CHEBI:46081 - fluconazole

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name fluconazole
ChEBI ID CHEBI:46081
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
Supplier Information
Save molfile Download Molfile
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formulae C13H12F2N6O
C13H12F2N6O
Net Charge 0
Average Mass 306.27080
Monoisotopic Mass 306.104
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
InChIKey RFHAOTPXVQNOHP-UHFFFAOYSA-N
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.
xenobiotic
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 )
View more via ChEBI Ontology
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)
IUPAC Name
2-(2,4-difluorophenyl)-1,3-bis-(1H-1,2,4-triazol-1-yl)propan-2-ol
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
2-(2,4-DIFLUOROPHENYL)-1,3-DI(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL PDBeChem
Elazor ChemIDplus
Brand Names Sources
Biozole ChEBI
Diflucan ChEBI
Triflucan ChEBI
Database Links Databases
D00322 KEGG DRUG
DB00196 DrugBank
Fluconazole Wikipedia
GB2099818 Patent
HMDB14342 HMDB
LSM-2106 LINCS
TPF PDBeChem
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 CiteXplore
16822276 PubMed citation CiteXplore
23171950 PubMed citation CiteXplore
23793863 PubMed citation CiteXplore
Last Modified
24 February 2016
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag