Showing Compound Card for 2-Isopropenyl-3-methylpyrazine (CDB000509)

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Record Information
Version1.0
Created at2020-03-19 00:40:53 UTC
Updated at2020-11-18 16:35:13 UTC
CannabisDB IDCDB000509
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-Isopropenyl-3-methylpyrazine
Description2-Isopropenyl-3-methylpyrazine belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-membered aromatic heterocycle, that includes two nitrogen atoms (at positions 1 and 4) and four carbon atoms. 2-Isopropenyl-3-methylpyrazine is a moderately basic compound (based on its pKa). 2-Isopropenyl-3-methylpyrazine is a methylated derivative of 2-isopropenylpyrazine on which one methyl group has been added at the position C-3 of the benzene ring. 2-Isopropenylpyrazine is a caramel, chocolate, and nutty tasting compound. 2-Isopropenylpyrazine has been detected, but not quantified, in several different foods such as nuts, cereals and cereal products, pulses, cocoa and cocoa products, and tea. Pyrazines and alkylated pyrazines have also been found in the volatile fraction of Cannabis sativa (PMID: 26657499 ) and are likely a component of marijuana smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC8H10N2
Average Molecular Weight134.18
Monoisotopic Molecular Weight134.0844
IUPAC Name2-methyl-3-(prop-1-en-2-yl)pyrazine
Traditional Name2-methyl-3-(prop-1-en-2-yl)pyrazine
CAS Registry NumberNot Available
SMILES
CC(=C)C1=NC=CN=C1C
InChI Identifier
InChI=1S/C8H10N2/c1-6(2)8-7(3)9-4-5-10-8/h4-5H,1H2,2-3H3
InChI KeyNJUMRZOJYYCHHV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrazines
Direct ParentPyrazines
Alternative Parents
Substituents
  • Pyrazine
  • 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
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.29ALOGPS
logP1.09ChemAxon
logS-0.8ALOGPS
pKa (Strongest Basic)1.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.93 m³·mol⁻¹ChemAxon
Polarizability14.86 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
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View 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 Compound583834
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]