Drug Information
| Drug General Information | Top | |||
|---|---|---|---|---|
| Drug ID |
D09LNI
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| Former ID |
DAP000628
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| Drug Name |
Fluconazole
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| Synonyms |
Afungil; Alflucoz; Baten; Beagyne; Biocanol; Biozolene; Canzol; Cryptal; Diflazon; Diflucan; Dimycon; Elazor; FCZ; FLCZ; Flucazol; FlucoLich; Flucobeta; Fluconazol; Fluconazolum; Flucostat; Flukezol; Flunazul; Flunizol; Fluzone; Forcan; Fuconal; Fungata; Lavisa; Loitin; Mutum; Neofomiral; Oxifugol; Oxifungol; Pritenzol; Solacap; Syscan; TPF; Triflucan; Zemyc; Zoltec; Zonal; AbZ Brand of Fluconazole; Aliud Brand of Fluconazole; Alpharma Brand of Fluconazole; Apo Fluconazole; Apotex Brand of Fluconazole; Armstrong Brand of Fluconazole; Betapharm Brand of Fluconazole; Chemia Brand of Fluconazole; Ct Arzneimittel Brand of Fluconazole; Effik Brand of Fluconazole; Fluc Hexal; Fluconazol AL; Fluconazol AbZ; Fluconazol Isis; Fluconazol Stada; Fluconazol [Spanish]; Fluconazol ratiopharm; Fluconazol von ct; Fluconazolum [Latin]; Hexal Brand of Fluconazole; Lesvi Brand of Fluconazole; Lichtenstein Brand of Fluconazole; Mack Brand of Fluconazole; Pfizer Brand of Fluconazole; Pfleger Brand of Fluconazole; Ratiopharm Brand of Fluconazole; SAT Brand of Fluconazole; Silanes Brand of Fluconazole; Stada Brand of Fluconazole; Vita Brand of Fluconazole; F0677; Fluconazole in combination with MGCD290; UK 49858; UK49858; Alfumet (TN); Apo-Fluconazole; Ct-Arzneimittel Brand of Fluconazole; DIFLUCAN IN DEXTROSE 5% IN PLASTIC CONTAINER; DRG-0005; Diflucan (TN); Fluconazol-Isis; Fluconazol-ratiopharm; Fluconazole & Bovine Lactoferrin; Fluconazole & Human recombinant granulocyte colony stimulating factor; Fluconazole & hGCSF; Fluconazole in dextrose 5% in plastic container; Flucytosine & Nyotran; GL663142 & Fluconazole; KS-1059; Trican (TN); UK-49858; DIFLUCAN IN SODIUM CHLORIDE 0.9%; DIFLUCAN IN SODIUM CHLORIDE 0.9%IN PLASTIC CONTAINER; Fluconazole in sodium chloride 0.9%; Fluconazole in sodium chloride 0.9% in plastic container; Flucytosine & Nyotran(Liposomal Nystatin); XMP.284 & Fluconazole; XMP.366 & Fluconazole; XMP.391 & Fluconazole; Diflucan, Trican, Alfumet, Fluconazole; Fluconazole & MC-510,011; Fluconazole (JAN/USAN/INN); Fluconazole [USAN:INN:BAN:JAN]; 2,4-Difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol; 2,4-difluoro-,1-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol; 2-(2,4-DIFLUOROPHENYL)-1,3-DI(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL; 2-(2,4-Difluoro-phenyl)-1,3-bis-[1,2,4]triazol-1-yl-propan-2-ol; 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)-2-propanol; 2-(2,4-Difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol; 2-(2,4-Difluorophenyl)-1,3-di-1H-1,2,4-triazol-1-ylpropan-2-ol; 2-(2,4-difluorophenyl)-1,3-bis(1,2,4-triazol-1-yl)propan-2-ol
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| Drug Type |
Small molecular drug
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| Indication | Fungal infection [ICD-11: 1F29-1F2F; ICD-10: B35-B49; ICD-9: 110-118] | Approved | [1] | |
| Therapeutic Class |
Antifungal Agents
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| Company |
Pfizer
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| Structure |
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Download2D MOL |
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| Formula |
C13H12F2N6O
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| Canonical SMILES |
C1=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CN3C=NC=N3)O
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| InChI |
1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2
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| InChIKey |
RFHAOTPXVQNOHP-UHFFFAOYSA-N
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| CAS Number |
CAS 86386-73-4
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| PubChem Compound ID | ||||
| PubChem Substance ID |
