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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:23:38 UTC
Update Date2023-02-21 17:25:38 UTC
HMDB IDHMDB0037149
Secondary Accession Numbers
  • HMDB37149
Metabolite Identification
Common Name6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine
Description6,7-Dihydro-5-methyl-5H-cyclopenta[b]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. 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine is a baked, earthy, and nut tasting compound. 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine has been detected, but not quantified in, several different foods, such as robusta coffees (Coffea canephora), arabica coffees (Coffea arabica), teas (Camellia sinensis), black tea, and coffee and coffee products. This could make 6,7-dihydro-5-methyl-5H-cyclopenta[b]pyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine.
Structure
Data?1677000338
Synonyms
ValueSource
5-Methyl -6,7-dihydrocyclopentapyrazineHMDB
5-Methyl-(5H)-6,7-dihydrocyclo- pentapyrazineHMDB
5-Methyl-5H-cyclopenta[b]pyrazineHMDB
5-Methyl-6,7-dihydro-(5H)-cyclopentapyrazineHMDB
5-Methyl-6,7-dihydro-5H-cyclopenta[b]pyrazineHMDB
FEMA 3306HMDB
Chemical FormulaC8H10N2
Average Molecular Weight134.1784
Monoisotopic Molecular Weight134.08439833
IUPAC Name5-methyl-5H,6H,7H-cyclopenta[b]pyrazine
Traditional Name5-methyl-5H,6H,7H-cyclopenta[b]pyrazine
CAS Registry Number23747-48-0
SMILES
CC1CCC2=C1N=CC=N2
InChI Identifier
InChI=1S/C8H10N2/c1-6-2-3-7-8(6)10-5-4-9-7/h4-6H,2-3H2,1H3
InChI KeyYZEFQPIMXZVPKP-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 heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility46 g/LALOGPS
logP1.27ALOGPS
logP0.84ChemAxon
logS-0.46ALOGPS
pKa (Strongest Basic)1.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.35 m³·mol⁻¹ChemAxon
Polarizability14.81 ųChemAxon
Number of Rings2ChemAxon
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]+128.03831661259
DarkChem[M-H]-124.27631661259
DeepCCS[M+H]+127.330932474
DeepCCS[M-H]-124.26330932474
DeepCCS[M-2H]-161.12130932474
DeepCCS[M+Na]+135.9730932474
AllCCS[M+H]+128.232859911
AllCCS[M+H-H2O]+123.532859911
AllCCS[M+NH4]+132.632859911
AllCCS[M+Na]+133.932859911
AllCCS[M-H]-128.732859911
AllCCS[M+Na-2H]-130.132859911
AllCCS[M+HCOO]-131.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazineCC1CCC2=C1N=CC=N21633.7Standard polar33892256
6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazineCC1CCC2=C1N=CC=N21094.9Standard non polar33892256
6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazineCC1CCC2=C1N=CC=N21142.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine GC-MS (Non-derivatized) - 70eV, Positivesplash10-05nf-6900000000-2906b3f1a60c022f37832017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 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 - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 10V, Positive-QTOFsplash10-000i-0900000000-406813d8116863ccf1e32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 20V, Positive-QTOFsplash10-000i-1900000000-9a26cc4a02bda4731c352016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 40V, Positive-QTOFsplash10-00kf-9300000000-f2102f670590a6dda4cb2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 10V, Negative-QTOFsplash10-001i-0900000000-65295988de494826aaa52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 20V, Negative-QTOFsplash10-001i-0900000000-46823726a0670447c9b82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 40V, Negative-QTOFsplash10-0pc0-6900000000-8a95ebe63e999ab7bf962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 10V, Negative-QTOFsplash10-001i-0900000000-01d3d9050ab710b33e952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 20V, Negative-QTOFsplash10-001i-0900000000-08f65d2671144611677b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 40V, Negative-QTOFsplash10-0a4i-3900000000-b7066717cdb0f4c4d8a52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 10V, Positive-QTOFsplash10-000i-0900000000-ac53f30f5946fcc05e5c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 20V, Positive-QTOFsplash10-000i-2900000000-f8b041142d824b822c6b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6,7-Dihydro-5-methyl-5H-cyclopenta[b]pyrazine 40V, Positive-QTOFsplash10-00mo-9200000000-7a9b4bb0887f0de3613a2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart 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 IDFDB016144
KNApSAcK IDC00054446
Chemspider ID29734
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound32065
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .