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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:42 UTC
Update Date2019-07-23 06:08:17 UTC
HMDB IDHMDB0031223
Secondary Accession Numbers
  • HMDB31223
Metabolite Identification
Common NameEnol-3-Ethyl-1,2-cyclopentanedione
DescriptionEnol-3-Ethyl-1,2-cyclopentanedione, also known as 2-hydroxy-3-ethyl-2-cyclopenten-1-one or 2-cyclopenten-1-one, 2-hydroxy-3-ethyl, 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. Enol-3-Ethyl-1,2-cyclopentanedione is an extremely weak basic (essentially neutral) compound (based on its pKa). Enol-3-Ethyl-1,2-cyclopentanedione is a sweet, butterscotch, and caramel. It is used as a food additive .
Structure
Data?1563862097
Synonyms
ValueSource
2-Cyclopenten-1-one, 2-hydroxy-3-ethylHMDB
2-Hydroxy-3-ethyl-2-cyclopenten-1-oneHMDB
2-Hydroxy-3-ethyl-2-cyclopentene-1-oneHMDB
3-Ethyl-2-cyclopenten-2-ol-1-oneHMDB
3-Ethyl-2-hydroxy-2-cyclopenten-1-oneHMDB
3-Ethyl-2-hydroxy-2-cyclopentenoneHMDB
3-Ethyl-2-hydroxycyclopent-2-en-1-oneHMDB
Chemical FormulaC7H10O2
Average Molecular Weight126.1531
Monoisotopic Molecular Weight126.068079564
IUPAC Name3-ethyl-2-hydroxycyclopent-2-en-1-one
Traditional Name3-ethyl-2-hydroxycyclopent-2-en-1-one
CAS Registry Number21835-01-8
SMILES
CCC1=C(O)C(=O)CC1
InChI Identifier
InChI=1S/C7H10O2/c1-2-5-3-4-6(8)7(5)9/h9H,2-4H2,1H3
InChI KeyJHWFWLUAUPZUCP-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
  • Enol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point38 - 40 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility45.6 g/LALOGPS
logP0.38ALOGPS
logP1.21ChemAxon
logS-0.44ALOGPS
pKa (Strongest Acidic)9.39ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.59 m³·mol⁻¹ChemAxon
Polarizability13.4 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, Positivesplash10-014m-9100000000-4c96de4183295223b308Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0ac3-9800000000-af1b2f46693bbe903ecfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-2900000000-e7cb6321e4fc0240e515Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ufr-9200000000-bc850b903993994df79eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5449afc3aee39be7dda8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-3bd6dd8c57f3deaa7f05Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2900000000-ad221cdf3fd85141a858Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ow-9100000000-c6ad0272de03fd332cc8Spectrum
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 IDFDB003247
KNApSAcK IDNot Available
Chemspider ID56496
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62752
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.. .