Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:31:27 UTC
Update Date2023-02-21 17:25:46 UTC
HMDB IDHMDB0037282
Secondary Accession Numbers
  • HMDB37282
Metabolite Identification
Common Name2-Methyl-5-vinylpyrazine
Description2-Methyl-5-vinylpyrazine 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-Methyl-5-vinylpyrazine is a coffee tasting compound. 2-Methyl-5-vinylpyrazine has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), green vegetables, potatos (Solanum tuberosum), breakfast cereal, and cocoa beans (Theobroma cacao). This could make 2-methyl-5-vinylpyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Methyl-5-vinylpyrazine.
Structure
Data?1677000346
Synonyms
ValueSource
2-Ethenyl-5-methyl pyrazineHMDB
2-Ethenyl-5-methyl-pyrazineHMDB
2-Ethenyl-5-methylpyrazineHMDB
2-Ethenyl-5-methylpyrazine, 9ciHMDB
2-Methyl-5-ethenylpyrazineHMDB
2-Methyl-5-vinyl-pyrazineHMDB
2-Vinyl-5-methylpyrazineHMDB
Pyrazine, 2-vinyl,5-methylHMDB
Chemical FormulaC7H8N2
Average Molecular Weight120.1518
Monoisotopic Molecular Weight120.068748266
IUPAC Name2-ethenyl-5-methylpyrazine
Traditional Name2-ethenyl-5-methylpyrazine
CAS Registry Number13925-08-1
SMILES
CC1=CN=C(C=C)C=N1
InChI Identifier
InChI=1S/C7H8N2/c1-3-7-5-8-6(2)4-9-7/h3-5H,1H2,2H3
InChI KeyJASFBLBUHWKFBZ-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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point65.00 to 66.00 °C. @ 12.00 mm HgThe Good Scents Company Information System
Water Solubility6522 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.684 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility43.7 g/LALOGPS
logP0.98ALOGPS
logP0.64ChemAxon
logS-0.44ALOGPS
pKa (Strongest Basic)1.37ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.57 m³·mol⁻¹ChemAxon
Polarizability13.14 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]+124.96931661259
DarkChem[M-H]-123.81131661259
DeepCCS[M+H]+125.51530932474
DeepCCS[M-H]-122.05730932474
DeepCCS[M-2H]-159.18230932474
DeepCCS[M+Na]+134.2230932474
AllCCS[M+H]+124.032859911
AllCCS[M+H-H2O]+119.232859911
AllCCS[M+NH4]+128.632859911
AllCCS[M+Na]+129.932859911
AllCCS[M-H]-124.732859911
AllCCS[M+Na-2H]-126.832859911
AllCCS[M+HCOO]-129.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methyl-5-vinylpyrazineCC1=CN=C(C=C)C=N11478.5Standard polar33892256
2-Methyl-5-vinylpyrazineCC1=CN=C(C=C)C=N1990.1Standard non polar33892256
2-Methyl-5-vinylpyrazineCC1=CN=C(C=C)C=N11031.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-5-vinylpyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9400000000-a1af483a1e9259e790a02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-5-vinylpyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0fk9-9700000000-7a3be426faa7f3f66f592015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 10V, Positive-QTOFsplash10-00di-0900000000-96d3ef70ac5a16f84b362016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 20V, Positive-QTOFsplash10-00di-2900000000-ceca10705c8a1cda84642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 40V, Positive-QTOFsplash10-0udi-9100000000-1adacc38f0ab8f59a9b92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 10V, Negative-QTOFsplash10-014i-0900000000-8bdcb7b923f7f3ca79952016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 20V, Negative-QTOFsplash10-014i-1900000000-6f71c667b2ac56c909342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 40V, Negative-QTOFsplash10-0f6x-9300000000-a9e0fa472c38d600316d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 10V, Negative-QTOFsplash10-014i-0900000000-dfae0f7e7863815910112021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 20V, Negative-QTOFsplash10-00kf-9700000000-4eab50fdcc0dc618ea7b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 40V, Negative-QTOFsplash10-0udl-9100000000-93b2912b3d221ad1560c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 10V, Positive-QTOFsplash10-00di-2900000000-c0882b152bfa5a1f62c22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 20V, Positive-QTOFsplash10-014l-9000000000-b6f314f0f292bce1f9fd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-5-vinylpyrazine 40V, Positive-QTOFsplash10-0udr-9000000000-e66f3a5494af93dbba0a2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB016301
KNApSAcK IDC00052650
Chemspider ID24537
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound26335
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035521
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.. .