Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:45 UTC
Update Date2023-02-21 17:22:48 UTC
HMDB IDHMDB0032933
Secondary Accession Numbers
  • HMDB32933
Metabolite Identification
Common Name2-Methoxy-3-(1-methylpropyl)pyrazine
Description2-Methoxy-3-(1-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-(1-methylpropyl)pyrazine is a bell, carrot, and earth tasting compound. 2-Methoxy-3-(1-methylpropyl)pyrazine has been detected, but not quantified in, several different foods, such as fenugreeks (Trigonella foenum-graecum), alcoholic beverages, root vegetables, orange bell peppers (Capsicum annuum), and pulses. This could make 2-methoxy-3-(1-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-(1-methylpropyl)pyrazine.
Structure
Data?1677000168
Synonyms
ValueSource
2-Methoxy-3-(1-methyl-propyl) pyrazineHMDB
2-Methoxy-3-(1-methylpropyl)-pyrazineHMDB
2-Methoxy-3-sec-butylpyrazineHMDB
2-Sec-butyl-3-methoxy-pyrazineHMDB
2-Sec-butyl-3-methoxypyrazineHMDB
2-Sec-butyl-3-methoxypyrazine, 8ciHMDB
3-Sec-butyl-2-methoxypyrazineHMDB
FEMA 3433HMDB
Pyrazine, 2-methoxy, 3-sec-butylHMDB
Pyrazine, 3-methoxy-2-(1-methylpropyl)HMDB
Chemical FormulaC9H14N2O
Average Molecular Weight166.2203
Monoisotopic Molecular Weight166.11061308
IUPAC Name2-(butan-2-yl)-3-methoxypyrazine
Traditional Name2-methoxy-3-(sec-butyl)pyrazine
CAS Registry Number24168-70-5
SMILES
CCC(C)C1=C(OC)N=CC=N1
InChI Identifier
InChI=1S/C9H14N2O/c1-4-7(2)8-9(12-3)11-6-5-10-8/h5-7H,4H2,1-3H3
InChI KeyQMQDJVIJVPEQHE-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 Point50.00 °C. @ 1.00 mm HgThe Good Scents Company Information System
Water Solubility229.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.924 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility21.9 g/LALOGPS
logP2.5ALOGPS
logP1.79ChemAxon
logS-0.88ALOGPS
pKa (Strongest Basic)0.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.01 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.91 m³·mol⁻¹ChemAxon
Polarizability18.32 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]+136.72331661259
DarkChem[M-H]-135.71531661259
DeepCCS[M+H]+138.01730932474
DeepCCS[M-H]-134.18730932474
DeepCCS[M-2H]-171.36130932474
DeepCCS[M+Na]+147.01330932474
AllCCS[M+H]+136.532859911
AllCCS[M+H-H2O]+132.232859911
AllCCS[M+NH4]+140.632859911
AllCCS[M+Na]+141.732859911
AllCCS[M-H]-138.632859911
AllCCS[M+Na-2H]-139.932859911
AllCCS[M+HCOO]-141.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methoxy-3-(1-methylpropyl)pyrazineCCC(C)C1=C(OC)N=CC=N11480.2Standard polar33892256
2-Methoxy-3-(1-methylpropyl)pyrazineCCC(C)C1=C(OC)N=CC=N11162.0Standard non polar33892256
2-Methoxy-3-(1-methylpropyl)pyrazineCCC(C)C1=C(OC)N=CC=N11191.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ug3-8900000000-d59c6a45a3f59420ccff2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0079-4900000000-a56732b45eb5203cad2c2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 10V, Positive-QTOFsplash10-014i-0900000000-588fd221c9b82f2ca2542015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 20V, Positive-QTOFsplash10-014i-0900000000-eb2eb7b0011b666a98f22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 40V, Positive-QTOFsplash10-0006-9000000000-47ae7eed3f45f15872b42015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 10V, Negative-QTOFsplash10-014i-1900000000-12c585e05f3b97e2a8282015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 20V, Negative-QTOFsplash10-0aor-5900000000-4826268dbad43e1b337e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 40V, Negative-QTOFsplash10-0059-9100000000-70f488276a3d77293eb42015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 10V, Positive-QTOFsplash10-014i-0900000000-1ec7efe000cc5c76adc62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 20V, Positive-QTOFsplash10-014i-4900000000-490ccca717f62200a06e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 40V, Positive-QTOFsplash10-066r-9200000000-63fe40d2a764a49873022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 10V, Negative-QTOFsplash10-014i-0900000000-c06e07ad75c433b516d12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 20V, Negative-QTOFsplash10-066r-1900000000-5c938f56dd8a4c73cd792021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxy-3-(1-methylpropyl)pyrazine 40V, Negative-QTOFsplash10-0a4i-9200000000-7a447dbfe785f322c0522021-09-23Wishart 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 IDFDB010918
KNApSAcK IDNot Available
Chemspider ID453664
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound520098
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1008681
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.. .