Record Information
Version1.0
Creation date2010-04-08 22:09:28 UTC
Update date2019-11-26 03:04:35 UTC
Primary IDFDB011123
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Phenylpyridine
Description4-Phenylpyridine, also known as 4-aza-1,1'-biphenyl or cyperquat, 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. 4-Phenylpyridine is a very strong basic compound (based on its pKa). 4-Phenylpyridine has been detected, but not quantified in, a few different foods, such as herbs and spices, sweet oranges, and tea. This could make 4-phenylpyridine a potential biomarker for the consumption of these foods.
CAS Number939-23-1
Structure
Thumb
Synonyms
SynonymSource
4-Phenyl-pyridineHMDB
1-Methyl-4-phenylpyridiniumHMDB
4-Aza-1,1'-biphenylHMDB
CyperquatHMDB
N-Methyl-4-phenylpyridineHMDB
p-PhenylpyridineHMDB
Phenyl-pyridineHMDB
P-phenylpyridinebiospider
Pyridine, 4-phenyl-biospider
Pyridine, phenyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility3.4 g/LALOGPS
logP2.4ALOGPS
logP2.4ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)5.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.04 m³·mol⁻¹ChemAxon
Polarizability17.23 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H9N
IUPAC name4-phenylpyridine
InChI IdentifierInChI=1S/C11H9N/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-9H
InChI KeyJVZRCNQLWOELDU-UHFFFAOYSA-N
Isomeric SMILESC1=CC=C(C=C1)C1=CC=NC=C1
Average Molecular Weight155.1959
Monoisotopic Molecular Weight155.073499293
Classification
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
  • 4-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
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 85.13%; H 5.84%; N 9.03%DFC
Melting PointMp 77-78°DFC
Boiling PointBp 274-275°DFC
Experimental Water SolubilityNot Available
Experimental logP2.59HANSCH,C ET AL. (1995)
Experimental pKapKa 5.35 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-4900000000-10e14e0d648ed0b56707JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-4900000000-10e14e0d648ed0b56707JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0900000000-85259f8d9ea92af450b3JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0a6r-0900000000-fe67755f3a6f726d71c7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a6r-0900000000-fe67755f3a6f726d71c7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-6b78b624d077f063474eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-5be9b32d9d3e3491c5bdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi0-3900000000-e98a858afea13ed6626aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-e3a046f2fa89c2924dc5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-e4d968bfc2db7ca205daJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-1900000000-a28ea482d9fd45c1de3fJSpectraViewer
ChemSpider ID13062
ChEMBL IDCHEMBL109074
KEGG Compound IDC11310
Pubchem Compound ID13651
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33123
CRC / DFC (Dictionary of Food Compounds) IDFZN47-Z:FZN47-Z
EAFUS IDNot Available
Dr. Duke ID4-PHENYL-PYRIDINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).