Showing Compound Card for Phenylbenzimidazole (CDB005756)

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Record Information
Version1.0
Created at2020-04-27 16:52:35 UTC
Updated at2021-01-04 18:49:14 UTC
CannabisDB IDCDB005756
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePhenylbenzimidazole
Description2-Phenylbenzimidazole also known as Phenizidole or PBZ or PBI is a benzyl derivative of benzimidazole. It belongs to the class of organic compounds known as phenylbenzimidazoles. Phenylbenzimidazoles are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group. 2-Phenylbenzimidazole is one of several structural isomers of phenylbenzimidazole wherein the benzyl group is substituted at different positions of benzimidazole. 2-Phenylbenzimidazole or PBI and 2-phenylbenzimidazole-5-sulfonic acid (PBSA) are ingredients found in some sunscreen agents. PBI can absorb the UV portion of the solar light and undergo a series of light-induced reactions to cause adverse effects in humans (PMID: 17617675 ). Phenylbenzimidazoles are found in cannabis smoke. 2-Phenylbenzimidazole is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-Phenyl-1H-benzo(D)imidazoleMeSH
2-PhenylbenzimidazoleMeSH
Chemical FormulaC13H10N2
Average Molecular Weight194.24
Monoisotopic Molecular Weight194.0844
IUPAC Name2-phenyl-1H-1,3-benzodiazole
Traditional Name2-phenylbenzimidazole
CAS Registry Number97542-80-8
SMILES
N1C2=CC=CC=C2N=C1C1=CC=CC=C1
InChI Identifier
InChI=1S/C13H10N2/c1-2-6-10(7-3-1)13-14-11-8-4-5-9-12(11)15-13/h1-9H,(H,14,15)
InChI KeyDWYHDSLIWMUSOO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylbenzimidazoles. Phenylbenzimidazoles are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassPhenylbenzimidazoles
Direct ParentPhenylbenzimidazoles
Alternative Parents
Substituents
  • Phenylbenzimidazole
  • 2-phenylimidazole
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.35ALOGPS
logP3.28ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)11.51ChemAxon
pKa (Strongest Basic)5.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.68 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity70.07 m³·mol⁻¹ChemAxon
Polarizability21.95 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPhenylbenzimidazole, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-ff30938fe0ced4db3aae2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-2bdc21e082dabf43fefb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gdl-9500000000-3fbd90f6ff36f65d9d782016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-a2491aa954a739ecdee02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-a456abbb3d3920a8476c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ou-5900000000-94bf83b784bd535452082016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEnsulizole
METLIN IDNot Available
PubChem Compound12855
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Mosley CN, Wang L, Gilley S, Wang S, Yu H: Light-induced cytotoxicity and genotoxicity of a sunscreen agent, 2-phenylbenzimidazole in Salmonella typhimurium TA 102 and HaCaT keratinocytes. Int J Environ Res Public Health. 2007 Jun;4(2):126-31. doi: 10.3390/ijerph2007040006. [PubMed:17617675 ]