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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:49 UTC
Update Date2022-03-07 02:53:04 UTC
HMDB IDHMDB0031683
Secondary Accession Numbers
  • HMDB31683
Metabolite Identification
Common Namexi-Dihydro-5-octyl-2(3H)-furanone
Descriptionxi-Dihydro-5-octyl-2(3H)-furanone, also known as g-dodecalactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Thus, XI-dihydro-5-octyl-2(3H)-furanone is considered to be a fatty ester. Based on a literature review very few articles have been published on xi-Dihydro-5-octyl-2(3H)-furanone.
Structure
Data?1563862156
Synonyms
ValueSource
g-DodecalactoneHMDB
Γ-dodecalactoneHMDB
Chemical FormulaC12H22O2
Average Molecular Weight198.3019
Monoisotopic Molecular Weight198.161979948
IUPAC Name5-octyloxolan-2-one
Traditional Name5-octyloxolan-2-one
CAS Registry Number57084-18-1
SMILES
CCCCCCCCC1CCC(=O)O1
InChI Identifier
InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h11H,2-10H2,1H3
InChI KeyWGPCZPLRVAWXPW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassGamma butyrolactones
Direct ParentGamma butyrolactones
Alternative Parents
Substituents
  • Gamma butyrolactone
  • Tetrahydrofuran
  • 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
Disposition

Source

Route of exposure

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 Solubility0.013 g/LALOGPS
logP4.38ALOGPS
logP3.76ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity56.86 m³·mol⁻¹ChemAxon
Polarizability24.64 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.50731661259
DarkChem[M-H]-146.82831661259
DeepCCS[M+H]+153.42930932474
DeepCCS[M-H]-149.67730932474
DeepCCS[M-2H]-187.3430932474
DeepCCS[M+Na]+162.60930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
xi-Dihydro-5-octyl-2(3H)-furanoneCCCCCCCCC1CCC(=O)O12390.8Standard polar33892256
xi-Dihydro-5-octyl-2(3H)-furanoneCCCCCCCCC1CCC(=O)O11591.4Standard non polar33892256
xi-Dihydro-5-octyl-2(3H)-furanoneCCCCCCCCC1CCC(=O)O11693.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone EI-B (Non-derivatized)splash10-000i-9000000000-a490bf6e0f9a2e81e23b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone EI-B (Non-derivatized)splash10-000i-9000000000-a490bf6e0f9a2e81e23b2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-052k-9300000000-3ddd88b82fbfb964968d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone LC-ESI-QTOF , positive-QTOFsplash10-03e9-0900000000-3e3f211faf7df77e4fd82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone LC-ESI-QTOF , positive-QTOFsplash10-03ka-3900000000-866d2e766f25ce0139e02017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone LC-ESI-QTOF , positive-QTOFsplash10-0532-8900000000-c6acb00eee2158e2b0b92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 30V, Positive-QTOFsplash10-0532-8900000000-4c3d856e46d0f3d233642021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 10V, Positive-QTOFsplash10-03e9-0900000000-5ef863aff295290957272021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 30V, Positive-QTOFsplash10-0532-8900000000-c6acb00eee2158e2b0b92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 10V, Positive-QTOFsplash10-03e9-0900000000-3e3f211faf7df77e4fd82021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 20V, Positive-QTOFsplash10-03ka-3900000000-866d2e766f25ce0139e02021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 10V, Positive-QTOFsplash10-0002-0900000000-b80e0c215870477642412015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 20V, Positive-QTOFsplash10-000b-6900000000-ceb73688984a25ad4a3e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 40V, Positive-QTOFsplash10-052f-9000000000-99819aa65436ef25e84c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 10V, Negative-QTOFsplash10-0002-0900000000-a311c565b7c81229943b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 20V, Negative-QTOFsplash10-0f6t-1900000000-372f957627fa56c4d61d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 40V, Negative-QTOFsplash10-0006-9200000000-6676502e703119655e8b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 10V, Negative-QTOFsplash10-0002-0900000000-e1c4c7edfac216993e062021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 20V, Negative-QTOFsplash10-0002-1900000000-338fa59272fbe34d58ec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 40V, Negative-QTOFsplash10-0a6v-9500000000-2ef33db2aaf3d89050242021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 10V, Positive-QTOFsplash10-0a4m-9400000000-10a279a7bbfa3833ee262021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 20V, Positive-QTOFsplash10-0a4l-9300000000-3446dae0e25604545f442021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-Dihydro-5-octyl-2(3H)-furanone 40V, Positive-QTOFsplash10-0006-9100000000-a6d4514ee0f80e4c3fea2021-09-23Wishart 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 IDFDB008344
KNApSAcK IDNot Available
Chemspider ID15940
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16821
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .