Showing Compound Card for 3,5-Dimethylpyridine (CDB005409)

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Record Information
Version1.0
Created at2020-04-27 16:17:42 UTC
Updated at2021-01-04 20:37:43 UTC
CannabisDB IDCDB005409
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3,5-Dimethylpyridine
Description3,5-Dimethylpyridine, (CH3)2C5H3N, a heterocyclic organic compound also known as 3,5-lutidine, 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. It is one of several dimethyl-substituted derivatives of pyridine, all of which are referred to as lutidines. 3,5-Dimethylpyridine is a weakly basic compound. It is a colorless liquid with mildly basic properties, a green, fatty, roasted flavor, and a pungent, noxious odor.  It is found in tea. It is a precursor to the drug omeprazole. It is produced industrially by condensation of acrolein, ammonia, and formaldehyde ( Ref:DOI ). The biodegradation of pyridines proceeds via multiple pathways (PMID: 17593747 ). Although pyridine is an excellent source of carbon, nitrogen, and energy for certain microorganisms, methylation significantly retards degradation of the pyridine ring ( Ref:DOI ). 3,5-Dimethylpyridine is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC7H9N
Average Molecular Weight107.16
Monoisotopic Molecular Weight107.0735
IUPAC Name3,5-dimethylpyridine
Traditional Name3,5-dimethylpyridine
CAS Registry Number591-22-0
SMILES
CC1=CC(C)=CN=C1
InChI Identifier
InChI=1S/C7H9N/c1-6-3-7(2)5-8-4-6/h3-5H,1-2H3
InChI KeyHWWYDZCSSYKIAD-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 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
logP1.52ALOGPS
logP1.78ChemAxon
logS-0.15ALOGPS
pKa (Strongest Basic)6.14ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.98 m³·mol⁻¹ChemAxon
Polarizability12.41 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 - Orbitrap 4V, positivesplash10-0a4i-1900000000-30e4886f8457b7af928f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-0a4i-4900000000-7f97aa5f571462b367d12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0aou-9700000000-0792c1913f73a8ce41912020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-066u-9300000000-f3697e4bbebf9c31921f2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-cc27f9d1ec96f89ad6892016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-ce00c2121467266a7ec82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-a5ababa5ee1289d3dfd02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-8ce4c30a0dbd9e6f1b362016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-8b7e610cea8d6f96498f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9400000000-07f4945ba29a37cc81612016-08-03View 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 LinkNot Available
METLIN IDNot Available
PubChem Compound11565
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Philipp B, Hoff M, Germa F, Schink B, Beimborn D, Mersch-Sundermann V: Biochemical interpretation of quantitative structure-activity relationships (QSAR) for biodegradation of N-heterocycles: a complementary approach to predict biodegradability. Environ Sci Technol. 2007 Feb 15;41(4):1390-8. doi: 10.1021/es061505d. [PubMed:17593747 ]