596175, 604503, 649080, 842010, 5329899, 7847388, 7890846, 7979232, 8150102, 8152140, 11336205, 11361444, 11364548, 11367110, 11369672, 11373103, 11373499, 11377834, 11462416, 11485349, 11489423, 11491727, 11491905, 11495468, 12013592, 14849790, 24724485, 25819912, 26612568, 26680134, 26697093, 26748877, 26748878, 26753743, 29222500, 46499870, 46505735, 47193701, 47216862, 47810843, 48035227, 48413782, 49665806, 49666152, 49815674, 49835432, 49855965, 50086001, 50107476, 53788618
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| ChEBI ID |
CHEBI:46081
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| ADReCS Drug ID | BADD_D00912 | |||
| SuperDrug ATC ID |
D01AC15; J02AC01
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| SuperDrug CAS ID |
cas=086386734
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
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Studied Microbe: Bacteroides dorei DSM 17855
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides dorei DSM 17855 (log2FC = -0.58; p = 0.014). | |||
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Studied Microbe: Bacteroides fragilis HMW 610
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides fragilis HMW 610 (log2FC = -0.685; p = 0.027). | |||
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Studied Microbe: Bacteroides fragilis NCTC 9343
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides fragilis NCTC 9343 (log2FC = -0.342; p = 0.005). | |||
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Studied Microbe: Bacteroides fragilis str. 3397 T10
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides fragilis str. 3397 T10 (log2FC = -0.605; p = 0.009). | |||
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Studied Microbe: Bacteroides fragilis str. 3986 T(B)9
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides fragilis str. 3986 T(B)9 (log2FC = -0.61; p = 0.002). | |||
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Studied Microbe: Bacteroides ovatus ATCC 8483
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides ovatus ATCC 8483 (log2FC = -0.384; p = 0.008). | |||
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Studied Microbe: Bacteroides stercoris ATCC 43183
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides stercoris ATCC 43183 (log2FC = -0.432; p = 0.0). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 7330
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides thetaiotaomicron 7330 (log2FC = -0.356; p = 0.004). | |||
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Studied Microbe: Bacteroides thetaiotaomicron VPI-5482
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides thetaiotaomicron VPI-5482 (log2FC = -0.484; p = 0.002). | |||
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Studied Microbe: Bacteroides uniformis ATCC 8492
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides uniformis ATCC 8492 (log2FC = -0.672; p = 0.002). | |||
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Studied Microbe: Bacteroides xylanisolvens DSM18836
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Bacteroides xylanisolvens DSM18836 (log2FC = -0.489; p = 0.001). | |||
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Studied Microbe: Odoribacter splanchnicus
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Odoribacter splanchnicus (log2FC = -0.528; p = 0.001). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
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Studied Microbe: Blautia hansenii DSM20583
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Blautia hansenii DSM20583 (log2FC = -0.385; p = 0.044). | |||
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Studied Microbe: Clostridium sp.
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Fluconazole can be metabolized by Clostridium sp. (log2FC = -0.429; p = 0.011). | |||
| Drug Resistance Mutation (DRM) | Top | |||
|---|---|---|---|---|
| DRM | DRM Info | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Candida Cytochrome P450 51 (Candi ERG11) | Target Info | Modulator | [3] |
| References | Top | |||
|---|---|---|---|---|
| REF 1 | Fluconazole use as an important risk factor in the emergence of fluconazole-resistant Candida glabrata fungemia. Arch Intern Med. 2009 Aug 10;169(15):1444-5; author reply 1445. | |||
| REF 2 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 3 | Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. | |||
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