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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:21 UTC
Update Date2021-10-13 06:18:15 UTC
HMDB IDHMDB0031769
Secondary Accession Numbers
  • HMDB31769
Metabolite Identification
Common NameCarbendazim
DescriptionCarbendazim, also known as bavistin or kolfugo, belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety. Carbendazim is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Carbendazim.
Structure
Data?1563862168
Synonyms
ValueSource
1H-Benzimidazol-2-ylcarbamic acid methyl esterChEBI
2-(Methoxy-carbonylamino)-benzimidazolChEBI
2-(Methoxycarbonylamino)-benzimidazoleChEBI
2-(Methoxycarbonylamino)benzimidazoleChEBI
2-Benzimidazolecarbamic acid methyl esterChEBI
BMCChEBI
CarbendazimeChEBI
MBCChEBI
MecarzoleChEBI
Methyl 2-benzimidazolecarbamateChEBI
Methyl benzimidazol-2-ylcarbamateChEBI
1H-Benzimidazol-2-ylcarbamate methyl esterGenerator
2-Benzimidazolecarbamate methyl esterGenerator
Methyl 2-benzimidazolecarbamic acidGenerator
Methyl benzimidazol-2-ylcarbamic acidGenerator
1H-Benzimidazol-2-yl-carbamic acid, methyl esterHMDB
1H-Benzimidazol-2-ylcarbamic acid, methyl esterHMDB
1H-Benzimidazole-2-carbamic acid, methyl esterHMDB
2-(Carbomethoxyamino)benzimidazoleHMDB
2-(Methoxycarbamoyl)benzimidazoleHMDB
2-(Methoxycarboxamido)benzimidazoleHMDB
2-Benzimidazolecarbamic acid, methyl esterHMDB
2-Bezimidazolecarbamic acid methyl esterHMDB
2-MBCHMDB
2-Methyl benzimidazolecarbamateHMDB
2-[(Methoxycarbonyl)amino]benzimidazoleHMDB
a 118 (Pesticide)HMDB
AgrizimHMDB
Antibac MFHMDB
BattalHMDB
BavistanHMDB
BavistinHMDB
Bavistin 25SdHMDB
Bavistin 3460HMDB
Bavistin 50SdHMDB
Bavistin FLHMDB
BavistineHMDB
BCMHMDB
BCM (Fungicide)HMDB
BengardHMDB
Benzimidazole carbamate de methyleHMDB
Benzimidazole-2-carbamic acid, methyl esterHMDB
Benzimidazolecarbamate methyl esterHMDB
BenzimidazolecarbamicHMDB
Bercema-bitosenHMDB
BitosenHMDB
BMC?HMDB
BMKHMDB
BMK (Fungicide)HMDB
Carbamic acid, 1H-benzimidazol-2-yl-, methyl esterHMDB
Carbamic acid, 1H-benzimidazolyl-, methyl esterHMDB
Carbamic acid, N-1H-benzimidazol-2-yl-, methyl esterHMDB
Carben VLHMDB
CarbendazinHMDB
CarbendazineHMDB
CarbendazolHMDB
Carbendazol, jmafHMDB
CarbendazoleHMDB
CarbendazymHMDB
CarbendazymeHMDB
CustosHMDB
DelseneHMDB
Delsene 10HMDB
DerosalHMDB
Derosal 60PMHMDB
EquitdazinHMDB
FalicarbenHMDB
FunabenHMDB
Funaben 3HMDB
Funaben 50HMDB
FungisolHMDB
FungoxanHMDB
GarbendaHMDB
Ipo yHMDB
JkateinHMDB
JksteinHMDB
KarbenHMDB
Karben flo stefesHMDB
Karben stefes floHMDB
KemdazinHMDB
Kid pest project (carbendazim) (see also carbendazim)HMDB
KolfugoHMDB
Kolfugo 25 FWHMDB
Kolfugo 25FWHMDB
Kolfugo extraHMDB
MedamineHMDB
MekarzoleHMDB
Methoxybenzimidazole-2-carbamic acidHMDB
Methyl 1H-benzimidazol-2-ylcarbamateHMDB
Methyl 1H-benzimidazol-2-ylcarbamate (9ci)HMDB
Methyl 1H-benzimidazol-2-ylcarbamate, 9ciHMDB
Methyl 1H-benzimidazole-2-carbamateHMDB
Methyl 1H-benzimidazolylcarbamateHMDB
Methyl 2-benzimidazil carbamateHMDB
Methyl 2-benzimidazolylcarbamateHMDB
Methyl benzimidazolecarbamateHMDB
Methyl benzimidazolylcarbamateHMDB
Methyl N-2-benzimidazolecarbamateHMDB
Methyl-2-benzimidazole carbamateHMDB
Methyl-N-(2-benzimidazolyl)carbamateHMDB
Methylbenzimidazole-2-ylcarbamateHMDB
MYCOHMDB
OlginHMDB
Olgin (fungicide)HMDB
PillarstinHMDB
Preparation g 665HMDB
Preventol BCMHMDB
ProtekHMDB
SarfunHMDB
SPINHMDB
Spin (pesticide)HMDB
SteinHMDB
StemporHMDB
SubeejHMDB
SupercarbHMDB
ThicoperHMDB
TriticolHMDB
ZhiweilingHMDB
Mecarzole mononitrateHMDB
Mecarzole monophosphateHMDB
