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Identification
YMDB IDYMDB01442
NameTrimethylpyrazine
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionTrimethylpyrazine, also known as fema 3244, 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. Trimethylpyrazine is a moderately basic compound (based on its pKa).
Structure
Thumb
Synonyms
  • 2,3,5-Trimethylpyrazine
  • 2,3,6-Trimethylpyrazine
  • pyrazine, 2,3,5-trimethyl
  • 235-Trimethyl-pyrazine
  • 2,3,5-TRIMETHYL pyrazine
  • 2,3,5-Trimethyl-pyrazine
  • FEMA 3244
  • Trimethyl-pyrazine
CAS number14667-55-1
WeightAverage: 122.1677
Monoisotopic: 122.08439833
InChI KeyIAEGWXHKWJGQAZ-UHFFFAOYSA-N
InChIInChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
IUPAC Name2,3,5-trimethylpyrazine
Traditional IUPAC Namepyrazine, trimethyl-
Chemical FormulaC7H10N2
SMILESCC1=CN=C(C)C(C)=N1
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP0.95 [YAMAGAMI,C ET AL. (1991)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility51.6 g/LALOGPS
logP1.11ALOGPS
logP-0.068ChemAxon
logS-0.37ALOGPS
pKa (Strongest Basic)2.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.52 m³·mol⁻¹ChemAxon
Polarizability13.94 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
CocoaFDB008527
EarthyFDB008527
HazelnutFDB008527
MustFDB008527
MustyFDB008527
NuttyFDB008527
PeanutFDB008527
PotatoFDB008527
PowderyFDB008527
RoastFDB008527
RoastedFDB008527
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Mahadevan, K., Farmer, L. (2006). "Key odor impact compounds in three yeast extract pastes." J Agric Food Chem 54:7242-7250.16968089
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDHMDB0031844
Pubchem Compound ID26808
Kegg IDNot Available
ChemSpider ID24972
FOODB IDFDB008527
Wikipedia IDAlkylpyrazine
BioCyc IDNot Available