Record Information
Version1.0
Creation date2010-04-08 22:09:50 UTC
Update date2019-11-26 03:05:29 UTC
Primary IDFDB011813
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one
Description(-)-(Z)-Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one, also known as 5-hydroxy-7(Z)-decenoic acid delta-lactone or (Z)-7-decen-5-olide, 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 an extremely weak basic (essentially neutral) compound (based on its pKa) (-)-(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, herbs and spices and tea. This could make (-)-(Z)-tetrahydro-6-(2-pentenyl)-2H-pyran-2-one a potential biomarker for the consumption of these foods.
CAS Number25524-95-2
Structure
Thumb
Synonyms
SynonymSource
(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
(Z)-dec-7-en-5-olide [jasmine lactone]biospider
2H-Pyran-2-one, tetrahydro-6-((Z)-2-penten-1-yl)-biospider
2H-Pyran-2-one, tetrahydro-6-(2-pentenyl)-, (Z)-biospider
2H-Pyran-2-one, tetrahydro-6-(2Z)-2-penten-1-yl-biospider
2H-Pyran-2-one, tetrahydro-6-(2Z)-2-pentenyl-biospider
5-(2-Pentenyl)pentanolide, cis-biospider
5-Hydroxy-7(Z)-decenoic acid-«delta»-lactonebiospider
Dec-7-en-5-olide, (Z)-biospider
Tetrahydro-6-(2-pentenyl)-2H-pyran-2-one, (Z)-biospider
Predicted 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 RuleYesChemAxon
Chemical FormulaC10H16O2
IUPAC name6-[(2E)-pent-2-en-1-yl]oxan-2-one
InChI IdentifierInChI=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
Isomeric SMILESCC\C=C\CC1CCCC(=O)O1
Average Molecular Weight168.2328
Monoisotopic Molecular Weight168.115029756
Classification
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
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 71.39%; H 9.59%; O 19.02%DFC
Melting PointNot Available
Boiling PointBp0.3 95-96.5°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]16D -30.4 (neat)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn14.9D 1.4773DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0avj-9400000000-9a9d664f72bd8f731992JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-5389a92a1306a16a7ed8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9300000000-a22518d0bb8e049396a7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kto-9000000000-a7ed760a81f1d8bf4727JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-0900000000-4632a17c185a8e25b02aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01b9-2900000000-97f941e4dcb4ad8fb289JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-4387a5bc1d5b2a50ebdcJSpectraViewer
ChemSpider ID4942576
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6438070
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33700
CRC / DFC (Dictionary of Food Compounds) IDCQP56-T:GZL55-B
EAFUS ID1740
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00023986
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1038021
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
peach
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coconut
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference