Showing Compound Card for 4-Methylpyridine (CDB005380)

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Record Information
Version1.0
Created at2020-04-27 16:14:49 UTC
Updated at2021-01-04 20:37:42 UTC
CannabisDB IDCDB005380
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name4-Methylpyridine
Description4-Methylpyridine, C6H7N or CH3C5H4N, also known as 4-mepy or 4-picoline, is a member of the class of compounds known as methylpyridines. It is one of the three isomers of methylpyridine. Methylpyridines are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group. 4-Methylpyridine is a very strong base with a green flavor. It is a light-yellow liquid that is soluble in water. 4-Methylpyridine has a can be found in coffee, shrimp, pork, fig leaf and tea leaf, which makes it a potential biomarker for the consumption of these food products ( Ref:DOI ). This pungent liquid is a building block for the synthesis of other heterocyclic compounds. Its conjugate acid, the 4-methylpyridinium ion, has a pKa of 5.98, about 0.7 units above that of pyridine itself. 4-Methylpyridine is both isolated from coal tar and is synthesized industrially. It forms via the reaction of acetaldehyde and ammonia in the presence of an oxide catalyst. The method also makes some 2-methylpyridine. 4-Methylpyridine, while of little intrinsic value,  is a precursor to other commercially significant species, often of medicinal interest. For example, ammoxidation of 4-methylpyridine gives 4-cyanopyridine, the precursor to a variety of other derivatives such as the antituberculosis drug isoniazid ( Ref:DOI ). 4-Methylpyridine is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-MepyChEBI
4-PicolineChEBI
gamma-PicolineChEBI
p-MethylpyridineChEBI
p-PicolineChEBI
g-PicolineGenerator
Γ-picolineGenerator
4-MethylpyridiniumMeSH
Chemical FormulaC6H7N
Average Molecular Weight93.13
Monoisotopic Molecular Weight93.0578
IUPAC Name4-methylpyridine
Traditional Name4-methylpyridine
CAS Registry Number51010-00-5
SMILES
CC1=CC=NC=C1
InChI Identifier
InChI=1S/C6H7N/c1-6-2-4-7-5-3-6/h2-5H,1H3
InChI KeyFKNQCJSGGFJEIZ-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
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
logP1.14ALOGPS
logP1.27ChemAxon
logS0.32ALOGPS
pKa (Strongest Basic)5.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.94 m³·mol⁻¹ChemAxon
Polarizability10.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - QqQ 14V, positivesplash10-0006-9000000000-cf6d2b1f296868a41fb02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 16V, positivesplash10-0006-9000000000-f28b5acf237330db39cd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 20V, positivesplash10-0006-9000000000-c377759a238292231de92020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0006-9000000000-5a45b3d162e01c64295f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-0006-9000000000-73a8d82a235aa15b5cbb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0006-9000000000-116bd856759c69e363022020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 6V, positivesplash10-004i-9000000000-3bf262f96423e85a17562020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-90c0f2706e4d91aa25982016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-2803318666b1703a07c22016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fr6-9000000000-93a6b6d38867054d253a2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-78c945aa8b292854c0e42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-b8d4f86ab1fdd2fb00512016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-8a769e961f6c29cb459c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-d2c754e54d63cb0d96d52021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kf-9000000000-9f5aca8f2ce69a372ce12021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v00-9000000000-9e4c76f82fdbbf010b1c2021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-eef4c1f804c025cbb9782021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-eef4c1f804c025cbb9782021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-f4ea495fc86cef6b3c172021-10-21View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0302405
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004424
KNApSAcK IDC00054275
Chemspider ID13874733
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link4-Methylpyridine
METLIN IDNot Available
PubChem Compound7963
PDB IDNot Available
ChEBI ID32547
References
General ReferencesNot Available