Hmdb loader
Survey
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
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:14:09 UTC
Update Date2023-02-21 17:25:09 UTC
HMDB IDHMDB0036174
Secondary Accession Numbers
  • HMDB36174
Metabolite Identification
Common Name2-Methyl-3-(2-methylpropyl)pyrazine
Description2-Methyl-3-(2-methylpropyl)pyrazine, also known as 2-isobutyl-3-methyl-pyrazine or 2-methyl-3-isobutylpyrazine, 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-3-(2-methylpropyl)pyrazine is a green, herbal, and sugar tasting compound. 2-methyl-3-(2-methylpropyl)pyrazine has been detected, but not quantified, in a few different foods, such as coffee and coffee products, potato, and root vegetables.
Structure
Data?1677000309
Synonyms
ValueSource
2-Isobutyl-3-methyl-pyrazineHMDB
2-Isobutyl-3-methylpyrazineHMDB
2-Isobutyl-3-methylpyrazine, 8ciHMDB
2-Methyl-3-(2-methylpropyl)-pyrazineHMDB
2-Methyl-3-isobutylpyrazineHMDB
3-Methyl-2-isobutyl pyrazineHMDB
FEMA 3133HMDB
Chemical FormulaC9H14N2
Average Molecular Weight150.2209
Monoisotopic Molecular Weight150.115698458
IUPAC Name2-methyl-3-(2-methylpropyl)pyrazine
Traditional Name2-methyl-3-(2-methylpropyl)pyrazine
CAS Registry Number13925-06-9
SMILES
CC(C)CC1=C(C)N=CC=N1
InChI Identifier
InChI=1S/C9H14N2/c1-7(2)6-9-8(3)10-4-5-11-9/h4-5,7H,6H2,1-3H3
InChI KeyZHMIODDNZRIENW-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 Point199.00 to 201.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1604 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.96Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11 g/LALOGPS
logP2.04ALOGPS
logP1.23ChemAxon
logS-1.1ALOGPS
pKa (Strongest Basic)1.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.7 m³·mol⁻¹ChemAxon
Polarizability17.49 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]+133.22231661259
DarkChem[M-H]-131.26231661259
DeepCCS[M+H]+137.03630932474
DeepCCS[M-H]-133.20630932474
DeepCCS[M-2H]-170.60830932474
DeepCCS[M+Na]+146.14330932474
AllCCS[M+H]+131.532859911
AllCCS[M+H-H2O]+127.032859911
AllCCS[M+NH4]+135.732859911
AllCCS[M+Na]+136.932859911
AllCCS[M-H]-135.732859911
AllCCS[M+Na-2H]-137.232859911
AllCCS[M+HCOO]-139.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methyl-3-(2-methylpropyl)pyrazineCC(C)CC1=C(C)N=CC=N11469.3Standard polar33892256
2-Methyl-3-(2-methylpropyl)pyrazineCC(C)CC1=C(C)N=CC=N11114.4Standard non polar33892256
2-Methyl-3-(2-methylpropyl)pyrazineCC(C)CC1=C(C)N=CC=N11131.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-6900000000-25f1e88d980c40ffa22c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-6900000000-c1caca54331b4a13b4b92015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 10V, Positive-QTOFsplash10-0udi-0900000000-c2c20d7c48c92588d9f42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 20V, Positive-QTOFsplash10-0udi-1900000000-1e7d8e8ee5a27d30515f2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 40V, Positive-QTOFsplash10-0aou-9100000000-8f2c46e48eee61313e492016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 10V, Negative-QTOFsplash10-0002-0900000000-ef0dbf50ab30478245262016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 20V, Negative-QTOFsplash10-0002-0900000000-e4eab65d24c36b7d5b752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 40V, Negative-QTOFsplash10-000x-9400000000-25813b7e0c8524fc03232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 10V, Negative-QTOFsplash10-0002-0900000000-50a674f3d9a955d9216b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 20V, Negative-QTOFsplash10-0002-1900000000-88743fab03116481a4622021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 40V, Negative-QTOFsplash10-0006-9000000000-985f816284914496b7542021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 10V, Positive-QTOFsplash10-0zfr-1900000000-4ae0963f3e76b4d79ee52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 20V, Positive-QTOFsplash10-0a4j-7900000000-e7a06580ad7fd4523d682021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methyl-3-(2-methylpropyl)pyrazine 40V, Positive-QTOFsplash10-066r-9200000000-184ce17a163a6a45f4a92021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C 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 IDFDB015028
KNApSAcK IDNot Available
Chemspider ID24535
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound26333
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1013671
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.. .