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.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
triazole antifungalARO:3007499
CHEBI:26878CHEBI:38582CHEBI:87071CHEBI:87101ARO:3007499| Molecular formula | C13H12F2N6O |
|---|---|
| Charge | 0 |
| Average mass | 306.276 Da |
| Monoisotopic mass | 306.10407 Da |
| Source | ChEBI |
| InChIKey | RFHAOTPXVQNOHP-UHFFFAOYSA-N |
OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F
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
CHEBI:35718CHEBI:86327| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:3007508 |
fluconazole | antibioticmech:aro-77ffa56cc7 |
2026-08-30 |
| CHEBI | CHEBI:46081 |
fluconazole | antibioticmech:chebi-83d44cb0ba |
2026-08-30 |
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Candida albicans TAC1 with mutations conferring resistance to fluconazole | ARO:3009241 | — | ||
| Candida albicans Upc2 with mutations conferring resistance to fluconazole | ARO:3009637 | — | ||
| CnAFR1 (unknown) [Overexpression] associated with resistance to fluconazole |
— | Cryptococcus neoformans NCBITaxon:5207UniProtKB:Q8X0Z3PHIPO:0000653 |
— | |
| Cryptococcus neoformans AIF1 mutations conferring resistance against fluconazole | ARO:3009379 | — | ||
| DOX::ERG11+(DOX repressible promoter) (other) [Knockdown] associated with resistance to fluconazole |
— | Candida glabrata NCBITaxon:5478NCBITaxon:284593UniProtKB:P50859 PHIPO:0000653 |
— | |
| ERG11 transformant(Darlington-ERG11(Y132H, I471T)) (transformant) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11 transformant(JEY162-ERG11(824-955bpdelta + D275V) (transformant) [Not assayed] associated with resistance to fluconazole |
— | Candida tropicalis NCBITaxon:5482UniProtKB:P14263 PHIPO:0000653 |
— | |
| ERG11 transformant(MRL862-ERG11(Y145F)) (transformant) [Not assayed] associated with resistance to fluconazole |
— | Cryptococcus neoformans NCBITaxon:5207UniProtKB:Q870D1PHIPO:0000653 |
— | |
| ERG11(D278N G464S) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(D446E) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(E266D G464S) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(F145L E266D) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(F145L) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(F449V) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(G307S G450E) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(G448E) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(G450E) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(G464S) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(I483V G450E) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(K143R E266D) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(K143R) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(M258L G464S) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(S405F) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(Y132F F145L) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(Y132F K143R) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG11(Y132F) (amino acid mutation) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:P10613 PHIPO:0000653 |
— | |
| ERG3 transformant(JEY162-ERG3(S258F)) (transformant) [Not assayed] associated with resistance to fluconazole |
— | Candida tropicalis NCBITaxon:5482UniProtKB:N0A5G3PHIPO:0000653 |
— | |
| ERG3delta (deletion) associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:Q59VG6 PHIPO:0000653 |
— | |
| ERG3delta (deletion) associated with resistance to fluconazole |
— | Candida parapsilosis NCBITaxon:5480NCBITaxon:578454UniProtKB:G8B7T4PHIPO:0000653 |
— | |
| Efg1delta (deletion) associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:Q59X67 PHIPO:0000653 |
— | |
| MRR1 transformant(JEY355-MRR1(V877F)) (transformant) [Not assayed] associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:Q5A4G2 PHIPO:0000653 |
— | |
| Sdh8delta (deletion) associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:A0A1D8PGP5PHIPO:0000653 |
— | |
| Sla1delta (deletion) associated with resistance to fluconazole |
— | Candida albicans NCBITaxon:5476NCBITaxon:237561UniProtKB:Q5ALV2 PHIPO:0000653 |
— | |
| antifungal susceptible Upc2 | ARO:3009638 | — |
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Aspergillus fumigatus Cyp51A with mutations conferring resistance to fluconazole | ARO:3009519 | — | ||
