Showing Compound Card for 2-vinylpyridine (CDB005569)

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Record Information
Version1.0
Created at2020-04-27 16:33:39 UTC
Updated at2021-01-04 18:49:00 UTC
CannabisDB IDCDB005569
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-vinylpyridine
Description2-Phenylpyridine, also known as 2-PP, is a phenyl derivative of pyridine in which the phenyl group positioning at C-2 of the pyridine ring. 2-Phenylpyridine belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. There are three different isomers of phenylpyridine including 2-, 3- and 4-Phenylpyridine. 2-Phenylpyridine exists as a clear, colorless, viscous liquid that is almost insoluble in water. It has a warm, pungent-floral, mildly green odor. 2-Phenylpyridine has been detected, but not quantified in, sweet oranges and tea. This could make 2-phenylpyridine a potential biomarker for the consumption of these foods. It has been speculated that 2-Phenylpyridine could contribute to idiopathic Parkinson’s disease, but this was shown not to be the case through a series of studies on dopaminergic neurotoxicity of several phenylpyridine derivatives (PMID: 3210027 ). 2-Phenylpyridine and related derivatives have attracted interest as precursors to highly fluorescent metal complexes of possible value as organic light emitting diodes (OLEDs). Phenylpyridines are found in cannabis smoke. 2-Phenylpyridine is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC11H9N
Average Molecular Weight155.2
Monoisotopic Molecular Weight155.0735
IUPAC Name2-phenylpyridine
Traditional Name2-phenylpyridine
CAS Registry Number94928-86-6
SMILES
C1=CC=C(C=C1)C1=CC=CC=N1
InChI Identifier
InChI=1S/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9H
InChI KeyVQGHOUODWALEFC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPhenylpyridines
Direct ParentPhenylpyridines
Alternative Parents
Substituents
  • 2-phenylpyridine
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP2.7ALOGPS
logP2.79ChemAxon
logS-1.6ALOGPS
pKa (Strongest Basic)4.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.67 m³·mol⁻¹ChemAxon
Polarizability17.38 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-vinylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a6r-0900000000-05afb076faca27df28d3Spectrum
Predicted GC-MS2-vinylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 19V, positivesplash10-0a4i-2900000000-ee4a41f8f551358268e22020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 61V, Positivesplash10-0a4i-2900000000-ee4a41f8f551358268e22021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-b17097aafe63909052782016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-bb772db131e3a79f73332016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi0-4900000000-0b735c536c03abc8175f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-033fa7df1c265b6f38192016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-3a23be5b284cbedaa6092016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-3900000000-61fb822aa2e33a818a072016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-c96b9f679f0b9bcb25572021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-a39dc1300f91519bf2302021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi0-2900000000-93ef4dc9c36cab71a1442021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-dad8c928447125c7059a2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-dad8c928447125c7059a2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0900000000-136563b032c203876d532021-10-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0245295
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004404
KNApSAcK IDNot Available
Chemspider ID13286
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Phenylpyridine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Perry TL, Jones K, Hansen S, Wall RA: 2-Phenylpyridine and 3-phenylpyridine, constituents of tea, are unlikely to cause idiopathic Parkinson's disease. J Neurol Sci. 1988 Jul;85(3):309-17. doi: 10.1016/0022-510x(88)90189-x. [PubMed:3210027 ]