Showing Compound Card for 2-Ethyl-3,5-dimethylpyrazine (CDB005383)

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Record Information
Version1.0
Created at2020-04-27 16:15:07 UTC
Updated at2021-01-04 20:37:42 UTC
CannabisDB IDCDB005383
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-Ethyl-3,5-dimethylpyrazine
Description2-Ethyl-3,5-dimethylpyrazine, also known as 2,6-dimethyl-3-ethyl-pyrazine or FEMA 3150, or as 3,5-cocoa-pyrazine, 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 moderate base and a colorless to pale yellow clear liquid that is soluble in water and alcohol. It has a peanut-nutty, caramelly, coffee, musty, and roasted cocoa odor with a sweet, nutty, caramelly, coffee, corn, cocoa and potato taste. 2-Ethyl-3,5-dimethylpyrazine has been detected in roasted barley, chicory root, coffee, lavender oil from Spain (0.019%), roasted peanut, potato, rice cakes,  rum, tea leaf, whiskey (http://www.thegoodscentscompany.com/data/rw1008281.html#tooccur), fish, cereals and cereal products, tortilla chips, tea, and green vegetables. This could make 2-ethyl-3,5-dimethylpyrazine a potential biomarker for the consumption of these foods. It is a perfuming agent. 2-Ethyl-3,5-dimethylpyrazine is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
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 Weight136.19
Monoisotopic Molecular Weight136.1
IUPAC Name2-ethyl-3,5-dimethylpyrazine
Traditional Name2-ethyl-3,5-dimethylpyrazine
CAS Registry Number13925-07-0
SMILES
CCC1=NC=C(C)N=C1C
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

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Role

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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
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
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Ethyl-3,5-dimethylpyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-4900000000-cad80e4e02d7ea7b7e06Spectrum
Predicted GC-MS2-Ethyl-3,5-dimethylpyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Ethyl-3,5-dimethylpyrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-e51d3b27b8ac96bfb4d82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-9ecf5427f7487618e3d52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9100000000-c5ee63807068795e076b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-dd627822ff8e3d1374422016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-1900000000-4c76b26f8a580b4175d92016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0673-9600000000-78bb12fbad1e38534b522016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-78f8c87482f4ec50ab682021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-6900000000-1d6b9e60caa3824c002b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-015c-9000000000-291545cfe146c582d4292021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-560d709635c029cd0cba2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-7900000000-b6eee9068b8be68922d12021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9100000000-5adeb727d2c1b46551232021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0040299
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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
References
General ReferencesNot Available