| Candida albicans Cyp51 with mutations conferring resistance to fluconazole | ARO:3009523 | — | ||
| Candida albicans Cyp51a with mutations conferring resistance to fluconazole | ARO:3009504 | — | ||
| Candida albicans Erg11 with mutations conferring resistance to fluconazole | ARO:3009414 | — | ||
| Candida albicans FKS1 beta-1,3-glucan with mutations conferring resistance to fluconazole | ARO:3009559 | — | ||
| Candida auris ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009213 | — | ||
| Candida dubliniensis ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009578 | — | ||
| Candida glabrata ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009397 | — | ||
| Candida glabrata FKS1 with mutations conferring resistance to fluconazole | ARO:3009422 | — | ||
| Candida glabrata FKS2 with mutations conferring resistance to fluconazole | ARO:3009412 | — | ||
| Candida orthopsilosis ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009579 | — | ||
| Candida parapsilosis Erg11 lanosterol 14-alpha-demethylase with mutations associated with resistance to fluconazole | ARO:3009222 | — | ||
| Candida parapsilosis Erg3 C-5 sterol desaturase with mutations conferring resistance to fluconazole | ARO:3009242 | — | ||
| Candida parapsilosis FSK1 beta-1,3-glucan synthase with mutations associated with resistance to fluconazole | ARO:3009611 | — | ||
| Candida spp. ERG11 with mutations conferring resistance to azole antibiotics | ARO:3007524 | — | ||
| Candida spp. Upc2 with mutations conferring resistance to azole antibiotics | ARO:3007551 | — | ||
| Candida spp. cyp51A1 with mutations conferring resistance to triazoles and imidazole antibiotics | ARO:3007666 | — | ||
| Candida tropicalis Erg11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009226 | — | ||
| Cryptococcus neoformans Erg11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009228 | — | ||
| Histoplasma capsulatum Cyp51 with mutations conferring resistance to fluconazole | ARO:3009528 | — | ||
| Histoplasma capsulatum Erg11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009224 | — | ||
| Pichia kudriavzevii ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009396 | — | ||
| Saccharomyces cerevisiae ERG11 lanosterol 14-alpha-demethylase with mutations conferring resistance to fluconazole | ARO:3009588 | — | ||
| antifungal resistance-associated MSH | ARO:3009134 | — |
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Candida albicans CDR1 with mutations conferring resistance to antifungals | ARO:3007553 | — | ||
| Candida albicans CDR1 with mutations conferring resistance to fluconazole | ARO:3009436 | — | ||
| Candida albicans CDR2 with mutations conferring resistance to azoles | ARO:3007554 | — | ||
| Candida albicans CDR2 with mutations conferring resistance to fluconazole | ARO:3009444 | — | ||
| Candida albicans MDR1 with mutations conferring resistance to fluconazole | ARO:3009447 | — | ||
| Candida albicans mrr2 with mutations associated with resistance to fluconazole | ARO:3009239 | — | ||
| Candida glabrata CDR1 with mutations conferring resistance to fluconazole | ARO:3009438 | — | ||
| Candida glabrata Yor1 with mutations conferring resistance to fluconazole | ARO:3009468 | — | ||
| Candida tropicalis CDR1 with mutations conferring resistance to fluconazole | ARO:3009442 | — | ||
| Cryptococcus neoformans AFR1 with mutations conferring resistance against fluconazole | ARO:3009343 | — | ||
| Cryptococcus neoformans PDR5 with mutations conferring resistance to fluconazole | ARO:3009462 | — | ||
| Cryptococcus spp. AFR1 | ARO:3007566 | — | ||
| Debaryomyces hansenii CDR1 with mutations conferring resistance to fluconazole | ARO:3009443 | — | ||
| Trychophyton rubrum Mdr1 with mutations associated with resistance to fluconazole | ARO:3009250 | — | ||
| Trychophyton rubrum Mdr3 with mutations associated with resistance to fluconazole | ARO:3009254 | — | ||
| Trychophyton rubrum Mfs1 with mutations associated with resistance to fluconazole | ARO:3009261 | — | ||
| Trychophyton rubrum Mfs2 with mutations associated with resistance to fluconazole | ARO:3009266 | — | ||
| fungal MDR | ARO:3009425 | — |
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