difenoconazole
CHEBI:81760
·resolve ·ANTIFUNGAL
·EXACT
SEEDED
A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by 2-chloro-4-(4-chlorophenoxy)phenyl and 1,2,4-triazol-1-ylmethyl groups. A broad spectrum fungicide with novel broad-range activity used as a spray or seed treatment. It is moderately toxic to humans, mammals, birds and most aquatic organisms. — ChEBI
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.
Classification
triazole antifungalARO:3007499
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C19H17Cl2N3O3 |
|---|
| Charge | 0 |
|---|
| Average mass | 406.269 Da |
|---|
| Monoisotopic mass | 405.0647 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | BQYJATMQXGBDHF-UHFFFAOYSA-N |
|---|
SMILES
CC1COC(Cn2cncn2)(c2ccc(Oc3ccc(Cl)cc3)cc2Cl)O1
InChI
InChI=1S/C19H17Cl2N3O3/c1-13-9-25-19(27-13,10-24-12-22-11-23-24)17-7-6-16(8-18(17)21)26-15-4-2-14(20)3-5-15/h2-8,11-13H,9-10H2,1H3
Also called
- 1-({2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
Source concepts
Every upstream concept that resolved to this record. The merge is
the product: this is what shows ChEBI and CARD are describing the same structure.
Upstream concepts merged into this record
| Source | Native ID | Label | Minted CURIE | Version |
|---|
| ARO |
ARO:3009190 |
difenoconazole |
antibioticmech:aro-e244a9f722 |
2026-08-30 |
| CHEBI |
CHEBI:81760 |
difenoconazole |
antibioticmech:chebi-0efcbeb4da |
2026-08-30 |
Mechanism summary
- Mode of action
- ERGOSTEROL_PATHWAY_INHIBITION host shared target — Assigned from ChEBI role CHEBI:75282 (ergosterol biosynthesis inhibitor), CHEBI:77884 (EC 1.14.13.70 (sterol 14α-demethylase) inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.
Resistance mechanisms
7 known routes by which microbes
resist this compound, grounded in ARO where CARD models them. Grouped by mechanism
type — expand a group to see its determinants.
UNKNOWN 4
UNKNOWN
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
CYP51Bdelta (deletion) associated with resistance to difenoconazole
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Colletotrichum gloeosporioides NCBITaxon:690256
strain JS67 NCBITaxon:1213859
UniProtKB:L2FD62
PHIPO:0000663 |
— |
- PMID:32569396 (PHI-base primary-literature antimicrobial interaction PHIG:733; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FgCYP51A(D243N) (amino acid mutation) [Overexpression] associated with resistance to difenoconazole
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Fusarium graminearum NCBITaxon:5518
strain 2021 NCBITaxon:229533
UniProtKB:I1RJR2 FGRAMPH1_01T14465
PHIPO:0000663 |
— |
- PMID:30497711 (PHI-base primary-literature antimicrobial interaction PHIG:7751; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FgCYP51A(E103Q, V157L) (amino acid mutation) [Overexpression] associated with resistance to difenoconazole
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Fusarium graminearum NCBITaxon:5518
strain BM50 NCBITaxon:229533
UniProtKB:I1RJR2 FGRAMPH1_01T14465
PHIPO:0000663 |
— |
- PMID:30497711 (PHI-base primary-literature antimicrobial interaction PHIG:7751; joined to this record by exact ChEBI identifier.)
Cell growth assay |
FgCYP51A(G443S) (amino acid mutation) [Overexpression] associated with resistance to difenoconazole
This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism. |
— |
Fusarium graminearum NCBITaxon:5518
strain BM6 NCBITaxon:229533
UniProtKB:I1RJR2 FGRAMPH1_01T14465
PHIPO:0000663 |
— |
- PMID:30497711 (PHI-base primary-literature antimicrobial interaction PHIG:7751; joined to this record by exact ChEBI identifier.)
Cell growth assay |
ANTIBIOTIC_TARGET_ALTERATION 3
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Aspergillus flavus Cyp51C with mutations conferring resistance to difenoconazole |
ARO:3009489 |
not organism-specific |
— |
- ARO:3009489 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009190 (difenoconazole); database assertion, not a primary citation.)
|
| Colletotrichum truncatum cyp51a with mutations associated with resistance to difenoconazole |
ARO:3009210 |
not organism-specific |
— |
- ARO:3009210 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009190 (difenoconazole); database assertion, not a primary citation.)
|
| Venturia inaequalis cyp51a with mutations associated with resistance to difenoconazole |
ARO:3009521 |
not organism-specific |
— |
- ARO:3009521 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009190 (difenoconazole); database assertion, not a primary citation.)
|
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.