bromuconazole

CHEBI:81900 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of oxolanes carrying 1,2,4-triazol-ylmethyl and 2,4-dichlorophenyl substituents at position 2 as well as a bromo substituent at position 4. A foliar applied conazole fungicide for a range of crops including cereals, fruit, vegetables and vines. — 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.

CHEBI:23697 CHEBI:23697
CHEBI:26912 CHEBI:26912
CHEBI:35727 CHEBI:35727
CHEBI:37141 CHEBI:37141
CHEBI:87067 CHEBI:87067
CHEBI:87100 CHEBI:87100
ARO:3007499 ARO:3007499

Chemical structure

Computed structure properties
Molecular formula	C13H12BrCl2N3O
Charge	0
Average mass	377.069 Da
Monoisotopic mass	374.95408 Da
Source	ChEBI
InChIKey	HJJVPARKXDDIQD-UHFFFAOYSA-N

SMILES

Clc1ccc(C2(Cn3cncn3)CC(Br)CO2)c(Cl)c1

InChI

InChI=1S/C13H12BrCl2N3O/c14-9-4-13(20-5-9,6-19-8-17-7-18-19)11-2-1-10(15)3-12(11)16/h1-3,7-9H,4-6H2

Also called

2,5-anhydro-4-bromo-1,3,4-trideoxy-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)pentitol (EXACT_SYNONYM)— chebi
1-((4-Bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methyl)-1H-1,2,4-triazole (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009187
cas:116255-48-2
kegg.compound:C18704
patent:EP258161
pesticides:bromuconazole
ppdb:97
reaxys:8393967
chembl:CHEMBL271579
pubchem.compound:3444

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:24127 CHEBI:24127
CHEBI:35718 CHEBI:35718
CHEBI:77884 CHEBI:77884
CHEBI:86328 CHEBI:86328

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:3009187`	bromuconazole	`antibioticmech:aro-2d2f07f8f0`	2026-08-30
CHEBI	`CHEBI:81900`	bromuconazole	`antibioticmech:chebi-2b6a9241db`	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

2 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.

ANTIBIOTIC_TARGET_ALTERATION 2

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Aspergillus flavus Cyp51C with mutations conferring resistance to bromuconazole	ARO:3009487	not organism-specific	—	ARO:3009487 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009187 (bromuconazole); database assertion, not a primary citation.)
Aspergillus flavus Cyp51C with mutations conferring resistance to epoxiconazole	ARO:3009488	not organism-specific	—	ARO:3009488 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009187 (bromuconazole); 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

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.