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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:23:45 UTC
Update Date2019-07-23 06:23:05 UTC
HMDB IDHMDB0037151
Secondary Accession Numbers
  • HMDB37151
Metabolite Identification
Common Name2-Isopropyl-5-methylpyrazine
Description2-Isopropyl-5-methylpyrazine, also known as 2-methyl-5-isopropylpyrazine or fema 3554, 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-Isopropyl-5-methylpyrazine is a moderately basic compound (based on its pKa). 2-Isopropyl-5-methylpyrazine is a coffee, earthy, and green. Outside of the human body, 2-isopropyl-5-methylpyrazine has been detected, but not quantified in, several different foods, such as cocoa and cocoa products, coffee and coffee products, fishes, potato, and root vegetables. This could make 2-isopropyl-5-methylpyrazine a potential biomarker for the consumption of these foods.
Structure
Data?1563862985
Synonyms
ValueSource
2-Isopropyl-5-methyl-pyrazineHMDB
2-Methyl-5-(1-methylethyl)-pyrazineHMDB
2-Methyl-5-(1-methylethyl)pyrazineHMDB
2-Methyl-5-(1-methylethyl)pyrazine, 9ciHMDB
2-Methyl-5-isopropylpyrazineHMDB
5-Isopropyl-2-methylpyrazineHMDB
FEMA 3554HMDB
Chemical FormulaC8H12N2
Average Molecular Weight136.1943
Monoisotopic Molecular Weight136.100048394
IUPAC Name2-methyl-5-(propan-2-yl)pyrazine
Traditional Name2-isopropyl-5-methylpyrazine
CAS Registry Number13925-05-8
SMILES
CC(C)C1=NC=C(C)N=C1
InChI Identifier
InChI=1S/C8H12N2/c1-6(2)8-5-9-7(3)4-10-8/h4-6H,1-3H3
InChI KeyPGTQKVQDZHXLOP-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
Disposition

Route of exposure:

Source:

Biological location:

Role

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 Solubility35.6 g/LALOGPS
logP1.56ALOGPS
logP1.04ChemAxon
logS-0.58ALOGPS
pKa (Strongest Basic)1.38ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.13 m³·mol⁻¹ChemAxon
Polarizability15.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9500000000-18ebb0a16ad0ad707afbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-677ec9793c964d77f846Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-da42aad742ec001821a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06dl-9100000000-f5cc59a4921bc93140a4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-a7d3dfafb276d73d0a72Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-17b3ec6f184eac4fcbedSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014u-9300000000-7af2ac5135355945a1f0Spectrum
MSMass Spectrum (Electron Ionization)splash10-00dr-2900000000-f2e19f2c14367832138bSpectrum
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 IDFDB016146
KNApSAcK IDNot Available
Chemspider ID55603
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61700
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.. .