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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:42 UTC
Update Date2021-10-13 06:14:19 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. Based on a literature review very few articles have been published on Enol-3-Ethyl-1,2-cyclopentanedione.
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

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point38 - 40 °CNot Available
Boiling Point78.00 to 80.00 °C. @ 4.00 mm HgThe Good Scents Company Information System
Water Solubility2878 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.080 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility45.6 g/LALOGPS
logP10(0.38) g/LALOGPS
logP10(1.21) g/LChemAxon
logS10(-0.44) g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+129.40630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Enol-3-Ethyl-1,2-cyclopentanedioneCCC1=C(O)C(=O)CC11804.0Standard polar33892256
Enol-3-Ethyl-1,2-cyclopentanedioneCCC1=C(O)C(=O)CC11057.7Standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedioneCCC1=C(O)C(=O)CC11090.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Enol-3-Ethyl-1,2-cyclopentanedione,1TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(=O)CC11259.7Semi standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,1TMS,isomer #2CCC1=C(O)C(O[Si](C)(C)C)=CC11320.5Semi standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,2TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC11424.1Semi standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,2TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC11501.3Standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,1TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CC11510.7Semi standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,1TBDMS,isomer #2CCC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CC11527.5Semi standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,2TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC11896.0Semi standard non polar33892256
Enol-3-Ethyl-1,2-cyclopentanedione,2TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC11784.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione GC-MS (Non-derivatized) - 70eV, Positivesplash10-014m-9100000000-4c96de4183295223b3082017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione GC-MS (1 TMS) - 70eV, Positivesplash10-0ac3-9800000000-af1b2f46693bbe903ecf2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 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 - Enol-3-Ethyl-1,2-cyclopentanedione 10V, Positive-QTOFsplash10-004i-2900000000-e7cb6321e4fc0240e5152016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 20V, Positive-QTOFsplash10-0ufr-9200000000-bc850b903993994df79e2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 40V, Positive-QTOFsplash10-0006-9000000000-5449afc3aee39be7dda82016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 10V, Negative-QTOFsplash10-004i-0900000000-3bd6dd8c57f3deaa7f052016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 20V, Negative-QTOFsplash10-004i-2900000000-ad221cdf3fd85141a8582016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 40V, Negative-QTOFsplash10-05ow-9100000000-c6ad0272de03fd332cc82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 10V, Negative-QTOFsplash10-004i-3900000000-a9f5cceccf6f50edcc3b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 20V, Negative-QTOFsplash10-004l-9200000000-b2e6910eef9e76f81efd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 40V, Negative-QTOFsplash10-00r6-9200000000-26729be1a3bedda967982021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 10V, Positive-QTOFsplash10-004i-3900000000-e621512dc8b09f9c5f4e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 20V, Positive-QTOFsplash10-001i-9000000000-fa2947315e35a1dca2532021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Enol-3-Ethyl-1,2-cyclopentanedione 40V, Positive-QTOFsplash10-000f-9000000000-652bbfbe7d97be98e08f2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
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 IDNot Available
Good Scents IDrw1017211
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.. .