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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:16:10 UTC
Update Date2019-07-23 06:22:46 UTC
HMDB IDHMDB0037027
Secondary Accession Numbers
  • HMDB37027
Metabolite Identification
Common Name3,5-Dimethyl-1,2-cyclopentanedione
Description3,5-Dimethyl-1,2-cyclopentanedione, also known as fema 3269, 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. 3,5-Dimethyl-1,2-cyclopentanedione is an extremely weak basic (essentially neutral) compound (based on its pKa). 3,5-Dimethyl-1,2-cyclopentanedione is a sweet, caramel, and maple tasting compound. Outside of the human body, 3,5-Dimethyl-1,2-cyclopentanedione has been detected, but not quantified in, coffee and coffee products. This could make 3,5-dimethyl-1,2-cyclopentanedione a potential biomarker for the consumption of these foods.
Structure
Data?1563862966
Synonyms
ValueSource
2-Hydroxy-3,5-dimethyl-2-cyclopenten-1-one, 9ciHMDB
3,5-Dimethyl-1,2-cyclopentadioneHMDB
3,5-Dimethylcyclopentane-1,2-dioneHMDB
FEMA 3269HMDB
CaramelMeSH
Chemical FormulaC7H10O2
Average Molecular Weight126.1531
Monoisotopic Molecular Weight126.068079564
IUPAC Name3,5-dimethylcyclopentane-1,2-dione
Traditional Name3,5-dimethylcyclopentane-1,2-dione
CAS Registry Number13494-07-0
SMILES
CC1CC(C)C(=O)C1=O
InChI Identifier
InChI=1S/C7H10O2/c1-4-3-5(2)7(9)6(4)8/h4-5H,3H2,1-2H3
InChI KeyMIDXCONKKJTLDX-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
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point91 - 92 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility23.6 g/LALOGPS
logP1.11ALOGPS
logP1.97ChemAxon
logS-0.73ALOGPS
pKa (Strongest Acidic)16.43ChemAxon
pKa (Strongest Basic)-8.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.54 m³·mol⁻¹ChemAxon
Polarizability13.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9100000000-eac1e203afcdaaa9a69fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1900000000-31cd31914cd9466f6d9cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-8900000000-5de4f0ab6ecf92c2dc45Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-dd57a8e6cd878b6d1ab4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-fcb80cbfcdb8990d044aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1900000000-8ab89b622c9ad83858e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-9100000000-7e2c4ac28ab6e6fb0c95Spectrum
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 IDFDB016007
KNApSAcK IDNot Available
Chemspider ID55542
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61634
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .