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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:15:01 UTC
Update Date2019-07-23 06:20:34 UTC
HMDB IDHMDB0036191
Secondary Accession Numbers
  • HMDB36191
Metabolite Identification
Common 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. Outside of the human body,.
Structure
Data?1563862834
Synonyms
ValueSource
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
Chemical FormulaC11H18O2
Average Molecular Weight182.2594
Monoisotopic Molecular Weight182.13067982
IUPAC Name5-[(3E)-hex-3-en-1-yl]-5-methyloxolan-2-one
Traditional Name5-[(3E)-hex-3-en-1-yl]-5-methyloxolan-2-one
CAS Registry Number70851-61-5
SMILES
CC\C=C\CCC1(C)CCC(=O)O1
InChI Identifier
InChI=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
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 DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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 RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9400000000-062b1bd89073c1bebc0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-e1feaf1415baaa6f40adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-8900000000-fc9a94eded9408bf008dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9000000000-673a45fd5d459e510f21Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-cc228963f405c98822fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001r-0900000000-b9f0e7c95bfea91f4ba3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-15783979a197ae6bbcdeSpectrum
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 IDFDB015045
KNApSAcK IDNot Available
Chemspider ID4941076
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6436439
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.. .