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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:14:15 UTC
Update Date2022-03-07 02:54:48 UTC
HMDB IDHMDB0036176
Secondary Accession Numbers
  • HMDB36176
Metabolite Identification
Common Name3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one
Description3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 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-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one is a sweet and maple tasting compound. Based on a literature review very few articles have been published on 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one.
Structure
Data?1563862833
Synonyms
ValueSource
2-Cyclopenten-1-one, 2-hydroxy-3-ethyl-4-methylHMDB
3-Ethyl-2-hydroxy-4-methylcyclopent-2-en-1-oneHMDB
3-Ethyl-4-methyl-1,2-cyclopentanedioneHMDB
3-Ethyl-4-methylcycloteneHMDB
FEMA 3453HMDB
Chemical FormulaC8H12O2
Average Molecular Weight140.1797
Monoisotopic Molecular Weight140.083729628
IUPAC Name3-ethyl-2-hydroxy-4-methylcyclopent-2-en-1-one
Traditional Name3-ethyl-2-hydroxy-4-methylcyclopent-2-en-1-one
CAS Registry Number42348-12-9
SMILES
CCC1=C(O)C(=O)CC1C
InChI Identifier
InChI=1S/C8H12O2/c1-3-6-5(2)4-7(9)8(6)10/h5,10H,3-4H2,1-2H3
InChI KeyRSVAFMGHIDKYKB-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
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point260.00 to 261.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP0.615 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility14.9 g/LALOGPS
logP0.78ALOGPS
logP1.5ChemAxon
logS-0.97ALOGPS
pKa (Strongest Acidic)9.41ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.14 m³·mol⁻¹ChemAxon
Polarizability15.26 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]+135.68530932474
DeepCCS[M-H]-133.3630932474
DeepCCS[M-2H]-169.18630932474
DeepCCS[M+Na]+143.96930932474
AllCCS[M+H]+130.432859911
AllCCS[M+H-H2O]+125.932859911
AllCCS[M+NH4]+134.632859911
AllCCS[M+Na]+135.832859911
AllCCS[M-H]-130.832859911
AllCCS[M+Na-2H]-132.632859911
AllCCS[M+HCOO]-134.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-oneCCC1=C(O)C(=O)CC1C1830.8Standard polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-oneCCC1=C(O)C(=O)CC1C1139.4Standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-oneCCC1=C(O)C(=O)CC1C1131.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,1TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(=O)CC1C1304.1Semi standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,1TMS,isomer #2CCC1=C(O)C(O[Si](C)(C)C)=CC1C1355.9Semi standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,2TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1C1460.6Semi standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,2TMS,isomer #1CCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC1C1490.0Standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,1TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CC1C1543.4Semi standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,1TBDMS,isomer #2CCC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CC1C1566.1Semi standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,2TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC1C1919.1Semi standard non polar33892256
3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one,2TBDMS,isomer #1CCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC1C1831.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0297-9400000000-4b3317986c561390163c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one GC-MS (1 TMS) - 70eV, Positivesplash10-00u2-7900000000-1a0ed0720fcf9e1bb47b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 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 - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 10V, Positive-QTOFsplash10-0006-1900000000-4cd185bcce827d4452552016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 20V, Positive-QTOFsplash10-014l-9300000000-a9452a5152386b956d322016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 40V, Positive-QTOFsplash10-00kf-9000000000-e9983bcc6d60d3c3198a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 10V, Negative-QTOFsplash10-000i-0900000000-b3da58baad7dae7323592016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 20V, Negative-QTOFsplash10-000i-2900000000-6b9cc522c39855314da52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 40V, Negative-QTOFsplash10-05to-9500000000-94fe88579725bf9ebd112016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 10V, Positive-QTOFsplash10-00dl-0900000000-2c2d4d9ef2fed6fb60b12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 20V, Positive-QTOFsplash10-00ej-9500000000-716692aea37c28cfa0582021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 40V, Positive-QTOFsplash10-0fr6-9000000000-f582c192be669d55ff2e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 10V, Negative-QTOFsplash10-000i-0900000000-a5734f49b62679635a5a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 20V, Negative-QTOFsplash10-000i-3900000000-517b45b941dade6f94992021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-2-hydroxy-4-methyl-2-cyclopenten-1-one 40V, Negative-QTOFsplash10-000f-9500000000-a47dc1e466ae0b6e7b762021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB015030
KNApSAcK IDNot Available
Chemspider ID460789
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound528698
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1036261
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.. .