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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:33:02 UTC
Update Date2023-02-21 17:27:21 UTC
HMDB IDHMDB0039998
Secondary Accession Numbers
  • HMDB39998
Metabolite Identification
Common Name2-Acetyl-3,6-dimethylpyrazine
Description2-Acetyl-3,6-dimethylpyrazine belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetyl-3,6-dimethylpyrazine is a hazelnut, popcorn, and roasted tasting compound. 2-Acetyl-3,6-dimethylpyrazine has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2-acetyl-3,6-dimethylpyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Acetyl-3,6-dimethylpyrazine.
Structure
Data?1677000441
Synonyms
ValueSource
1-(3,6-Dimethyl-2-pyrazinyl)-ethanoneHMDB
1-(3,6-Dimethylpyrazinyl)-ethanoneHMDB
1-(3,6-Dimethylpyrazinyl)ethan-1-oneHMDB
1-(3,6-Dimethylpyrazinyl)ethanone, 9ciHMDB
Pyrazine, 2-acetyl-3,6-dimethylHMDB
Chemical FormulaC8H10N2O
Average Molecular Weight150.1778
Monoisotopic Molecular Weight150.079312952
IUPAC Name1-(3,6-dimethylpyrazin-2-yl)ethan-1-one
Traditional Name1-(3,6-dimethylpyrazin-2-yl)ethanone
CAS Registry Number54300-09-3
SMILES
CC(=O)C1=C(C)N=CC(C)=N1
InChI Identifier
InChI=1S/C8H10N2O/c1-5-4-9-6(2)8(10-5)7(3)11/h4H,1-3H3
InChI KeyJFUVDGXTDCVGHA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Pyrazine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point238.00 to 239.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility18550 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.080The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility18 g/LALOGPS
logP0.81ALOGPS
logP-0.26ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)14.67ChemAxon
pKa (Strongest Basic)0.41ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area42.85 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.96 m³·mol⁻¹ChemAxon
Polarizability16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.83131661259
DarkChem[M-H]-130.84731661259
DeepCCS[M+H]+135.60330932474
DeepCCS[M-H]-131.88530932474
DeepCCS[M-2H]-169.39530932474
DeepCCS[M+Na]+144.93330932474
AllCCS[M+H]+131.432859911
AllCCS[M+H-H2O]+126.932859911
AllCCS[M+NH4]+135.632859911
AllCCS[M+Na]+136.832859911
AllCCS[M-H]-131.532859911
AllCCS[M+Na-2H]-133.032859911
AllCCS[M+HCOO]-134.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Acetyl-3,6-dimethylpyrazineCC(=O)C1=C(C)N=CC(C)=N11567.6Standard polar33892256
2-Acetyl-3,6-dimethylpyrazineCC(=O)C1=C(C)N=CC(C)=N11148.2Standard non polar33892256
2-Acetyl-3,6-dimethylpyrazineCC(=O)C1=C(C)N=CC(C)=N11172.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-6900000000-f6ecede38b746020c64c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Acetyl-3,6-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-Acetyl-3,6-dimethylpyrazine 10V, Negative-QTOFsplash10-0002-0900000000-4ba657d933028e27f4692017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 20V, Negative-QTOFsplash10-052b-0900000000-a89b419408dc989dd26c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 40V, Negative-QTOFsplash10-0a4i-5900000000-5141cd7bfd9ff622bd022017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 10V, Negative-QTOFsplash10-0002-0900000000-17f73e472e7588abf61b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 20V, Negative-QTOFsplash10-0a4j-2900000000-3ed88aa110e52816c6682021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 40V, Negative-QTOFsplash10-0pc0-7900000000-39f7255f982995faf6cc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 10V, Positive-QTOFsplash10-0udi-0900000000-3527cd5b0f62e36602162017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 20V, Positive-QTOFsplash10-0ue9-0900000000-4ef04c71b86717f0dca92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 40V, Positive-QTOFsplash10-014i-9600000000-704db3679a8fce0378892017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 10V, Positive-QTOFsplash10-0udi-0900000000-af2586a68ab47c39fba12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 20V, Positive-QTOFsplash10-001i-3900000000-b13c217efdf568cebaf62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-3,6-dimethylpyrazine 40V, Positive-QTOFsplash10-0006-9100000000-7ad1a2d738d6d7e76ad02021-09-22Wishart 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

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB019680
KNApSAcK IDNot Available
Chemspider ID94541
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound104722
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1381291
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.. .