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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:27:22 UTC
Update Date2023-02-21 17:23:31 UTC
HMDB IDHMDB0033700
Secondary Accession Numbers
  • HMDB33700
Metabolite Identification
Common Name(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one
Description(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one is a coconut, creamy, and jasmin tasting compound (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one has been detected, but not quantified in, several different foods, such as green tea, herbal tea, black tea, herbs and spices, and red tea. This could make (-)-(Z)-tetrahydro-6-(2-pentenyl)-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 (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one.
Structure
Data?1677000211
Synonyms
ValueSource
(Z)-7-Decen-5-olideHMDB
(Z)-Dec-7-en-5-olideHMDB
(Z)-tetrahydro-6-(2-Pentenyl)-2H-pyran-2-oneHMDB
5-Hydroxy-7(Z)-decenoic acid delta-lactoneHMDB
5-Hydroxy-7(Z)-decenoic acid-delta-lactoneHMDB
5-Hydroxy-7(Z)-decenoic acid-laquo deltaraquo -lactoneHMDB
cis-5-(2-Pentenyl)pentanolideHMDB
cis-7-Decen-5-olideHMDB
Dec-7(Z)-en-5-olideHMDB
FEMA 3745HMDB
tetrahydro-6-((Z)-2-Penten-1-yl)-2H-pyran-2-oneHMDB
tetrahydro-6-(2-Pentenyl)-(Z)-2H-pyran-2-oneHMDB
tetrahydro-6-(2Z)-2-Penten-1-yl-2H-pyran-2-oneHMDB
tetrahydro-6-(2Z)-2-Pentenyl-2H-pyran-2-oneHMDB
tetrahydro-6-(cis-2-Pentenyl)-2H-pyran-2-oneHMDB
Chemical FormulaC10H16O2
Average Molecular Weight168.2328
Monoisotopic Molecular Weight168.115029756
IUPAC Name6-[(2E)-pent-2-en-1-yl]oxan-2-one
Traditional Name6-[(2E)-pent-2-en-1-yl]oxan-2-one
CAS Registry Number25524-95-2
SMILES
CC\C=C\CC1CCCC(=O)O1
InChI Identifier
InChI=1S/C10H16O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h3-4,9H,2,5-8H2,1H3/b4-3+
InChI KeyXPPALVZZCMPTIV-ONEGZZNKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassDelta valerolactones
Direct ParentDelta valerolactones
Alternative Parents
Substituents
  • Delta_valerolactone
  • Delta valerolactone
  • Oxane
  • 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
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point115.00 °C. @ 2.00 mm HgThe Good Scents Company Information System
Water Solubility614.3 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.117 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.34 g/LALOGPS
logP3ALOGPS
logP2.51ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.77 m³·mol⁻¹ChemAxon
Polarizability19.46 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]+141.78531661259
DarkChem[M-H]-137.79131661259
DeepCCS[M+H]+141.91930932474
DeepCCS[M-H]-138.21830932474
DeepCCS[M-2H]-175.58530932474
DeepCCS[M+Na]+150.98230932474
AllCCS[M+H]+139.532859911
AllCCS[M+H-H2O]+135.132859911
AllCCS[M+NH4]+143.632859911
AllCCS[M+Na]+144.832859911
AllCCS[M-H]-142.932859911
AllCCS[M+Na-2H]-144.132859911
AllCCS[M+HCOO]-145.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-oneCC\C=C\CC1CCCC(=O)O12219.5Standard polar33892256
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-oneCC\C=C\CC1CCCC(=O)O11419.5Standard non polar33892256
(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-oneCC\C=C\CC1CCCC(=O)O11506.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0avj-9400000000-9a9d664f72bd8f7319922017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-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 - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Positive-QTOFsplash10-014i-0900000000-5389a92a1306a16a7ed82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Positive-QTOFsplash10-001i-9300000000-a22518d0bb8e049396a72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Positive-QTOFsplash10-0kto-9000000000-a7ed760a81f1d8bf47272017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Negative-QTOFsplash10-01b9-0900000000-4632a17c185a8e25b02a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Negative-QTOFsplash10-01b9-2900000000-97f941e4dcb4ad8fb2892017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Negative-QTOFsplash10-0006-9100000000-4387a5bc1d5b2a50ebdc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Negative-QTOFsplash10-014i-0900000000-ffce346b3db3aa9f8ca52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Negative-QTOFsplash10-014i-5900000000-e0b9227027c5a19617722021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Negative-QTOFsplash10-0007-9200000000-66d3c74707f4f7f500272021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 10V, Positive-QTOFsplash10-014i-7900000000-bc21b1590f633e42be912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 20V, Positive-QTOFsplash10-0aou-9300000000-e7c3577396f0885cd1f22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one 40V, Positive-QTOFsplash10-05po-9000000000-d69a0ca5b33299ebf3492021-09-24Wishart 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 IDFDB011813
KNApSAcK IDC00023986
Chemspider ID4942576
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6438070
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1038021
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.. .