Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:17:46 UTC
Update Date2023-02-21 17:24:15 UTC
HMDB IDHMDB0034452
Secondary Accession Numbers
  • HMDB34452
Metabolite Identification
Common Name5,6-Dihydro-6-pentyl-2H-pyran-2-one
Description5,6-Dihydro-6-pentyl-2H-pyran-2-one belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. 5,6-Dihydro-6-pentyl-2H-pyran-2-one is a sweet, coconut, and creamy tasting compound. 5,6-Dihydro-6-pentyl-2H-pyran-2-one has been detected, but not quantified in, fruits. This could make 5,6-dihydro-6-pentyl-2H-pyran-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,6-Dihydro-6-pentyl-2H-pyran-2-one.
Structure
Data?1677000255
Synonyms
ValueSource
(R)-5,6-dihydro-6-Pentyl-2H-pyran-2-oneHMDB
2-Decen-5-olideHMDB
5,6-dihydro-6-Pentyl-(6R)-2H-pyran-2-oneHMDB
5,6-dihydro-6-Pentyl-(R)-2H-pyran-2-oneHMDB
5,6-dihydro-6-Pentyl-(theta)-2H-pyran-2-oneHMDB
5-Hydroxy-2-decenoic acid D-lactoneHMDB
5-Hydroxy-2-decenoic acid delta-lactoneHMDB
5-Hydroxy-2-decenoic acid lactoneHMDB
5-Hydroxy-2-decenoic acid laquo deltaraquo -lactoneHMDB
5-Hydroxy-2-decenoic acid, delta-lactoneHMDB
5-Hydroxy-2-decenoic acid, lactoneHMDB
C-10 Massoia lactoneHMDB
CocolactoneHMDB
FEMA 3744HMDB
Massoia lactoneHMDB
MassoilactoneHMDB
Massoy lactoneHMDB
Chemical FormulaC10H16O2
Average Molecular Weight168.2328
Monoisotopic Molecular Weight168.115029756
IUPAC Name6-pentyl-5,6-dihydro-2H-pyran-2-one
Traditional Namemassoia lactone
CAS Registry Number54814-64-1
SMILES
CCCCCC1CC=CC(=O)O1
InChI Identifier
InChI=1S/C10H16O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h5,8-9H,2-4,6-7H2,1H3
InChI KeyNEDIAPMWNCQWNW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentDihydropyranones
Alternative Parents
Substituents
  • Dihydropyranone
  • 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 DescriptorsNot Available
Ontology
Physiological effect
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point286.00 to 287.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility614.3 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.419 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.16 g/LALOGPS
logP3.12ALOGPS
logP3.1ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)17.28ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.75 m³·mol⁻¹ChemAxon
Polarizability19.6 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]+140.70831661259
DarkChem[M-H]-137.06231661259
DeepCCS[M+H]+141.67630932474
DeepCCS[M-H]-138.40130932474
DeepCCS[M-2H]-175.87330932474
DeepCCS[M+Na]+150.95330932474
AllCCS[M+H]+139.332859911
AllCCS[M+H-H2O]+134.932859911
AllCCS[M+NH4]+143.432859911
AllCCS[M+Na]+144.632859911
AllCCS[M-H]-142.832859911
AllCCS[M+Na-2H]-144.132859911
AllCCS[M+HCOO]-145.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5,6-Dihydro-6-pentyl-2H-pyran-2-oneCCCCCC1CC=CC(=O)O12226.2Standard polar33892256
5,6-Dihydro-6-pentyl-2H-pyran-2-oneCCCCCC1CC=CC(=O)O11433.5Standard non polar33892256
5,6-Dihydro-6-pentyl-2H-pyran-2-oneCCCCCC1CC=CC(=O)O11497.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6u-9200000000-4838fa181a658e9379812017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-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 - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 10V, Positive-QTOFsplash10-066r-1900000000-38a27e29eba97dd46ed42015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 20V, Positive-QTOFsplash10-053r-9400000000-079af338b6c63fdba27f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 40V, Positive-QTOFsplash10-0k96-9000000000-6bdc9ad8f20b1cc6ee7d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 10V, Negative-QTOFsplash10-01b9-0900000000-1cddb2d1bcb26b9ce8882015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 20V, Negative-QTOFsplash10-01b9-4900000000-5d0c17343ae1fcb5b0462015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 40V, Negative-QTOFsplash10-006x-9200000000-06a261e45e734d2f0c9b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 10V, Negative-QTOFsplash10-014i-0900000000-cb7592114e600c180aec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 20V, Negative-QTOFsplash10-014i-1900000000-7ef5ea65442ecdc517682021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 40V, Negative-QTOFsplash10-066u-9100000000-9f4927d55fba824561262021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 10V, Positive-QTOFsplash10-00r6-9300000000-0b39ac8f80afa89ab89b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 20V, Positive-QTOFsplash10-052f-9200000000-0d14ea24818166e85bf02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,6-Dihydro-6-pentyl-2H-pyran-2-one 40V, Positive-QTOFsplash10-05mo-9000000000-e4d8d4609a670f215d4d2021-09-22Wishart 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 IDFDB012860
KNApSAcK IDNot Available
Chemspider ID36500
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound39914
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1038011
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.. .