Mecarzole monosulfateHMDB
Mecarzole monohydrochlorideHMDB
Mecarzole monosodium saltHMDB
Mecarzole monophosphinateHMDB
Mecarzole triphosphinateHMDB
Carbendazim phosphateMeSH
Chemical FormulaC9H9N3O2
Average Molecular Weight191.1867
Monoisotopic Molecular Weight191.069476547
IUPAC Namemethyl N-(1H-1,3-benzodiazol-2-yl)carbamate
Traditional Namecarbendazim
CAS Registry Number10605-21-7
SMILES
COC(=O)NC1=NC2=CC=CC=C2N1
InChI Identifier
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)
InChI KeyTWFZGCMQGLPBSX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub Class2-benzimidazolylcarbamic acid esters
Direct Parent2-benzimidazolylcarbamic acid esters
Alternative Parents
Substituents
  • 2-benzimidazolylcarbamic acid ester
  • Benzenoid
  • Azole
  • Imidazole
  • Carbamic acid ester
  • Heteroaromatic compound
  • Carbonic acid derivative
  • Azacycle
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point302 - 307 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility29 mg/L @ 24C (exp)The Good Scents Company Information System
LogP1.52Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.82 g/LALOGPS
logP10(1.46) g/LALOGPS
logP10(1.8) g/LChemAxon
logS10(-2.4) g/LALOGPS
pKa (Strongest Acidic)9.7ChemAxon
pKa (Strongest Basic)4.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area67.01 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity50.93 m³·mol⁻¹ChemAxon
Polarizability19.46 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.36531661259
DarkChem[M-H]-143.90231661259
DeepCCS[M+H]+135.77630932474
DeepCCS[M-H]-131.94930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CarbendazimCOC(=O)NC1=NC2=CC=CC=C2N12756.2Standard polar33892256
CarbendazimCOC(=O)NC1=NC2=CC=CC=C2N11756.4Standard non polar33892256
CarbendazimCOC(=O)NC1=NC2=CC=CC=C2N12015.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Carbendazim,1TMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2[NH]1)[Si](C)(C)C1852.8Semi standard non polar33892256
Carbendazim,1TMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2[NH]1)[Si](C)(C)C1823.7Standard non polar33892256
Carbendazim,1TMS,isomer #2COC(=O)NC1=NC2=CC=CC=C2N1[Si](C)(C)C1952.8Semi standard non polar33892256
Carbendazim,1TMS,isomer #2COC(=O)NC1=NC2=CC=CC=C2N1[Si](C)(C)C1888.0Standard non polar33892256
Carbendazim,2TMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2N1[Si](C)(C)C)[Si](C)(C)C1986.7Semi standard non polar33892256
Carbendazim,2TMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2N1[Si](C)(C)C)[Si](C)(C)C1912.0Standard non polar33892256
Carbendazim,1TBDMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2[NH]1)[Si](C)(C)C(C)(C)C2110.8Semi standard non polar33892256
Carbendazim,1TBDMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2[NH]1)[Si](C)(C)C(C)(C)C2021.7Standard non polar33892256
Carbendazim,1TBDMS,isomer #2COC(=O)NC1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C2151.5Semi standard non polar33892256
Carbendazim,1TBDMS,isomer #2COC(=O)NC1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C2085.1Standard non polar33892256
Carbendazim,2TBDMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2334.5Semi standard non polar33892256
