Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:51:57 UTC
Update Date2023-02-21 17:23:52 UTC
HMDB IDHMDB0034080
Secondary Accession Numbers
  • HMDB34080
Metabolite Identification
Common Name3-Methyl-1,2-cyclohexanedione
Description3-Methyl-1,2-cyclohexanedione belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. 3-Methyl-1,2-cyclohexanedione is a burnt, coffee, and sugar tasting compound. 3-Methyl-1,2-cyclohexanedione 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 3-methyl-1,2-cyclohexanedione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Methyl-1,2-cyclohexanedione.
Structure
Data?1677000232
Synonyms
ValueSource
2-Hydroxy-3-methyl-2-cyclohexen-1-oneHMDB
FEMA 3305HMDB
Chemical FormulaC7H10O2
Average Molecular Weight126.1531
Monoisotopic Molecular Weight126.068079564
IUPAC Name3-methylcyclohexane-1,2-dione
Traditional Name3-methylcyclohexane-1,2-dione
CAS Registry Number3008-43-3
SMILES
CC1CCCC(=O)C1=O
InChI Identifier
InChI=1S/C7H10O2/c1-5-3-2-4-6(8)7(5)9/h5H,2-4H2,1H3
InChI KeyJDXJKLGWPNXSHL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclic ketones
Alternative Parents
Substituents
  • Cyclic ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point64 - 65 °CNot Available
Boiling Point69.00 to 72.00 °C. @ 1.00 mm HgThe Good Scents Company Information System
Water Solubility104800 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.787 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility17.4 g/LALOGPS
logP1.03ALOGPS
logP1.88ChemAxon
logS-0.86ALOGPS
pKa (Strongest Acidic)17.05ChemAxon
pKa (Strongest Basic)-8.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.57 m³·mol⁻¹ChemAxon
Polarizability13.25 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]+125.93831661259
DarkChem[M-H]-121.77431661259
DeepCCS[M+H]+132.80330932474
DeepCCS[M-H]-130.0430932474
DeepCCS[M-2H]-166.56230932474
DeepCCS[M+Na]+141.32530932474
AllCCS[M+H]+126.332859911
AllCCS[M+H-H2O]+121.532859911
AllCCS[M+NH4]+130.732859911
AllCCS[M+Na]+132.032859911
AllCCS[M-H]-125.932859911
AllCCS[M+Na-2H]-128.032859911
AllCCS[M+HCOO]-130.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methyl-1,2-cyclohexanedioneCC1CCCC(=O)C1=O1724.2Standard polar33892256
3-Methyl-1,2-cyclohexanedioneCC1CCCC(=O)C1=O1013.2Standard non polar33892256
3-Methyl-1,2-cyclohexanedioneCC1CCCC(=O)C1=O1127.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Methyl-1,2-cyclohexanedione,1TMS,isomer #1CC1=C(O[Si](C)(C)C)C(=O)CCC11271.6Semi standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TMS,isomer #1CC1=C(O[Si](C)(C)C)C(=O)CCC11254.9Standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TMS,isomer #2CC1CCC=C(O[Si](C)(C)C)C1=O1333.1Semi standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TMS,isomer #2CC1CCC=C(O[Si](C)(C)C)C1=O1233.7Standard non polar33892256
3-Methyl-1,2-cyclohexanedione,2TMS,isomer #1CC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CCC11417.1Semi standard non polar33892256
3-Methyl-1,2-cyclohexanedione,2TMS,isomer #1CC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CCC11475.2Standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CCC11589.5Semi standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CCC11464.0Standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TBDMS,isomer #2CC1CCC=C(O[Si](C)(C)C(C)(C)C)C1=O1564.6Semi standard non polar33892256
3-Methyl-1,2-cyclohexanedione,1TBDMS,isomer #2CC1CCC=C(O[Si](C)(C)C(C)(C)C)C1=O1442.9Standard non polar33892256
3-Methyl-1,2-cyclohexanedione,2TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CCC11926.3Semi standard non polar33892256
3-Methyl-1,2-cyclohexanedione,2TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CCC11784.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-1,2-cyclohexanedione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9100000000-1f1acecfc19c567d50c72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-1,2-cyclohexanedione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-1,2-cyclohexanedione 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 - 3-Methyl-1,2-cyclohexanedione 10V, Positive-QTOFsplash10-004i-1900000000-7b42029d3aaa9e61ec6c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 20V, Positive-QTOFsplash10-056r-8900000000-b799e2f1d5e6ecf4be5c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 40V, Positive-QTOFsplash10-052f-9000000000-c5f5d34c9e18b2dbc78d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 10V, Negative-QTOFsplash10-004i-0900000000-ad62c2519c60710084c32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 20V, Negative-QTOFsplash10-004i-1900000000-b13a7946997ff8e3f1cc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 40V, Negative-QTOFsplash10-0a4i-9200000000-6f2097c0b3a4722216c42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 10V, Negative-QTOFsplash10-004i-0900000000-738068b5fb20db20a0352021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 20V, Negative-QTOFsplash10-00ba-9700000000-4a08f9da6bb512b197f52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 40V, Negative-QTOFsplash10-0avl-9200000000-2b7e739c1646124b15832021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 10V, Positive-QTOFsplash10-004i-2900000000-04889c3f3176afdcbec42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 20V, Positive-QTOFsplash10-05mo-9000000000-7c1e484daf53c1b3b36c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1,2-cyclohexanedione 40V, Positive-QTOFsplash10-00kf-9000000000-c97252093fa267aaabdd2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C 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 LocationsNot Available
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 IDFDB012339
KNApSAcK IDNot Available
Chemspider ID2568901
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3321360
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035751
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.. .