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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:49:55 UTC
Update Date2022-03-07 02:56:33 UTC
HMDB IDHMDB0040299
Secondary Accession Numbers
  • HMDB40299
Metabolite Identification
Common Name2-Ethyl-3,5-dimethylpyrazine
Description2-Ethyl-3,5-dimethylpyrazine 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-Ethyl-3,5-dimethylpyrazine is a burnt almonds, coffee, and potato tasting compound. 2-Ethyl-3,5-dimethylpyrazine has been detected, but not quantified in, several different foods, such as tortilla chip, green tea, cereals and cereal products, teas (Camellia sinensis), and green vegetables. This could make 2-ethyl-3,5-dimethylpyrazine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Ethyl-3,5-dimethylpyrazine.
Structure
Data?1563863520
Synonyms
ValueSource
2,6-Dimethyl-3-ethyl-pyrazineHMDB
2,6-Dimethyl-3-ethylpyrazineHMDB
2-Ethyl-3,5(6)-dimethyl-pyrazineHMDB
2-Ethyl-3,5-dimethyl pyrazineHMDB
2-Ethyl-3,5-dimethyl-pyrazineHMDB
3,5-Dimethyl-2-ethyl-pyrazineHMDB
3,5-Dimethyl-2-ethylpyrazineHMDB
3-Ethyl-2,6-dimethylpyrazineHMDB
FEMA 3150HMDB
Pyrazine, 3-ethyl-2,6-dimethylHMDB
Chemical FormulaC8H12N2
Average Molecular Weight136.1943
Monoisotopic Molecular Weight136.100048394
IUPAC Name2-ethyl-3,5-dimethylpyrazine
Traditional Name2-ethyl-3,5-dimethylpyrazine
CAS Registry Number13925-07-0
SMILES
CCC1=C(C)N=C(C)C=N1
InChI Identifier
InChI=1S/C8H12N2/c1-4-8-7(3)10-6(2)5-9-8/h5H,4H2,1-3H3
InChI KeyJZBCTZLGKSYRSF-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

Biological location

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point180.00 to 182.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1473 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.457 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility21.5 g/LALOGPS
logP1.59ALOGPS
logP0.63ChemAxon
logS-0.8ALOGPS
pKa (Strongest Basic)2.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.15 m³·mol⁻¹ChemAxon
Polarizability15.88 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.99731661259
DarkChem[M-H]-128.25331661259
DeepCCS[M+H]+133.30630932474
DeepCCS[M-H]-129.47830932474
DeepCCS[M-2H]-166.84730932474
DeepCCS[M+Na]+142.21430932474
AllCCS[M+H]+128.632859911
AllCCS[M+H-H2O]+124.032859911
AllCCS[M+NH4]+132.932859911
AllCCS[M+Na]+134.232859911
AllCCS[M-H]-131.832859911
AllCCS[M+Na-2H]-133.732859911
AllCCS[M+HCOO]-135.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Ethyl-3,5-dimethylpyrazineCCC1=C(C)N=C(C)C=N11429.3Standard polar33892256
2-Ethyl-3,5-dimethylpyrazineCCC1=C(C)N=C(C)C=N11033.5Standard non polar33892256
2-Ethyl-3,5-dimethylpyrazineCCC1=C(C)N=C(C)C=N11083.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-4900000000-cad80e4e02d7ea7b7e062016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 10V, Positive-QTOFsplash10-000i-0900000000-e51d3b27b8ac96bfb4d82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 20V, Positive-QTOFsplash10-000i-1900000000-9ecf5427f7487618e3d52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 40V, Positive-QTOFsplash10-00kf-9100000000-c5ee63807068795e076b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 10V, Negative-QTOFsplash10-000i-0900000000-dd627822ff8e3d1374422016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 20V, Negative-QTOFsplash10-000i-1900000000-4c76b26f8a580b4175d92016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 40V, Negative-QTOFsplash10-0673-9600000000-78bb12fbad1e38534b522016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 10V, Positive-QTOFsplash10-000i-0900000000-78f8c87482f4ec50ab682021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 20V, Positive-QTOFsplash10-000i-6900000000-1d6b9e60caa3824c002b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 40V, Positive-QTOFsplash10-015c-9000000000-291545cfe146c582d4292021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 10V, Negative-QTOFsplash10-000i-0900000000-560d709635c029cd0cba2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 20V, Negative-QTOFsplash10-000i-7900000000-b6eee9068b8be68922d12021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Ethyl-3,5-dimethylpyrazine 40V, Negative-QTOFsplash10-00kf-9100000000-5adeb727d2c1b46551232021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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 IDFDB020021
KNApSAcK IDNot Available
Chemspider ID24536
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound26334
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1008281
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.. .