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Showing Compound Methylpyrazine (FDB011112)

Record Information
Version1.0
Creation date2010-04-08 22:09:28 UTC
Update date2019-11-26 03:04:34 UTC
Primary IDFDB011112
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethylpyrazine
DescriptionMethylpyrazine 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. Methylpyrazine is a chocolate, cocoa, and green tasting compound. Methylpyrazine is found, on average, in the highest concentration within kohlrabis (Brassica oleracea var. gongylodes). Methylpyrazine has also been detected, but not quantified in, several different foods, such as tortilla chip, cocoa beans (Theobroma cacao), fenugreeks (Trigonella foenum-graecum), cereals and cereal products, and teas (Camellia sinensis). This could make methylpyrazine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methylpyrazine.
CAS Number109-08-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-MethylpyrazineChEMBL, HMDB
2-Methyl-1,4-diazineHMDB
2-Methyl-pyrazineHMDB
FEMA 3309HMDB
Methyl-pyrazineHMDB
Pyrazine, 2-methyl-biospider
Pyrazine, methyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility335 g/LALOGPS
logP0.19ALOGPS
logP-0.33ChemAxon
logS0.55ALOGPS
pKa (Strongest Basic)1.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity26.34 m³·mol⁻¹ChemAxon
Polarizability9.73 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H6N2
IUPAC name2-methylpyrazine
InChI IdentifierInChI=1S/C5H6N2/c1-5-4-6-2-3-7-5/h2-4H,1H3
InChI KeyCAWHJQAVHZEVTJ-UHFFFAOYSA-N
Isomeric SMILESCC1=CN=CC=N1
Average Molecular Weight94.1145
Monoisotopic Molecular Weight94.053098202
Classification
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

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 63.81%; H 6.43%; N 29.76%DFC
Melting Point-29 oC
Boiling PointBp 136-137°DFC
Experimental Water Solubility1000 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.21HANSCH,C ET AL. (1995)
Experimental pKapKa2 -4.89 (25°, H2O)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.03DFC
Refractive Indexn20D 1.4953DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSMethylpyrazine, non-derivatized, GC-MS Spectrumsplash10-00kf-9000000000-f4b825c3875738792e2eSpectrum
GC-MSMethylpyrazine, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-a2eaa2efdc4e61c4335cSpectrum
GC-MSMethylpyrazine, non-derivatized, GC-MS Spectrumsplash10-00kf-9000000000-f4b825c3875738792e2eSpectrum
GC-MSMethylpyrazine, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-a2eaa2efdc4e61c4335cSpectrum
Predicted GC-MSMethylpyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-5dc367205165bdb5e26bSpectrum
Predicted GC-MSMethylpyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-0002-9000000000-ecf22d809547e0aa7c742020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 14V, positivesplash10-0002-9000000000-95eb788b8eb6fb98508f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 15V, positivesplash10-0002-9000000000-b43f311f11184d7770852020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 16V, positivesplash10-0002-9000000000-946d74a794831f5220662020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-0002-9000000000-e6383fe00ef8729dab752020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-0002-9000000000-7fc30af3a009f1ecb4c72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 19V, positivesplash10-0002-9000000000-165d2190e702945cd6732020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 20V, positivesplash10-00kb-9000000000-d223778f3023003463622020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 22V, positivesplash10-00kb-9000000000-3c72d9dfc975dcf4f0232020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 24V, positivesplash10-00kb-9000000000-5216700f2c02c5bbf0002020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 26V, positivesplash10-0fr5-9000000000-6f9c7151cf25d400d3fe2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 28V, positivesplash10-0006-9000000000-ea4dca874e350890121c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 30V, positivesplash10-0f6x-9000000000-8ce2cfe7708d3edb58a62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, positivesplash10-0f6x-9000000000-79d81f2d825ea784509e2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-230ba79fd9ecad00b0bf2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-4181abbf3d44e18509112016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-9000000000-341947b86bc29df72c052016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-2513e2138b5b9c757ce42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-d1f0ae6b396dc25638cd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-bc38ece616b22363b02d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-69782e89d083a3a49f6c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fr6-9000000000-ab2962c87b20e872dcca2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxr-9000000000-c706f4f6128bb6f144d72021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-0ba9c53048a888159d8d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-0ba9c53048a888159d8d2021-09-22View Spectrum
NMRNot Available
ChemSpider ID7688
ChEMBL IDCHEMBL479791
KEGG Compound IDNot Available
Pubchem Compound ID7976
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33112
CRC / DFC (Dictionary of Food Compounds) IDFZF12-X:FZF12-X
EAFUS ID2490
Dr. Duke ID2-METHYL-PYRAZINE|METHYL-PYRAZINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID109-08-0
GoodScent IDrw1009001
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
popcorn
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cocoa
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roasted
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
chocolate
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
peanut
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).