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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:00:33 UTC
Update Date2018-03-12 21:55:14 UTC
HMDB IDHMDB0039522
Secondary Accession Numbers
  • HMDB39522
Metabolite Identification
Common NameLinalyl acetate
DescriptionLinalyl acetate is found in cardamom. Linalyl acetate is isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc. Linalyl acetate is a flavouring ingredient Linalyl acetate is a naturally-occurring phytochemical found in many flowers and spice plants. It is one of the principal components of the essential oils of bergamot and lavender. Chemically, it is the acetate ester of linalool, and the two often occur in conjunction.
Structure
Thumb
Synonyms
ValueSource
(+)-1,5-Dimethyl-1-vinylhex-4-enyl acetateHMDB
(-)-S-Linalyl acetateHMDB
(1)-1,5-Dimethyl-1-vinylhex-4-enyl acetateHMDB
(R)-Linalyl acetateHMDB
1,5-Dimethyl-1-vinyl-4-hexenyl acetateHMDB
1,5-Dimethyl-1-vinylhex-4-en-1-yl acetateHMDB
1,6-Octadien-3-ol, 3, 7-dimethyl-, acetateHMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetateHMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, acetateHMDB
3,7-Dimethyl-1,6-ctadien-3-ol acetateHMDB
3,7-Dimethyl-1,6-octadien-3-ol acetateHMDB
3,7-Dimethyl-1,6-octadien-3-yl acetateHMDB
3,7-Dimethyl-3-acetate(3R)-1,6-octadien-3-olHMDB
3,7-Dimethyl-acetate(3R)-1,6-octadien-3-olHMDB
Acetic acid linalool esterHMDB
Aetic acid linalool esterHMDB
BergamiolHMDB
BergamolHMDB
Bergamot mint oilHMDB
Dehydrolinalool, acetateHMDB
Ex bois de rose (synthetic)HMDB
FEMA 2636HMDB
Licareol acetateHMDB
Linalol acetateHMDB
Linalool acetateHMDB
Linalyl acetate syntheticHMDB
Lynalyl acetateHMDB
PhanteineHMDB
Linalyl acetate, (+-)-isomerMeSH
Linalyl acetate, (R)-isomerMeSH
Linalyl acetate, (S)-isomerMeSH
Chemical FormulaC12H20O2
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
IUPAC Name3,7-dimethylocta-1,6-dien-3-yl acetate
Traditional Namelinalyl acetate
CAS Registry Number115-95-7
SMILES
CC(C)=CCCC(C)(OC(C)=O)C=C
InChI Identifier
InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3
InChI KeyUWKAYLJWKGQEPM-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP3.93Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.061 g/LALOGPS
logP4.03ALOGPS
logP3.09ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity59.36 m³·mol⁻¹ChemAxon
Polarizability23.21 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006x-9100000000-a199bdb794a1711d64d6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9200000000-2efbf1c4700ba9b34ab7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-b497b7871d82184bce3aView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-c5a2a32609163f1d8a4dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006x-9100000000-a199bdb794a1711d64d6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9200000000-2efbf1c4700ba9b34ab7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-b497b7871d82184bce3aView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-c5a2a32609163f1d8a4dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ko-9400000000-d9b638a0936492863bcaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-0f6c80cf638628060579View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05n0-7900000000-c24d96c54b634a5ce01eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9100000000-edecc6807b28c4e59a9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-e20da33a45dcd63c6105View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfs-3900000000-f698e30236a468ad6ab9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0553-9800000000-80dff10f3d6586f64ec2View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9100000000-712e3c9398c0bf42fe1aView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Extracellular
  • 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
FoodDB IDFDB019133
KNApSAcK IDC00003048
Chemspider ID13850082
KEGG Compound IDC09863
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLinalyl acetate
METLIN IDNot Available
PubChem Compound8294
PDB IDNot Available
ChEBI ID78333
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.