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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:49 UTC
Update Date2023-02-21 17:22:09 UTC
HMDB IDHMDB0032442
Secondary Accession Numbers
  • HMDB32442
Metabolite Identification
Common Name2-Nonenoic acid gamma-lactone
Description2-Nonenoic acid gamma-lactone, also known as 2-nonenoate g-lactone or (5H)-5-pentyl-2-furanone, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Based on a literature review very few articles have been published on 2-Nonenoic acid gamma-lactone.
Structure
Data?1677000129
Synonyms
ValueSource
2-Nonenoate g-lactoneGenerator
2-Nonenoate gamma-lactoneGenerator
2-Nonenoate γ-lactoneGenerator
2-Nonenoic acid g-lactoneGenerator
2-Nonenoic acid γ-lactoneGenerator
(5H)-5-Pentyl-2-furanoneHMDB
5-Pentyl-2(5H)-furanoneHMDB
5-Pentylfuran-2(5H)-oneHMDB
Chemical FormulaC9H14O2
Average Molecular Weight154.2063
Monoisotopic Molecular Weight154.099379692
IUPAC Name5-pentyl-2,5-dihydrofuran-2-one
Traditional Name5-pentyl-5H-furan-2-one
CAS Registry Number21963-26-8
SMILES
CCCCCC1OC(=O)C=C1
InChI Identifier
InChI=1S/C9H14O2/c1-2-3-4-5-8-6-7-9(10)11-8/h6-8H,2-5H2,1H3
InChI KeyMXZSZHJBUODOJK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentButenolides
Alternative Parents
Substituents
  • 2-furanone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.58 g/LALOGPS
logP2.74ALOGPS
logP2.81ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)8.02ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity43.99 m³·mol⁻¹ChemAxon
Polarizability17.59 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
DarkChem[M+H]+135.86431661259
DarkChem[M-H]-133.12231661259
DeepCCS[M+H]+138.89930932474
DeepCCS[M-H]-135.0430932474
DeepCCS[M-2H]-172.79430932474
DeepCCS[M+Na]+148.13630932474
AllCCS[M+H]+135.332859911
AllCCS[M+H-H2O]+130.932859911
AllCCS[M+NH4]+139.532859911
AllCCS[M+Na]+140.732859911
AllCCS[M-H]-138.032859911
AllCCS[M+Na-2H]-139.432859911
AllCCS[M+HCOO]-141.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Nonenoic acid gamma-lactoneCCCCCC1OC(=O)C=C12042.7Standard polar33892256
2-Nonenoic acid gamma-lactoneCCCCCC1OC(=O)C=C11287.4Standard non polar33892256
2-Nonenoic acid gamma-lactoneCCCCCC1OC(=O)C=C11357.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Nonenoic acid gamma-lactone GC-MS (Non-derivatized) - 70eV, Positivesplash10-056u-9100000000-ae83cf44a4c6154969f72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Nonenoic acid gamma-lactone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Nonenoic acid gamma-lactone 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 - 2-Nonenoic acid gamma-lactone 10V, Positive-QTOFsplash10-052b-9600000000-dc4afc0441ff0e46680d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 20V, Positive-QTOFsplash10-0002-9200000000-63dc6a07b3987a5aa6802017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 40V, Positive-QTOFsplash10-0f6x-9000000000-c50bc2ff78c954675c0d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 10V, Negative-QTOFsplash10-0udi-0900000000-2afdfe8c8a866dca56692017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 20V, Negative-QTOFsplash10-0zfr-1900000000-4d3e1366e078672ae64f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 40V, Negative-QTOFsplash10-0a4l-9600000000-21e184f9281917f702f92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 10V, Positive-QTOFsplash10-052f-9300000000-cfbecbe9132b678579dd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 20V, Positive-QTOFsplash10-052f-9200000000-4bfb6b805549a478bf352021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 40V, Positive-QTOFsplash10-0006-9000000000-361646e2f80eaf1e36812021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 10V, Negative-QTOFsplash10-0udi-0900000000-2b724c24a95a3652b8012021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 20V, Negative-QTOFsplash10-0udi-0900000000-ee28c02ffb744b586e2a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Nonenoic acid gamma-lactone 40V, Negative-QTOFsplash10-014m-9100000000-bd730c768aaa7c3896b32021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB009943
KNApSAcK IDNot Available
Chemspider ID80829
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound89559
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .