benomyl

CHEBI:3015 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of benzimidazoles that is the methyl ester of [1-(butylcarbamoyl)-1H-benzimidazol-2-yl]carbamic acid. A foliar fungicide used to control a wide range of Ascomycetes and Fungi Imperfecti in a wide range of crops. — 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

benzimidazole antifungalARO:3009317

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:22715 CHEBI:22715
CHEBI:23003 CHEBI:23003
CHEBI:62733 CHEBI:62733
CHEBI:87036 CHEBI:87036
CHEBI:87064 CHEBI:87064
ARO:3009317 ARO:3009317

Chemical structure

Computed structure properties
Molecular formula	C14H18N4O3
Charge	0
Average mass	290.323 Da
Monoisotopic mass	290.13789 Da
Source	ChEBI
InChIKey	RIOXQFHNBCKOKP-UHFFFAOYSA-N

SMILES

CCCCNC(=O)n1c(NC(=O)OC)nc2ccccc21

InChI

InChI=1S/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20)

Also called

methyl [1-(butylcarbamoyl)-1H-benzimidazol-2-yl]carbamate (EXACT_SYNONYM)— chebi
1-(Butylcarbamoyl)-2-benzimidazol-methylcarbamat (EXACT_SYNONYM)— chebi
1-(Butylcarbamoyl)-2-benzimidazolecarbamic acid, methyl ester (EXACT_SYNONYM)— chebi
1-(N-Butylcarbamoyl)-2-(methoxy-carboxamido)-benzimidazol (EXACT_SYNONYM)— chebi
Benlate (EXACT_SYNONYM)— chebi
Benomyl (EXACT_SYNONYM)— chebi
Methyl 1-(butylamino)carbonyl-1H-benzimidazol-2-ylcarbamate (EXACT_SYNONYM)— chebi
Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate (EXACT_SYNONYM)— chebi
Methyl N-(1-butylcarbamoyl-2-benzimidazole)carbamate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009161
cas:17804-35-2
hmdb:HMDB0031767
kegg.compound:C10896
pesticides:benomyl
ppdb:66
reaxys:825455
wikipedia.en:Benomyl
chembl:CHEMBL327919
pubchem.compound:28780

Activity roles

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

CHEBI:24127 CHEBI:24127
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:3009161`	benomyl	`antibioticmech:aro-bedb50e028`	2026-08-30
CHEBI	`CHEBI:3015`	benomyl	`antibioticmech:chebi-b4bae81658`	2026-08-30

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 fumigatus beta-tubulin with mutations conferring resistance to benomyl	ARO:3009478	not organism-specific	—	ARO:3009478 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009161 (benomyl); database assertion, not a primary citation.)
Colletotrichum gloeosporioides beta-tubulin with mutations conferring resistance against benomyl	ARO:3009469	not organism-specific	—	ARO:3009469 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009161 (benomyl); 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

Provenance

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