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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:56:39 UTC
Update Date2019-07-23 07:17:23 UTC
HMDB IDHMDB0061888
Secondary Accession Numbers
  • HMDB61888
Metabolite Identification
Common Name2-Methylpyridine
Description2-Methylpyridine, also known as alpha-picoline or 2-mepy, belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group. 2-Methylpyridine, or 2-picoline, is the compound described with formula C6H7N. 2-Methylpyridine is a colorless liquid that has an unpleasant odor similar to pyridine. 2-Methylpyridine is a very strong basic compound (based on its pKa). 2-Methylpyridine is a bitter and sweat tasting compound. Outside of the human body, 2-Methylpyridine has been detected, but not quantified in, corns and tea. This could make 2-methylpyridine a potential biomarker for the consumption of these foods. Pyridines including 2-Methylpyridine are most crudely prepared by the reaction of acetylene and hydrogen cyanide.
Structure
Data?1563866243
Synonyms
ValueSource
2-MepyChEBI
2-PicolineChEBI
alpha-PicolineChEBI
O-MethylpyridineChEBI
O-PicolineChEBI
a-PicolineGenerator
Α-picolineGenerator
2-Picolinium bromideMeSH
Chemical FormulaC6H7N
Average Molecular Weight93.1265
Monoisotopic Molecular Weight93.057849229
IUPAC Name2-methylpyridine
Traditional Nameα-methylpyridine
CAS Registry Number109-06-8
SMILES
CC1=NC=CC=C1
InChI Identifier
InChI=1S/C6H7N/c1-6-4-2-3-5-7-6/h2-5H,1H3
InChI KeyBSKHPKMHTQYZBB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassMethylpyridines
Direct ParentMethylpyridines
Alternative Parents
Substituents
  • Methylpyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility202 g/LALOGPS
logP10(1.25) g/LALOGPS
logP10(0.89) g/LChemAxon
logS10(0.34) g/LALOGPS
pKa (Strongest Basic)5.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.49 m³·mol⁻¹ChemAxon
Polarizability10.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+116.34731661259
DarkChem[M-H]-112.74731661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Methylpyridine EI-B (Non-derivatized)splash10-0006-9000000000-fe72c25d1009b547235f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpyridine EI-B (Non-derivatized)splash10-0006-9000000000-b3226bb92643c265010a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpyridine EI-B (Non-derivatized)splash10-0006-9000000000-30ce30016e1d6ff093c42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpyridine EI-B (Non-derivatized)splash10-0006-9000000000-fe72c25d1009b547235f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpyridine EI-B (Non-derivatized)splash10-0006-9000000000-b3226bb92643c265010a2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpyridine EI-B (Non-derivatized)splash10-0006-9000000000-30ce30016e1d6ff093c42018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylpyridine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-50af54ea2b31ccd526372016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylpyridine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 10V, Positive-QTOFsplash10-0006-9000000000-429c60d042b13dee3f462016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 20V, Positive-QTOFsplash10-0006-9000000000-066cbced4cb7fa00c5e52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 40V, Positive-QTOFsplash10-0uxr-9000000000-140522b8a5b540c862d42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 10V, Negative-QTOFsplash10-0006-9000000000-4a05504f1b23666665c62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 20V, Negative-QTOFsplash10-0006-9000000000-6c174dac59b2b8a7f9a82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 40V, Negative-QTOFsplash10-0006-9000000000-665c9d9b722ba2305e502016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 10V, Negative-QTOFsplash10-0006-9000000000-eef4c1f804c025cbb9782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 20V, Negative-QTOFsplash10-0006-9000000000-eef4c1f804c025cbb9782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 40V, Negative-QTOFsplash10-0006-9000000000-28e713e4d1700d9d0a8b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 10V, Positive-QTOFsplash10-0006-9000000000-06a3d6ebd346da1f3fd22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 20V, Positive-QTOFsplash10-004l-9000000000-161a475ddb662babf1d52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpyridine 40V, Positive-QTOFsplash10-0uxr-9000000000-a22ea7d81cb55466a0482021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB004399
KNApSAcK IDNot Available
Chemspider ID13839199
KEGG Compound IDC14447
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-methylpyridine
METLIN IDNot Available
PubChem Compound7975
PDB IDNot Available
ChEBI ID50415
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Haviv F, DeNet RW, Michaels RJ, Ratajczyk JD, Carter GW, Young PR: 2-[(Phenylthio)methyl]pyridine derivatives: new antiinflammatory agents. J Med Chem. 1983 Feb;26(2):218-22. [PubMed:6827539 ]
  2. Wikipedia [Link]
  3. Robert Osborne, Kevin D. Bailey, 'Preparation of 2-chloro-5-methylpyridine.' U.S. Patent US4612377, issued September, 1984. [Link]
  4. Dev D. Suresh, Robert DiCosimo, Richard Loiseau, Maria S. Friedrich, Hsiao-Chiung Szabo, 'Preparation of 3-methylpyridine from 2-methylglutaronitrile.' U.S. Patent US5066809, issued June, 1985. [Link]