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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:46:00 UTC
Update Date2023-02-21 17:21:24 UTC
HMDB IDHMDB0031860
Secondary Accession Numbers
  • HMDB31860
Metabolite Identification
Common Name2-Methoxy-3-(2-methylpropyl)pyrazine
Description2-Methoxy-3-(2-methylpropyl)pyrazine belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring. 2-Methoxy-3-(2-methylpropyl)pyrazine is a bell, earth, and galbanum tasting compound. 2-Methoxy-3-(2-methylpropyl)pyrazine has been detected, but not quantified in, several different foods, such as orange bell peppers (Capsicum annuum), yellow bell peppers (Capsicum annuum), common grapes (Vitis vinifera), red bell peppers (Capsicum annuum), and pepper (c. frutescens). This could make 2-methoxy-3-(2-methylpropyl)pyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Methoxy-3-(2-methylpropyl)pyrazine.
Structure
Data?1677000084
Synonyms
ValueSource
1DZKHMDB
2-Isobutyl-3-methoxy-pyrazineHMDB
2-Isobutyl-3-methoxypyrazineHMDB
2-Isobutyl-3-methoxypyrazine, 8ciHMDB
2-Methoxy-3-(2-methyl-propyl) pyrazineHMDB
2-Methoxy-3-(2-methylpropyl)-pyrazineHMDB
2-Methoxy-3-isobutylpyrazineHMDB, MeSH
3-Isobutyl-2-methoxypyrazineHMDB, MeSH
3-Methoxy-2-isobutylpyrazineHMDB
FEMA 3132HMDB
GalbazineHMDB
IBMPHMDB
PRZHMDB
Pyrazine, 2-(2-methylpropyl)-3-methoxyHMDB
Pyrazine, 2-isobutyl-3-methoxyHMDB
Pyrazine, 2-methoxy, 3-isobutylHMDB
Pyrazine, 3-methoxy-2-(2-methylpropyl)HMDB
Chemical FormulaC9H14N2O
Average Molecular Weight166.2203
Monoisotopic Molecular Weight166.11061308
IUPAC Name2-methoxy-3-(2-methylpropyl)pyrazine
Traditional Name2-isobutyl-3-methoxypyrazine
CAS Registry Number24683-00-9
SMILES
COC1=NC=CN=C1CC(C)C
InChI Identifier
InChI=1S/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3
InChI KeyUXFSPRAGHGMRSQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrazines
Direct ParentMethoxypyrazines
Alternative Parents
Substituents
  • Methoxypyrazine
  • Alkyl aryl ether
  • Heteroaromatic compound
  • Azacycle
  • Ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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 PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility20.9 g/LALOGPS
logP2.11ALOGPS
logP1.54ChemAxon
logS-0.9ALOGPS
pKa (Strongest Basic)0.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.01 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.89 m³·mol⁻¹ChemAxon
Polarizability18.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.55831661259
DarkChem[M-H]-137.40231661259
DeepCCS[M+H]+140.22730932474
DeepCCS[M-H]-137.42430932474
DeepCCS[M-2H]-173.59530932474
DeepCCS[M+Na]+149.13330932474
AllCCS[M+H]+136.032859911
AllCCS[M+H-H2O]+131.732859911
AllCCS[M+NH4]+140.032859911
AllCCS[M+Na]+141.232859911
AllCCS[M-H]-138.332859911
AllCCS[M+Na-2H]-139.732859911
AllCCS[M+HCOO]-141.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methoxy-3-(2-methylpropyl)pyrazineCOC1=NC=CN=C1CC(C)C1466.8Standard polar33892256
2-Methoxy-3-(2-methylpropyl)pyrazineCOC1=NC=CN=C1CC(C)C1167.3Standard non polar33892256
2-Methoxy-3-(2-methylpropyl)pyrazineCOC1=NC=CN=C1CC(C)C1181.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9800000000-b2a76f846c9e6cdec4802016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-9800000000-0379fe3fc6cfe11798f32015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 10V, Negative-QTOFsplash10-014i-0900000000-f195deae40b120d03a2b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 20V, Negative-QTOFsplash10-0aor-7900000000-ce68c6d37c62fbafe6432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 40V, Negative-QTOFsplash10-0a59-9100000000-fdcbed3bfb97241ae9112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 10V, Negative-QTOFsplash10-014i-0900000000-f72a38590d903075c8662021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 20V, Negative-QTOFsplash10-001i-2900000000-8a6a0e5c0c27143a34f12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 40V, Negative-QTOFsplash10-0a4i-9300000000-02b43dab5d60f685355e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 10V, Positive-QTOFsplash10-014i-0900000000-36e5a9d0812fa5b880dc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 20V, Positive-QTOFsplash10-014i-1900000000-a3ae70c6cad1c5005bd32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 40V, Positive-QTOFsplash10-0006-9000000000-1252189c65cc284d20242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 10V, Positive-QTOFsplash10-014i-0900000000-d120bc32d136e668f60a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 20V, Positive-QTOFsplash10-014i-2900000000-b41ddec9414daee33f172021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(2-methylpropyl)pyrazine 40V, Positive-QTOFsplash10-014l-9100000000-4674a4a6a16f025751ab2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart 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 IDDB04512
Phenol Explorer Compound IDNot Available
FooDB IDFDB008544
KNApSAcK IDC00052644
Chemspider ID30208
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound32594
PDB IDPRZ
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .