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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:20 UTC
Update Date2018-03-12 21:57:47 UTC
HMDB IDHMDB0031767
Secondary Accession Numbers
  • HMDB31767
Metabolite Identification
Common NameBenomyl
DescriptionBenomyl, also known as benlate or fundazol, 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. Benomyl exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, benomyl is primarily located in the cytoplasm. Benomyl is a potentially toxic compound.
Structure
Thumb
Synonyms
ValueSource
1-(Butylcarbamoyl)-2-benzimidazol-methylcarbamatChEBI
1-(Butylcarbamoyl)-2-benzimidazolecarbamic acid, methyl esterChEBI
1-(N-Butylcarbamoyl)-2-(methoxy-carboxamido)-benzimidazolChEBI
BenlateChEBI
Methyl 1-(butylamino)carbonyl-1H-benzimidazol-2-ylcarbamateChEBI
Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamateChEBI
Methyl N-(1-butylcarbamoyl-2-benzimidazole)carbamateChEBI
1-(Butylcarbamoyl)-2-benzimidazolecarbamate, methyl esterGenerator
Benlic acidGenerator
Methyl 1-(butylamino)carbonyl-1H-benzimidazol-2-ylcarbamic acidGenerator
Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamic acidGenerator
Methyl N-(1-butylcarbamoyl-2-benzimidazole)carbamic acidGenerator
AgrocitHMDB
ArbortrineHMDB
ArilateHMDB
BBCHMDB
BenexHMDB
BenlatHMDB
Benlate 50HMDB
Benlate 50 WHMDB
Benlate 50WHMDB
BenomilHMDB
Benomyl 50WHMDB
Benomyl-imexHMDB
BenosanHMDB
BNMHMDB
Chinoin-fundazolHMDB
Du pont 1991HMDB
Dupont 1991HMDB
FibenzolHMDB
FundasolHMDB
FundazolHMDB
Fundazol 50WPHMDB
Fungicide 1991HMDB
Fungicide D-1991HMDB
FungochromHMDB
KribenomyHMDB
KribenomylHMDB
MBCLHMDB
Methyl 1-(butylcarbamoyl)-2-benzimidazolylcarbamateHMDB
Methyl 1-(butylcarbamoyl)benzimidazol-2-ylcarbamateHMDB
Methyl 1-[(butylamino)carbonyl]-1H-benzimidazol-2-ylcarbamate, 9ciHMDB
Methyl [1-(butylcarbamoyl)-1H-benzimidazol-2-yl]carbamateHMDB
NS 02 (Fungicide)HMDB
Tersan 1991HMDB
UzgenHMDB
Chemical FormulaC14H18N4O3
Average Molecular Weight290.3177
Monoisotopic Molecular Weight290.137890462
IUPAC NameN-butyl-2-{[hydroxy(methoxy)methylidene]amino}-1H-1,3-benzodiazole-1-carboximidic acid
Traditional Namebenomyl
CAS Registry Number17804-35-2
SMILES
CCCCN=C(O)N1C(N=C(O)OC)=NC2=CC=CC=C12
InChI Identifier
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)
InChI KeyRIOXQFHNBCKOKP-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Imidazole-1-carbonyl group
  • N-substituted imidazole
  • Benzenoid
  • Azole
  • Imidazole
  • Carbamic acid ester
  • Heteroaromatic compound
  • Urea
  • Carbonic acid derivative
  • Azacycle
  • Organopnictogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Environmental role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point140 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0038 mg/mL at 20 °CNot Available
LogP2.12Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.36 g/LALOGPS
logP2.32ALOGPS
logP3.68ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)2.76ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area92.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity79.49 m³·mol⁻¹ChemAxon
Polarizability31.15 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8890000000-e030c9d552fc5c7d52daView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-044i-9055500000-3eca627722374bbbc14cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-2790000000-f3ed3b88d515aed07a44View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01qc-1900000000-97b4102ec19aeb0c6974View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-2900000000-1aa81e2473687dd33506View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4l-2930000000-e8acc050770f45adf536View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-4960000000-e995e6dd540486a3ceb2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ai-1900000000-c2b1949df8a55a1f654aView in MoNA
MSMass Spectrum (Electron Ionization)splash10-052f-7900000000-930ea348a291d67fe037View in MoNA
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 IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008440
KNApSAcK IDNot Available
Chemspider ID26771
KEGG Compound IDC10896
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenomyl
METLIN IDNot Available
PubChem Compound28780
PDB IDNot Available
ChEBI ID3015
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Edlind TD, Bartlett MS, Smith JW: Characterization of the beta-tubulin gene of Pneumocystis carinii. J Protozool. 1991 Nov-Dec;38(6):62S-63S. [PubMed:1818208 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .