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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:19 UTC
Update Date2022-03-07 02:53:03 UTC
HMDB IDHMDB0031606
Secondary Accession Numbers
  • HMDB31606
Metabolite Identification
Common Name4-Penten-2-one
Description4-Penten-2-one belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 4-penten-2-one is considered to be an oxygenated hydrocarbon. 4-Penten-2-one has been detected, but not quantified in, fruits and tamarinds (Tamarindus indica). This could make 4-penten-2-one a potential biomarker for the consumption of these foods. 4-Penten-2-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 4-Penten-2-one.
Structure
Data?1563862146
Synonyms
ValueSource
Allyl methyl ketoneHMDB
VinylacetoneHMDB
Chemical FormulaC5H8O
Average Molecular Weight84.1164
Monoisotopic Molecular Weight84.057514878
IUPAC Namepent-4-en-2-one
Traditional Namepent-4-en-2-one
CAS Registry Number13891-87-7
SMILES
CC(=O)CC=C
InChI Identifier
InChI=1S/C5H8O/c1-3-4-5(2)6/h3H,1,4H2,2H3
InChI KeyPNJWIWWMYCMZRO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point93.00 to 94.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility38630 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.734 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility22.6 g/LALOGPS
logP0.66ALOGPS
logP0.95ChemAxon
logS-0.57ALOGPS
pKa (Strongest Acidic)16.89ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.47 m³·mol⁻¹ChemAxon
Polarizability9.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+116.40231661259
DarkChem[M-H]-110.1531661259
DeepCCS[M+H]+122.64130932474
DeepCCS[M-H]-120.63930932474
DeepCCS[M-2H]-156.08130932474
DeepCCS[M+Na]+130.61230932474
AllCCS[M+H]+121.132859911
AllCCS[M+H-H2O]+116.632859911
AllCCS[M+NH4]+125.432859911
AllCCS[M+Na]+126.632859911
AllCCS[M-H]-126.832859911
AllCCS[M+Na-2H]-131.432859911
AllCCS[M+HCOO]-136.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Penten-2-oneCC(=O)CC=C1000.7Standard polar33892256
4-Penten-2-oneCC(=O)CC=C654.1Standard non polar33892256
4-Penten-2-oneCC(=O)CC=C662.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Penten-2-one,1TMS,isomer #1C=CC=C(C)O[Si](C)(C)C937.0Semi standard non polar33892256
4-Penten-2-one,1TMS,isomer #1C=CC=C(C)O[Si](C)(C)C871.1Standard non polar33892256
4-Penten-2-one,1TMS,isomer #2C=CCC(=C)O[Si](C)(C)C846.0Semi standard non polar33892256
4-Penten-2-one,1TMS,isomer #2C=CCC(=C)O[Si](C)(C)C877.7Standard non polar33892256
4-Penten-2-one,1TBDMS,isomer #1C=CC=C(C)O[Si](C)(C)C(C)(C)C1154.7Semi standard non polar33892256
4-Penten-2-one,1TBDMS,isomer #1C=CC=C(C)O[Si](C)(C)C(C)(C)C1083.9Standard non polar33892256
4-Penten-2-one,1TBDMS,isomer #2C=CCC(=C)O[Si](C)(C)C(C)(C)C1072.4Semi standard non polar33892256
4-Penten-2-one,1TBDMS,isomer #2C=CCC(=C)O[Si](C)(C)C(C)(C)C1087.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Penten-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-e3643da738262b7934b22017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Penten-2-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 - 4-Penten-2-one 10V, Negative-QTOFsplash10-001i-9000000000-97b749961df8c9f3ff3d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 20V, Negative-QTOFsplash10-001i-9000000000-ce4bceb29f3a5e9fcfb72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 40V, Negative-QTOFsplash10-014l-9000000000-bd76a1036f06e0c9b9b12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 10V, Negative-QTOFsplash10-001i-9000000000-1fe8bbf8f6ab17ae0b2b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 20V, Negative-QTOFsplash10-0a59-9000000000-fddfc35b562a5d2be6432021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 40V, Negative-QTOFsplash10-0a4m-9000000000-b08432ddc7924168882a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 10V, Positive-QTOFsplash10-00kr-9000000000-d86bae5f84fb12f759352016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 20V, Positive-QTOFsplash10-014r-9000000000-f3227d3a1f1754439dee2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 40V, Positive-QTOFsplash10-0fr6-9000000000-fd945e5cbec3db71add72016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 10V, Positive-QTOFsplash10-0006-9000000000-348890c11e795a93b9182021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 20V, Positive-QTOFsplash10-0006-9000000000-e3adde02fb3cf5a5af222021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Penten-2-one 40V, Positive-QTOFsplash10-0006-9000000000-fcf1d4fe2f86c7f238922021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart 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 IDFDB008242
KNApSAcK IDC00054486
Chemspider ID75618
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound83797
PDB IDNot Available
ChEBI ID87508
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1458821
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.. .