Record Information
Version1.0
Creation date2010-04-08 22:11:37 UTC
Update date2015-07-20 23:14:09 UTC
Primary IDFDB015045
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone
Description4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone, also known as 5-(3Z)-3-hexen-1-yldihydro-5-methyl-2(3H)-furanone or (Z)-dihydro-5-(3-hexenyl)-5-methyl-2(3H)-furanone, 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. 4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Hydroxy-4-methyl-7-decenoic acid gamma-lactone is a buttered, coconut, and cookies tasting compound.
CAS Number70851-61-5
Structure
Thumb
Synonyms
SynonymSource
4-Hydroxy-4-methyl-7-decenoate g-lactoneGenerator
4-Hydroxy-4-methyl-7-decenoate gamma-lactoneGenerator
4-Hydroxy-4-methyl-7-decenoate γ-lactoneGenerator
4-Hydroxy-4-methyl-7-decenoic acid g-lactoneGenerator
4-Hydroxy-4-methyl-7-decenoic acid γ-lactoneGenerator
(e)-3-Hexenyldihydro-5-methylfuran-2(3H)-oneHMDB
(Z)-5-Hex-3-enyldihydro-5-methylfuran-2(3H)-oneHMDB
(Z)-Dihydro-5-(3-hexenyl)-5-methyl-2(3H)-furanoneHMDB
4-Hydroxy-4-methyl-7-cis-decenoic acid lactoneHMDB
4-Methyl-4-hydroxy-cis-7-decenoic acid lactoneHMDB
4-Methyl-cis-decene gamma-lactoneHMDB
5-(3-Hexenyl)dihydro-5-methyl-(Z)-2(3H)-furanoneHMDB
5-(3Z)-3-Hexen-1-yldihydro-5-methyl-2(3H)-furanoneHMDB
5-(3Z)-3-Hexenyldihydro-5-methyl-2(3H)-furanoneHMDB
Dihydro-5-(3-hexenyl)-5-methyl-(Z)-2(3H)-furanoneHMDB
FEMA 3937HMDB
Lactone OF cis-jasmoneHMDB
(±)-(Z)-5-(3-Hexenyl)dihydro-5-methyl-2(3H)-furanonemanual
(Z)-4-Hydroxy-4-methyl-7-decenoic acid gamma-lactonemanual
2(3H)-Furanone, 5-(3-hexenyl)dihydro-5-methyl-, (Z)-biospider
2(3H)-Furanone, 5-(3Z)-3-hexen-1-yldihydro-5-methyl-biospider
2(3H)-Furanone, 5-(3Z)-3-hexenyldihydro-5-methyl-biospider
2(3H)-Furanone, dihydro-5-(3-hexenyl)-5-methyl-, (Z)-biospider
4-Hydroxy-4-methyl-7-decenoic acid gamma-lactonemanual
dihydro-5-(3-Hexenyl)-5-methyl-(Z)-2(3H)-furanoneHMDB
Lactone of cis-jasmonebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP3.49ALOGPS
logP2.79ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity53.41 m³·mol⁻¹ChemAxon
Polarizability21.46 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H18O2
IUPAC name5-[(3E)-hex-3-en-1-yl]-5-methyloxolan-2-one
InChI IdentifierInChI=1S/C11H18O2/c1-3-4-5-6-8-11(2)9-7-10(12)13-11/h4-5H,3,6-9H2,1-2H3/b5-4+
InChI KeyNIKDJTTZUYNCMM-SNAWJCMRSA-N
Isomeric SMILESCC\C=C\CCC1(C)CCC(=O)O1
Average Molecular Weight182.2594
Monoisotopic Molecular Weight182.13067982
Classification
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 DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionLiq. with creamy coconut/butter odourCCD
Mass CompositionNot Available
Melting PointNot Available
Boiling PointBp 150°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 0.97DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9400000000-062b1bd89073c1bebc0fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-e1feaf1415baaa6f40adJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-8900000000-fc9a94eded9408bf008dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9000000000-673a45fd5d459e510f21JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-cc228963f405c98822fdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001r-0900000000-b9f0e7c95bfea91f4ba3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-15783979a197ae6bbcdeJSpectraViewer
ChemSpider ID4941076
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6436439
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36191
CRC / DFC (Dictionary of Food Compounds) IDJXS87-O:JXY67-M
EAFUS ID1758
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1024111
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
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
painty
  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.
coconut
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
buttered
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cookies
  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