3,7-Dimethyl-1,6-octadien-3-ol (YMDB01371)

Identification
YMDB IDYMDB01371
Name3,7-Dimethyl-1,6-octadien-3-ol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description3,7-Dimethyl-1,6-octadien-3-ol, also known as 2,6-dimethylocta-2,7-dien-6-ol or beta-linalool, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a significant number of articles have been published on 3,7-Dimethyl-1,6-octadien-3-ol.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
  • 1, 6-Octadien-3-ol, 3,7-dimethyl-, (-)-
  • 1,6-Octadien-3-ol, 3,7-dimethyl-
  • 2,6-Dimethyl-2, 7-octadiene-6-ol
  • 2,6-Dimethyl-2,7-octadien-6-ol
  • 2,6-dimethyl-2,7-octadien-6-ol (linalool)
  • 2,6-Dimethyl-2,7-octadiene-6-ol
  • 2,6-dimethylocta-2,7-dien-6-ol
  • 3,7-Dimethyl-1, 6-octadien-3-ol
  • 3,7-dimethyl-1,6-octadien-3-ol (linalool)
  • 3,7-dimethyl-1,6-octandien-3-ol (linalool)
  • 3,7-Dimethylocta-1,6-dien-3-ol
  • 3,7-dimethylocta-1,6-dien-3-ol (linalool)
  • allo-Ocimenol
  • b-Linalool
  • beta-Linalool
  • dl-3,7-Dimethyl-3-hydroxy-1,6-octadiene
  • Linalol
  • Linalool
  • Linalool ex bois de rose oil
  • Linalool ex ho oil
  • Linalool ex orange oil
  • Linaloyl oxide
  • Linalyl alcohol
  • Linanool
  • p-Linalool
  • Phantol
  • (RS)-Linalool
  • Β-linalool
  • 7-Methyl-3-methyleneocta-4,6-dien-2-ol
  • Linalool, (+-)-isomer
  • Linalool, (R)-isomer
  • Linalool, (S)-isomer
  • Linalool, titanium (4+) salt
  • Muguol
  • FEMA 2635
  • Linalool b
  • Linolool
  • 3,7-Dimethyl-1,6-octadien-3-ol
CAS number78-70-6
WeightAverage: 154.2493
Monoisotopic: 154.135765198
InChI KeyCDOSHBSSFJOMGT-UHFFFAOYSA-N
InChIInChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
IUPAC Name3,7-dimethylocta-1,6-dien-3-ol
Traditional IUPAC Namelinalool, (+-)-
Chemical FormulaC10H18O
SMILESCC(C)=CCCC(C)(O)C=C
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
Physical Properties
StateSolid
Charge0
Melting point<25 °C
Experimental Properties
PropertyValueReference
Water Solubility1.59 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP2.97 [LI,J & PERDUE,EM (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.48 g/LALOGPS
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
Polarizability19.31 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
BlueberryFDB014940
Bois de roseFDB014940
CitrusFDB014940
FloralFDB014940
FlowerFDB014940
GreenFDB014940
LavenderFDB014940
LemonFDB014940
OrangeFDB014940
SweetFDB014940
WoodyFDB014940
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9100000000-b05fd1df876947bd856aJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006x-9000000000-fe642a5570c732aea8deJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9100000000-b05fd1df876947bd856aJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-006x-9000000000-fe642a5570c732aea8deJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-006x-9000000000-e6c6cb41474ad3834662JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-9100000000-6d52b92700623b059028JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-9810000000-fc748fa570a2ba218685JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-1900000000-b8dd7418c39ef6db8f40JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05nr-9600000000-32489aa0448780f28ae4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9100000000-582bd2d08184eae391beJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-0405dd8fcdc66cf24c7aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1900000000-db461e62c034d983da23JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0lei-9500000000-2735fdb3eab6b44ec60cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9100000000-b50c7739963b598d98b6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001l-9000000000-9aee9265aa23930829f1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-069r-9000000000-478f8a25d9f85574e0acJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-221d2be472b40f055cb9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-2900000000-d123b20dd29666c80809JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-106r-9200000000-92641be024615f4e8078JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-006x-9000000000-1adf4f6da1bec18c7cdfJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Tsakiris, A., Koutinas, A. A., Psarianos, C., Kourkoutas, Y., Bekatorou, A. (2010). "A new process for wine production by penetration of yeast in uncrushed frozen grapes." Appl Biochem Biotechnol 162:1109-1121.20151225
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID17580
HMDB IDHMDB0036100
Pubchem Compound ID6549
Kegg IDC03985
ChemSpider ID13849981
FOODB IDFDB014940
WikipediaLinalool
BioCyc IDNot Available