Record Information
Version1.0
Creation date2010-04-08 22:12:11 UTC
Update date2019-11-26 03:12:36 UTC
Primary IDFDB016007
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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. 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.
CAS Number13494-07-0
Structure
Thumb
Synonyms
SynonymSource
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
1,2-Cyclopentanedione, 3,5-dimethyl-biospider
2-Hydroxy-3,5-dimethyl-2-cyclopenten-1-one, 9CIdb_source
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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H10O2
IUPAC name3,5-dimethylcyclopentane-1,2-dione
InChI IdentifierInChI=1S/C7H10O2/c1-4-3-5(2)7(9)6(4)8/h4-5H,3H2,1-2H3
InChI KeyMIDXCONKKJTLDX-UHFFFAOYSA-N
Isomeric SMILESCC1CC(C)C(=O)C1=O
Average Molecular Weight126.1531
Monoisotopic Molecular Weight126.068079564
Classification
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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 66.65%; H 7.99%; O 25.36%DFC
Melting PointMp 91-92°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9100000000-eac1e203afcdaaa9a69fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1900000000-31cd31914cd9466f6d9cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-8900000000-5de4f0ab6ecf92c2dc45JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-dd57a8e6cd878b6d1ab4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-fcb80cbfcdb8990d044aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1900000000-8ab89b622c9ad83858e1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aor-9100000000-7e2c4ac28ab6e6fb0c95JSpectraViewer
ChemSpider ID55542
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61634
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37027
CRC / DFC (Dictionary of Food Compounds) IDKLZ33-J:KLZ33-J
EAFUS ID973
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1012741
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
maple
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference