carbendazim

CHEBI:3392 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of benzimidazoles that is 2-aminobenzimidazole in which the primary amino group is substituted by a methoxycarbonyl group. A fungicide, carbendazim controls Ascomycetes, Fungi Imperfecti, and Basidiomycetes on a wide variety of crops, including bananas, cereals, cotton, fruits, grapes, mushrooms, ornamentals, peanuts, sugarbeet, soybeans, tobacco, and vegetables. — 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:87036 CHEBI:87036
CHEBI:87064 CHEBI:87064
ARO:3009317 ARO:3009317

Chemical structure

Computed structure properties
Molecular formula	C9H9N3O2
Charge	0
Average mass	191.19 Da
Monoisotopic mass	191.06948 Da
Source	ChEBI
InChIKey	TWFZGCMQGLPBSX-UHFFFAOYSA-N

SMILES

COC(=O)Nc1nc2ccccc2n1

InChI

InChI=1S/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13)

Also called

methyl 1H-benzimidazol-2-ylcarbamate (EXACT_SYNONYM)— chebi
1H-benzimidazol-2-ylcarbamic acid methyl ester (EXACT_SYNONYM)— chebi
2-(Methoxy-carbonylamino)-benzimidazol (EXACT_SYNONYM)— chebi
2-(methoxycarbonylamino)-benzimidazole (EXACT_SYNONYM)— chebi
2-(methoxycarbonylamino)benzimidazole (EXACT_SYNONYM)— chebi
2-benzimidazolecarbamic acid methyl ester (EXACT_SYNONYM)— chebi
BMC (EXACT_SYNONYM)— chebi
Carbendazim (EXACT_SYNONYM)— chebi
MBC (EXACT_SYNONYM)— chebi
Mecarzole (EXACT_SYNONYM)— chebi
carbendazime (EXACT_SYNONYM)— chebi
methyl 2-benzimidazolecarbamate (EXACT_SYNONYM)— chebi
methyl benzimidazol-2-ylcarbamate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009175
cas:10605-21-7
hmdb:HMDB0031769
kegg.compound:C10897
patent:US3010968
pesticides:carbendazim
ppdb:116
reaxys:649044
wikipedia.en:Carbendazim
chembl:CHEMBL70971
pubchem.compound:25429

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:3009175`	carbendazim	`antibioticmech:aro-1153d9776c`	2026-08-30
CHEBI	`CHEBI:3392`	carbendazim	`antibioticmech:chebi-9061c38815`	2026-08-30

Resistance mechanisms

19 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 12

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
Mfs2delta (deletion) associated with resistance to carbendazim This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Verticillium dahliae `NCBITaxon:27337` strain V592 `NCBITaxon:498257` `UniProtKB:G2XFG4` `PHIPO:0000383`	—	PMID:42112916 (PHI-base primary-literature antimicrobial interaction PHIG:11441; joined to this record by exact ChEBI identifier.) Cell growth assay
TUB2(F167Y) (amino acid mutation) [Not assayed] associated with resistance to carbendazim This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Saccharomyces cerevisiae `NCBITaxon:4932` strain W303-1A `NCBITaxon:559292` `UniProtKB:P02557` YFL037W_mRNA `PHIPO:0000383`	—	PMID:8641470 (PHI-base primary-literature antimicrobial interaction PHIG:3596; joined to this record by exact ChEBI identifier.) Cell growth assay
β2tub-E198K(E198K) (amino acid mutation) [Wild type product level] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:21077124 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
β2tub-E198Q(E198Q) (amino acid mutation) [Wild type product level] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:21077124 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
β2tub-F167Y(F167Y) (amino acid mutation) [Wild type product level] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:21077124 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
β2tub-F200Y(F200Y) (amino acid mutation) [Wild type product level] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:21077124 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
β2tub-Y50C(Y50C) (amino acid mutation) [Wild type product level] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:21077124 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
βTub transformant(F914-βTub(E198G)) (transformant) [Ectopic] associated with resistance to carbendazim This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) `NCBITaxon:5141` strain 74-OR31-14a `NCBITaxon:367110` `UniProtKB:P05220` EAA28433 `PHIPO:0000383`	—	PMID:1388107 (PHI-base primary-literature antimicrobial interaction PHIG:2858; joined to this record by exact ChEBI identifier.) Cell growth assay
βTub transformant(JT04-βTub(Q73R E198L)) (transformant) [Ectopic] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:19900007 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
βTub transformant(R9-βTub(F167Y)) (transformant) [Ectopic] associated with resistance to carbendazim 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:Q4HZS8` FGRAMPH1_01T26865 `PHIPO:0000383`	—	PMID:19900007 (PHI-base primary-literature antimicrobial interaction PHIG:612; joined to this record by exact ChEBI identifier.) Cell growth assay
βtub-Q134L(Q134L) (amino acid mutation) [Not assayed] associated with resistance to carbendazim This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Fusarium verticillioides `NCBITaxon:117187` strain SJ51 `NCBITaxon:334819` `UniProtKB:W7M0I3` `PHIPO:0000383`	—	PMID:30732567 (PHI-base primary-literature antimicrobial interaction PHIG:9015; joined to this record by exact ChEBI identifier.) Cell growth assay
βtub-T351I(T351I) (amino acid mutation) [Not assayed] associated with resistance to carbendazim This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Fusarium fujikuroi `NCBITaxon:5127` strain HC30 `UniProtKB:P53374` `PHIPO:0000383`	—	PMID:30732567 (PHI-base primary-literature antimicrobial interaction PHIG:2162; joined to this record by exact ChEBI identifier.) Cell growth assay

ANTIBIOTIC_TARGET_ALTERATION 7

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Aspergillus fumigatus Cyp51A with mutations conferring resistance to carbendazim	ARO:3009544	not organism-specific	—	ARO:3009544 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); database assertion, not a primary citation.)
Aspergillus fumigatus beta-tubulin with mutations conferring resistance to carbendazim	ARO:3009476	not organism-specific	—	ARO:3009476 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); database assertion, not a primary citation.)
Botrytis cinerea beta-tubulin with mutations conferring resistance against carbendazim	ARO:3009320	not organism-specific	—	ARO:3009320 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); database assertion, not a primary citation.)
Colletotrichum gloeosporioides beta-tubulin with mutations conferring resistance against carbendazim	ARO:3009470	not organism-specific	—	ARO:3009470 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); database assertion, not a primary citation.)
Colletotrichum siamense beta tubulin with mutations conferring resistance to carbendazim	ARO:3009474	not organism-specific	—	ARO:3009474 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); database assertion, not a primary citation.)
Colletotrichum truncatum beta tubulin with mutations conferring resistance to carbendazim	ARO:3009475	not organism-specific	—	ARO:3009475 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); database assertion, not a primary citation.)
Zymoseptoria tritici Cyp51 with mutations conferring resistance to carbendazim	ARO:3009405	not organism-specific	—	ARO:3009405 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009175 (carbendazim); 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 2026-09-02 · 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.