Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:25 UTC
Update Date2022-03-07 02:52:56 UTC
HMDB IDHMDB0031344
Secondary Accession Numbers
  • HMDB31344
Metabolite Identification
Common Name1,2-Cyclohexanedione
Description1,2-Cyclohexanedione, also known as cyclohexan-1,2-dione or 1,2-dioxocyclohexane, 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. 1,2-Cyclohexanedione exists in all living organisms, ranging from bacteria to humans. 1,2-Cyclohexanedione is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1,2-Cyclohexanedione.
Structure
Data?1563862112
Synonyms
ValueSource
1,2-CyclohexadioneChEBI
1,2-DioxocyclohexaneChEBI
Cyclohexan-1,2-dioneChEBI
1,2-CYCLOHEXANEDIONE,ketone formHMDB
2-Hydroxy-2-cyclohexen-1-oneHMDB
Cyclohexane-1,2-dioneHMDB
CyclohexanecarbonitrileHMDB
1,2-CyclohexanedioneChEBI
Chemical FormulaC6H8O2
Average Molecular Weight112.1265
Monoisotopic Molecular Weight112.0524295
IUPAC Namecyclohexane-1,2-dione
Traditional Name1,2-cyclohexanedione
CAS Registry Number765-87-7
SMILES
O=C1CCCCC1=O
InChI Identifier
InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2
InChI KeyOILAIQUEIWYQPH-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 Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point38 - 40 °CNot Available
Boiling Point193.00 to 195.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility267900 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.252 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility39.9 g/LALOGPS
logP0.77ALOGPS
logP1.33ChemAxon
logS-0.45ALOGPS
pKa (Strongest Acidic)16.9ChemAxon
pKa (Strongest Basic)-8.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.99 m³·mol⁻¹ChemAxon
Polarizability11.31 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]+123.19331661259
DarkChem[M-H]-117.17231661259
DeepCCS[M+H]+129.01330932474
DeepCCS[M-H]-126.64230932474
DeepCCS[M-2H]-162.6930932474
DeepCCS[M+Na]+137.49130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,2-CyclohexanedioneO=C1CCCCC1=O1705.1Standard polar33892256
1,2-CyclohexanedioneO=C1CCCCC1=O928.3Standard non polar33892256
1,2-CyclohexanedioneO=C1CCCCC1=O1073.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1,2-Cyclohexanedione,1TMS,isomer #1C[Si](C)(C)OC1=CCCCC1=O1308.9Semi standard non polar33892256
1,2-Cyclohexanedione,1TMS,isomer #1C[Si](C)(C)OC1=CCCCC1=O1221.5Standard non polar33892256
1,2-Cyclohexanedione,2TMS,isomer #1C[Si](C)(C)OC1=CCCC=C1O[Si](C)(C)C1426.7Semi standard non polar33892256
1,2-Cyclohexanedione,2TMS,isomer #1C[Si](C)(C)OC1=CCCC=C1O[Si](C)(C)C1339.6Standard non polar33892256
1,2-Cyclohexanedione,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CCCCC1=O1545.9Semi standard non polar33892256
1,2-Cyclohexanedione,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CCCCC1=O1419.7Standard non polar33892256
1,2-Cyclohexanedione,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CCCC=C1O[Si](C)(C)C(C)(C)C1908.3Semi standard non polar33892256
1,2-Cyclohexanedione,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CCCC=C1O[Si](C)(C)C(C)(C)C1688.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione EI-B (Non-derivatized)splash10-0btc-9100000000-3d5ad1ace9b6e2c892892017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-0a4i-1900000000-2e5a6e06ef55c3e49dbf2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-000i-7920000000-1460cee8e2bcb83147ea2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-002r-5910000000-e65d353ffae9815b4d272017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-00ba-0910000000-b6c1f0d43e329df345692017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione EI-B (Non-derivatized)splash10-0btc-9100000000-3d5ad1ace9b6e2c892892018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-0a4i-1900000000-2e5a6e06ef55c3e49dbf2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-000i-7920000000-1460cee8e2bcb83147ea2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-002r-5910000000-e65d353ffae9815b4d272018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2-Cyclohexanedione GC-EI-TOF (Non-derivatized)splash10-00ba-0910000000-b6c1f0d43e329df345692018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Cyclohexanedione GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9000000000-acc17143efdaace3b3122017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 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 - 1,2-Cyclohexanedione 10V, Positive-QTOFsplash10-03di-2900000000-2259ed4ff6285cf86ecd2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 20V, Positive-QTOFsplash10-03di-6900000000-e956344b066027936fcd2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 40V, Positive-QTOFsplash10-0a4l-9000000000-77ff2252637d4d3391202016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 10V, Negative-QTOFsplash10-03di-0900000000-a8bb463b50174a7135f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 20V, Negative-QTOFsplash10-03di-1900000000-3aac8fb749c7b5a456142016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 40V, Negative-QTOFsplash10-0gvo-9100000000-f510b709eb6b933186b92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 10V, Negative-QTOFsplash10-03di-0900000000-2aa00323e84aa0faf5792021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 20V, Negative-QTOFsplash10-03di-3900000000-a0ff2f4db35bf5dc8af12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 40V, Negative-QTOFsplash10-0006-9000000000-156983626f26591859be2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 10V, Positive-QTOFsplash10-03di-9600000000-5674226176fe1326994f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 20V, Positive-QTOFsplash10-052f-9000000000-988d462b943c421ac8522021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Cyclohexanedione 40V, Positive-QTOFsplash10-052o-9000000000-58b0ce29e2dabf58547a2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart 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 IDFDB003408
KNApSAcK IDNot Available
Chemspider ID12465
KEGG Compound IDC06105
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,2-Cyclohexanedione
METLIN IDNot Available
PubChem Compound13006
PDB IDNot Available
ChEBI ID41674
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1145191
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.. .