconazole (JP18/USP) <JP/US> H SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS H02 CORTICOSTEROIDS FOR SYSTEMIC USE H02C ANTIADRENAL PREPARATIONS H02CA Anticorticosteroids H02CA03 Ketoconazole D00351 Ketoconazole (JP18/USP) <JP/US> J ANTIINFECTIVES FOR SYSTEMIC USE J02 ANTIMYCOTICS FOR SYSTEMIC USE J02A ANTIMYCOTICS FOR SYSTEMIC USE J02AB Imidazole derivatives J02AB02 Ketoconazole D00351 Ketoconazole (JP18/USP) <JP/US> USP drug classification [BR:br08302] Antifungals Ketoconazole D00351 Ketoconazole (JP18/USP) Dermatological Agents Topical Anti-infectives Antifungals, dermatological Ketoconazole D00351 Ketoconazole (JP18/USP) Therapeutic category of drugs in Japan [BR:br08301] 2 Agents affecting individual organs 26 Epidermides 265 Antiparasitic dermatosis agents 2655 Imidazoles D00351 Ketoconazole (JP18/USP) Drug groups [BR:br08330] Antifungal DG01883 Imidazole antifungal D00351 Ketoconazole Metabolizing enzyme substrate DG01633 CYP3A/CYP3A4 substrate DG02913 CYP3A4 substrate D00351 Ketoconazole Drug classes [BR:br08332] Antifungal DG01883 Imidazole antifungal D00351 Ketoconazole Antimicrobials [BR:br08307] Antifungals Ergosterol biosynthesis inhibitor Imidazole D00351 Ketoconazole (JP18/USP) <JP/US> Antimicrobials abbreviations [BR:br08327] Antifungals Ergosterol biosynthesis inhibitor Imidazole D00351 Ketoconazole (JP17/USP) Drugs listed in the Japanese Pharmacopoeia [BR:br08311] Chemicals D00351 Ketoconazole D00351 Ketoconazole solution D00351 Ketoconazole lotion D00351 Ketoconazole cream New drug approvals in Europe [br08329.html] European public assessment reports (EPAR) authorised medicine D00351 Drug metabolizing enzymes and transporters [br08309.html] Drug metabolizing enzymes D00351 Rx-to-OTC switch list in the USA [br08315.html] D00351 | ||||||||||||
| Other DBs |
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| KCF data | ATOM 36 1 C1z C 16.6092 -16.9097 2 C8y C 15.4102 -16.2195 3 O2x O 17.0363 -18.2256 4 C1b C 15.5740 -17.8163 5 O2x O 17.7323 -16.0907 6 C8y C 15.4102 -14.8332 7 C8x C 14.2111 -16.9097 8 C1y C 18.4225 -18.2256 9 N4y N 14.1235 -17.8220 10 C1x C 18.8611 -16.9097 11 C8x C 14.2111 -14.1430 12 X Cl 16.6092 -14.1430 13 C8x C 13.0121 -16.2195 14 C1b C 19.8437 -18.9977 15 C8x C 12.9946 -17.0033 16 C8x C 13.6906 -19.1381 17 C8y C 13.0121 -14.8332 18 O2a O 21.2066 -18.0677 19 C8x C 11.8716 -17.8220 20 N5x N 12.3044 -19.1381 21 X Cl 11.8132 -14.1430 22 C8y C 22.5987 -18.0736 23 C8x C 23.2889 -19.2784 24 C8x C 23.3006 -16.8745 25 C8x C 24.6750 -19.2843 26 C8x C 24.6809 -16.8803 27 C8y C 25.3711 -18.0794 28 N1y N 26.7513 -18.0853 29 C1x C 27.4415 -19.2901 30 C1x C 27.4475 -16.8920 31 C1x C 28.8278 -19.2960 32 C1x C 28.8336 -16.8920 33 N1y N 29.5238 -18.0911 34 C5a C 30.9101 -18.0270 35 C1a C 31.5943 -19.3018 36 O5a O 31.6060 -16.9037 BOND 40 1 1 2 1 #Down 2 1 3 1 3 1 4 1 #Up 4 1 5 1 5 2 6 1 6 2 7 2 7 3 8 1 8 4 9 1 9 5 10 1 10 6 11 2 11 6 12 1 12 7 13 1 13 8 14 1 #Up 14 9 15 1 15 9 16 1 16 11 17 1 17 14 18 1 18 15 19 2 19 16 20 2 20 17 21 1 21 18 22 1 22 22 23 2 23 22 24 1 24 23 25 1 25 24 26 2 26 25 27 2 27 27 28 1 28 28 29 1 29 28 30 1 30 29 31 1 31 30 32 1 32 31 33 1 33 33 34 1 34 34 35 1 35 34 36 2 36 8 10 1 37 13 17 2 38 19 20 1 39 26 27 1 40 32 33 1 |