Carbendazim,2TBDMS,isomer #1COC(=O)N(C1=NC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2301.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Carbendazim GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-2900000000-c38742ca2595eba7bf982017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Carbendazim GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-01ox-0900000000-d0dcee8e90dd2a9993f22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-03dl-0900000000-66f156e60b1311d8b2542017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-03di-0900000000-b90e9baa17181b672c3f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-03di-0900000000-6ab35560f7e1a5a654492017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-03di-0900000000-73665298def00103c4dd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-03e9-1900000000-c2671f61f53982f0cc4f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-0apl-6900000000-e681bc1cde4f51afdafd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-066u-9400000000-1bb84be4e51073c98b312017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-014i-9100000000-676d7e392680b811a06c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QQ , positive-QTOFsplash10-0006-0900000000-082f61a661f5a52de8cf2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QQ , positive-QTOFsplash10-03di-0900000000-9d9c815da13027c560352017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QQ , positive-QTOFsplash10-03di-0900000000-11745a93c352387eea882017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QQ , positive-QTOFsplash10-03di-1900000000-d6a2d8c38ca15c4d2b9b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QQ , positive-QTOFsplash10-06rx-5900000000-05ffdb42cffce5ceb2a52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-ITFT , positive-QTOFsplash10-03di-0900000000-051728e55a00c7dde9f32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-ITFT , positive-QTOFsplash10-03di-0900000000-44ac13539ddcb90a7a2b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-ITFT , positive-QTOFsplash10-03di-0900000000-007ce1c2131b034a41822017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-ITFT , positive-QTOFsplash10-03di-0900000000-007ce1c2131b034a41822017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carbendazim LC-ESI-QFT , positive-QTOFsplash10-03di-0900000000-8f8ad13c0f401efa32e12017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbendazim 10V, Positive-QTOFsplash10-0006-0900000000-8f94ad998218e7c8abef2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbendazim 20V, Positive-QTOFsplash10-01q9-0900000000-d0300c3c3948b07bf1a62017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbendazim 40V, Positive-QTOFsplash10-001i-1900000000-64023674830421466f702017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbendazim 10V, Negative-QTOFsplash10-0a4l-2900000000-efc6d5d10e75b8d522072017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbendazim 20V, Negative-QTOFsplash10-0a4i-1900000000-30793d33e9633e88a7442017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carbendazim 40V, Negative-QTOFsplash10-001l-4900000000-e86721cd79188af2103f2017-07-26Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13009
Phenol Explorer Compound IDNot Available
FooDB IDFDB008442
KNApSAcK IDNot Available
Chemspider ID23741
KEGG Compound IDC10897
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCarbendazim
METLIN IDNot Available
PubChem Compound25429
PDB IDNot Available
ChEBI ID3392
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1227191
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Narayana KJ, Prabhakar P, Vijayalakshmi M, Venkateswarlu Y, Krishna PS: Biological activity of phenylpropionic acid isolated from a terrestrial Streptomycetes. Pol J Microbiol. 2007;56(3):191-7. [PubMed:18062653 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .