CHEBI:46081 - fluconazole

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ChEBI Name fluconazole
Definition A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46079, CHEBI:5099
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Formulae C13H12F2N6O
Net Charge 0
Average Mass 306.27080
Monoisotopic Mass 306.10407
InChI 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
SMILES OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via conazole antifungal drug )
(via triazole antifungal drug )
ergosterol biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
(via conazole antifungal agent )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via conazole antifungal agent )
(via triazole antifungal agent )
Application(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via conazole antifungal drug )
(via triazole antifungal drug )
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ChEBI Ontology
Outgoing fluconazole (CHEBI:46081) has functional parent 1,3-difluorobenzene (CHEBI:38584)
fluconazole (CHEBI:46081) has parent hydride 1H-1,2,4-triazole (CHEBI:35550)
fluconazole (CHEBI:46081) has role environmental contaminant (CHEBI:78298)
fluconazole (CHEBI:46081) has role P450 inhibitor (CHEBI:50183)
fluconazole (CHEBI:46081) has role xenobiotic (CHEBI:35703)
fluconazole (CHEBI:46081) is a conazole antifungal drug (CHEBI:87071)
fluconazole (CHEBI:46081) is a difluorobenzene (CHEBI:38582)
fluconazole (CHEBI:46081) is a tertiary alcohol (CHEBI:26878)
fluconazole (CHEBI:46081) is a triazole antifungal drug (CHEBI:87101)
Incoming Fosfluconazole (CHEBI:31634) has functional parent fluconazole (CHEBI:46081)
INNs Sources
fluconazol ChemIDplus
fluconazole WHO MedNet
fluconazole ChemIDplus
fluconazolum ChemIDplus
Synonyms Sources
2,4-difluoro-α,α-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol ChemIDplus
Elazor ChemIDplus
fluconazole UniProt
Brand Names Sources
Biozole ChEBI
Diflucan ChEBI
Triflucan ChEBI
Manual Xrefs Databases
1187 DrugCentral
DB00196 DrugBank
Fluconazole Wikipedia
GB2099818 Patent
HMDB0014342 HMDB
US4404216 Patent
View more database links
Registry Numbers Types Sources
4269710 Beilstein Registry Number Beilstein
7311650 Reaxys Registry Number Reaxys
86386-73-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11366931 PubMed citation Europe PMC
16822276 PubMed citation Europe PMC
23171950 PubMed citation Europe PMC
23793863 PubMed citation Europe PMC
Last Modified
15 October 2019
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag