(-)-Linalyl acetate (CHEM026038)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:45:10 UTC
Update Date2016-11-09 01:18:12 UTC
Accession NumberCHEM026038
Identification
Common Name(-)-Linalyl acetate
ClassSmall Molecule
DescriptionA racemate comprising equimolar amounts of (R)- and (S)-linalyl acetate. It forms a principal component of the essential oils from bergamot and lavender.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-3,7-Dimethylocta-1,6-dien-3-yl acetateChEBI
Acetic acid linalool esterChEBI
BergamiolChEBI
Bergamot mint oilChEBI
(+-)-3,7-Dimethylocta-1,6-dien-3-yl acetic acidGenerator
Acetate linalool esterGenerator
Linalyl acetic acidGenerator
(-)-Linalyl acetateChEBI
(-)-Linalyl acetic acidGenerator
(R)-Linalyl acetic acidGenerator
R-(-)-Linalyl acetatePhytoBank
R-Linalyl acetatePhytoBank
l-Linalyl acetatePhytoBank
(-)-(R)-3-Acetoxy-3,7-dimethylocta-1,6-dienePhytoBank
Linalool acetatePhytoBank
(±)-Linaloyl acetatePhytoBank
(±)-Linalyl acetatePhytoBank
1,5-Dimethyl-1-vinyl-4-hexenyl acetatePhytoBank
3,7-Dimethyl-1,6-octadien-3-yl acetatePhytoBank
3,7-Dimethylocta-1,6-dien-3-yl acetatePhytoBank
3-Acetoxy-3,7-dimethyl-1,6-octadienePhytoBank
BergamolPhytoBank
dl-Linalool acetatePhytoBank
Chemical FormulaC12H20O2
Average Molecular Mass196.290 g/mol
Monoisotopic Mass196.146 g/mol
CAS Registry NumberNot Available
IUPAC Name(3R)-3,7-dimethylocta-1,6-dien-3-yl acetate
Traditional Name(+-)-linalyl acetate
SMILESCC(C)=CCC[C@@](C)(OC(C)=O)C=C
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/t12-/m0/s1
InChI KeyUWKAYLJWKGQEPM-LBPRGKRZSA-N
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot 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
Polarizability23.13 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1900000000-0f6c80cf638628060579Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05n0-7900000000-c24d96c54b634a5ce01eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9100000000-edecc6807b28c4e59a9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-e20da33a45dcd63c6105Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfs-3900000000-f698e30236a468ad6ab9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0553-9800000000-80dff10f3d6586f64ec2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9300000000-db6bdfd0a5edf9f3864cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053r-9200000000-7cd15204eb37717e9726Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-91362b0817199d37003eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9400000000-fe0af33cbf0db86bab7bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-f337ba0b5012d00f9c12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-9ddd9f6b6037597d5617Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0302749
FooDB IDFDB006042
Phenol Explorer IDNot Available
KNApSAcK IDC00003048
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkLinalyl_acetate
Chemspider ID390908
ChEBI ID6469
PubChem Compound IDNot Available
Kegg Compound IDC09863
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23157022
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23707744
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24237351
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24599102
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24706627