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Record Information
Version1.0
Created at2020-03-18 23:24:21 UTC
Updated at2020-12-07 19:07:05 UTC
CannabisDB IDCDB000089
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameLinalool
Description
Structure
Thumb
Synonyms
Chemical FormulaC10H18O
Average Molecular Weight154.25
Monoisotopic Molecular Weight154.1358
IUPAC Name(3S)-3,7-dimethylocta-1,6-dien-3-ol
Traditional Name(+)-linalool
CAS Registry Number126-90-9
SMILES
CC(C)=CCC[C@](C)(O)C=C
InChI Identifier
InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m1/s1
InChI KeyCDOSHBSSFJOMGT-SNVBAGLBSA-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
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< −20 °CWikipedia
Boiling Point198 - 199 °CWikipedia
Water Solubility1.59 g/LWikipedia
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.68ALOGPS
logP2.65ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)18.46ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.21 m³·mol⁻¹ChemAxon
Polarizability18.97 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSLinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00xr-9100000000-ddd4389422ee0f3334dfSpectrum
Predicted GC-MSLinalool, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9810000000-fc748fa570a2ba218685Spectrum
Predicted GC-MSLinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
HMDB IDHMDB0036101
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014941
KNApSAcK IDC00010301
Chemspider ID60523
KEGG Compound IDC11389
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound67179
PDB IDNot Available
ChEBI ID98
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
  2. McGarvey DJ, Croteau R: Terpenoid metabolism. Plant Cell. 1995 Jul;7(7):1015-26. doi: 10.1105/tpc.7.7.1015. [PubMed:7640522 ]
  3. Cseke L, Dudareva N, Pichersky E: Structure and evolution of linalool synthase. Mol Biol Evol. 1998 Nov;15(11):1491-8. doi: 10.1093/oxfordjournals.molbev.a025876. [PubMed:12572612 ]
  4. Carrau FM, Medina K, Boido E, Farina L, Gaggero C, Dellacassa E, Versini G, Henschke PA: De novo synthesis of monoterpenes by Saccharomyces cerevisiae wine yeasts. FEMS Microbiol Lett. 2005 Feb 1;243(1):107-15. doi: 10.1016/j.femsle.2004.11.050. [PubMed:15668008 ]