You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:32:17 UTC
Update Date2020-02-26 21:44:16 UTC
HMDB IDHMDB0029727
Secondary Accession Numbers
  • HMDB29727
Metabolite Identification
Common Name5-Ethyl-2,3-dimethylpyrazine
Description5-Ethyl-2,3-dimethylpyrazine, also known as 2,3-dimethyl-5-ethylpyrazine or pyrazine, 6-ethyl-2,3-dimethyl, 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. 5-Ethyl-2,3-dimethylpyrazine is a moderately basic compound (based on its pKa). 5-Ethyl-2,3-dimethylpyrazine is a burnt and popcorn tasting compound. Outside of the human body, 5-Ethyl-2,3-dimethylpyrazine has been detected, but not quantified in, several different foods, such as pepper (c. annuum), herbs and spices, red bell peppers, green bell peppers, and yellow bell peppers. This could make 5-ethyl-2,3-dimethylpyrazine a potential biomarker for the consumption of these foods.
Structure
Data?1582753456
Synonyms
ValueSource
2,3-Dimethyl-5-ethylpyrazineHMDB
2,3-Dimethyl-6-ethylpyrazineHMDB
2-Ethyl-5,6-dimethylpyrazineHMDB
5,6-Dimethyl-2-ethylpyrazineHMDB
6-Ethyl-2,3-dimethylpyrazineHMDB
Pyrazine, 6-ethyl-2,3-dimethylHMDB
Chemical FormulaC8H12N2
Average Molecular Weight136.1943
Monoisotopic Molecular Weight136.100048394
IUPAC Name5-ethyl-2,3-dimethylpyrazine
Traditional Name5-ethyl-2,3-dimethylpyrazine
CAS Registry Number15707-34-3
SMILES
CCC1=CN=C(C)C(C)=N1
InChI Identifier
InChI=1S/C8H12N2/c1-4-8-5-9-6(2)7(3)10-8/h5H,4H2,1-3H3
InChI KeyCIBKSMZEVHTQLG-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
Disposition

Route of exposure:

Source:

Biological location:

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
Water Solubility21.7 g/LALOGPS
logP1.59ALOGPS
logP0.63ChemAxon
logS-0.8ALOGPS
pKa (Strongest Basic)1.93ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.15 m³·mol⁻¹ChemAxon
Polarizability15.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-4900000000-22e55154249f1b10ce98Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-31b3c7038f7fd07dd14aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-f341ca722f51a7e0d497Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udl-9100000000-2562c086ae5b21fc6893Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-b3068bdcb75424315b4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-f2a74d1dfead25b7bbd3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-066r-8900000000-6d5ddfae1694282f7d00Spectrum
MSMass Spectrum (Electron Ionization)splash10-000i-6900000000-5335ef535918acd18a65Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000923
KNApSAcK IDNot Available
Chemspider ID25554
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound27460
PDB IDNot Available
ChEBI ID254553
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .