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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:15:41 UTC
Update Date2022-03-07 02:57:04 UTC
HMDB IDHMDB0041568
Secondary Accession Numbers
  • HMDB41568
Metabolite Identification
Common Name2-Ethyl-5-methylpyrazine, 9CI, 8CI
Description2-Ethyl-5-methylpyrazine, 9CI, 8CI, also known as 2,5-methylethylpyrazine or fema 3154, 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. 2-Ethyl-5-methylpyrazine, 9CI, 8CI is a sweet and fruit tasting compound. 2-Ethyl-5-methylpyrazine, 9CI, 8CI has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make 2-ethyl-5-methylpyrazine, 9ci, 8CI a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Ethyl-5-methylpyrazine, 9CI, 8CI.
Structure
Data?1563863678
Synonyms
ValueSource
2,5-MethylethylpyrazineChEBI
2-Ethyl-5-methyl-pyrazineChEBI
2-Methyl-5-ethylpyrazineChEBI
FEMA 3154ChEBI
2-Ethyl-5-methyl pyrazineHMDB
5-Ethyl-2-methylpyrazineHMDB
Pyrazine, 5-ethyl-2-methylHMDB
Chemical FormulaC7H10N2
Average Molecular Weight122.171
Monoisotopic Molecular Weight122.08439833
IUPAC Name2-ethyl-5-methylpyrazine
Traditional Namepyrazine, 2-ethyl-5-methyl-
CAS Registry Number13360-64-0
SMILES
CCC1=CN=C(C)C=N1
InChI Identifier
InChI=1S/C7H10N2/c1-3-7-5-8-6(2)4-9-7/h4-5H,3H2,1-2H3
InChI KeyOXCKCFJIKRGXMM-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

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point170.83 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility4903 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.197 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility77.2 g/LALOGPS
logP1.18ALOGPS
logP0.5ChemAxon
logS-0.2ALOGPS
pKa (Strongest Basic)1.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.55 m³·mol⁻¹ChemAxon
Polarizability13.87 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+125.61931661259
DarkChem[M-H]-123.80731661259
DeepCCS[M+H]+127.58930932474
DeepCCS[M-H]-124.07630932474
DeepCCS[M-2H]-161.27330932474
DeepCCS[M+Na]+136.35130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Ethyl-5-methylpyrazine, 9CI, 8CICCC1=CN=C(C)C=N11384.0Standard polar33892256
2-Ethyl-5-methylpyrazine, 9CI, 8CICCC1=CN=C(C)C=N1955.6Standard non polar33892256
2-Ethyl-5-methylpyrazine, 9CI, 8CICCC1=CN=C(C)C=N11006.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-9500000000-94d4449a2511432b43062017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-7900000000-d0e9845ca4f9923b8ca12015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 10V, Positive-QTOFsplash10-00di-0900000000-0f1ebfef3c3c4ba34b252016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 20V, Positive-QTOFsplash10-00di-3900000000-68b911b860cdf5e41d2e2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 40V, Positive-QTOFsplash10-0zfr-9100000000-bcbf96e68c1814339eed2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 10V, Negative-QTOFsplash10-00di-0900000000-576bd1c2212ee94f180b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 20V, Negative-QTOFsplash10-00di-1900000000-8e135cfc3128bf03a9122016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 40V, Negative-QTOFsplash10-0k96-9200000000-edf3d57280040564bbdd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 10V, Negative-QTOFsplash10-00di-0900000000-f917b7eaee02fed474b82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 20V, Negative-QTOFsplash10-00di-5900000000-61687b11501e6db083ff2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 40V, Negative-QTOFsplash10-0ufu-9000000000-29716227e80b83dfbb912021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 10V, Positive-QTOFsplash10-00di-2900000000-9b9183f715e350b8e1fd2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 20V, Positive-QTOFsplash10-0apl-9000000000-ff9da68785eee1ca92732021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-5-methylpyrazine, 9CI, 8CI 40V, Positive-QTOFsplash10-0udl-9000000000-49e959bc68a04a0d63472021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
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 IDFDB004429
KNApSAcK IDNot Available
Chemspider ID24144
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25915
PDB IDNot Available
ChEBI ID141542
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1120721
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.. .