Record Information
Version1.0
Creation date2010-04-08 22:14:09 UTC
Update date2018-05-29 01:40:32 UTC
Primary IDFDB019133
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLinalyl acetate
DescriptionIsolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc. 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.
CAS Number115-95-7
Structure
Thumb
Synonyms
SynonymSource
3,7-Dimethylocta-1,6-dien-3-yl acetic acidGenerator
(+)-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, (+-)-isomerHMDB
Linalyl acetate, (R)-isomerHMDB
Linalyl acetate, (S)-isomerHMDB
Linalyl acetateMeSH
(r)-linalyl acetatebiospider
1,5-dimethyl-1-vinylhex-4-en-1-yl acetatebiospider
1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetate, (3R)-biospider
1,6-Octadien-3-ol, 3,7-dimethyl-, acetate, (3R)-biospider
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
Chemical FormulaC12H20O2
IUPAC name3,7-dimethylocta-1,6-dien-3-yl acetate
InChI IdentifierInChI=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
Isomeric SMILESCC(C)=CCCC(C)(OC(C)=O)C=C
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
Classification
Description 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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.43%; H 10.27%; O 16.30%DFC
Melting Point< 25 oC
Boiling PointBp0.2 44°DFC
Experimental Water SolubilityNot Available
Experimental logP3.93GRIFFIN,S ET AL. (1999)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd 0.9DFC
Refractive IndexNot Available
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
ChemSpider ID13850082
ChEMBL IDNot Available
KEGG Compound IDC09863
Pubchem Compound ID8294
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39522
CRC / DFC (Dictionary of Food Compounds) IDJXL03-D:LPK51-D
EAFUS ID2041
Dr. Duke IDLINALOOL-ACETATE|LINALYL-ACETATE
BIGG IDNot Available
KNApSAcK IDC00003048
HET IDNot Available
Flavornet ID115-95-7
GoodScent IDrw1007891
SuperScent IDNot Available
Wikipedia IDLinalool_acetate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anestheticDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
motor depressantDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
sedative35717 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.DUKE
anti microbial33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruit
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bergamot
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lavender
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.