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
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:45 UTC
Update Date2019-07-23 06:12:08 UTC
HMDB IDHMDB0032933
Secondary Accession Numbers
  • HMDB32933
Metabolite Identification
Common Name2-Methoxy-3-(1-methylpropyl)pyrazine
Description2-Methoxy-3-(1-methylpropyl)pyrazine, also known as 2-sec-butyl-3-methoxy-pyrazine or 2-methoxy-3-sec-butylpyrazine, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Methoxy-3-(1-methylpropyl)pyrazine is a bell, carrot, and earth tasting compound. Outside of the human body, 2-Methoxy-3-(1-methylpropyl)pyrazine has been detected, but not quantified in, several different foods, such as carrots, wild carrots, root vegetables, herbs and spices, and fenugreeks. This could make 2-methoxy-3-(1-methylpropyl)pyrazine a potential biomarker for the consumption of these foods.
Structure
Data?1563862328
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
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted 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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ug3-8900000000-d59c6a45a3f59420ccffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-588fd221c9b82f2ca254Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-eb2eb7b0011b666a98f2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-47ae7eed3f45f15872b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1900000000-12c585e05f3b97e2a828Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aor-5900000000-4826268dbad43e1b337eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0059-9100000000-70f488276a3d77293eb4Spectrum
MSMass Spectrum (Electron Ionization)splash10-0079-4900000000-a56732b45eb5203cad2cSpectrum
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 ID
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.. .