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Identification
YMDB IDYMDB00808
Nameoctan-1-ol
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionOctanol, also known as capryl alcohol or N-heptyl carbinol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, octanol is considered to be a fatty alcohol lipid molecule. Octanol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • 1-Hydroxyoctane
  • 1-Octanol
  • 1-Octyl alcohol
  • 1-Oktanol
  • 2-Capryl alcohol
  • 2-Octanol
  • Alcohol C-8
  • Alfol 8
  • Capryl alcohol
  • Caprylic alcohol
  • DL-2-Octanol
  • Epal 8
  • Heptyl carbinol
  • Hexyl methyl carbinol
  • Lorol 20
  • Lorol C8
  • n-Heptyl carbinol
  • n-Octan-1-ol
  • n-Octanol
  • n-Octyl alcohol
  • N-octyl-alcohol
  • OCTAN-1-OL
  • Octan-2-ol
  • Octanol
  • Octanol (VAN)
  • Octanol-(1)
  • Octilin
  • Octyl alcohol
  • Octyl alcohol normal-primary
  • Octyl alcohol, normal-primary
  • octyl-alcohol
  • Prim-n-octyl alcohol
  • Primary octyl alcohol
  • 2-Octanol ~99%
  • Dytol m-83
  • Emery 3322
  • Emery 3324
  • Octan-2-ol 98+ %
  • Sipol L8
  • 1 Octanol
  • N Octanol
  • Alcohol, N-octyl
  • N Octyl alcohol
CAS number111-87-5
WeightAverage: 130.2279
Monoisotopic: 130.135765198
InChI KeyKBPLFHHGFOOTCA-UHFFFAOYSA-N
InChIInChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3
IUPAC Nameoctan-1-ol
Traditional IUPAC Nameoctanol
Chemical FormulaC8H18O
SMILESCCCCCCCCO
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-15.5 °C
Experimental Properties
PropertyValueReference
Water Solubility0.54 mg/mL at 25 oC [BARTON,AFM (1984)]PhysProp
LogP3.00 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.53 g/LALOGPS
logP3.21ALOGPS
logP2.58ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.54 m³·mol⁻¹ChemAxon
Polarizability17.42 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
AldehydicFDB012583
BurntFDB012583
ChemicalFDB012583
GreenFDB012583
MetalFDB012583
MushroomFDB012583
OrangeFDB012583
RoseFDB012583
WaxyFDB012583
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 - GC-MS (1 TMS)splash10-000i-5900000000-59b9ec306348e1865f09JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9000000000-526bd5ff898735941865JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9000000000-ed86628388cb3c552567JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a5c-9000000000-c3c8bc3975b42de9ece6JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00di-9100000000-6cd9a9930b3570fde113JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9000000000-d1965ae83320e5d704c6JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4l-9000000000-202f21207fb4ff7503dbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-000i-5900000000-59b9ec306348e1865f09JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0adl-9100000000-a930b6a3804a9883c10fJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9300000000-c58c4bbfb3414d4a8b30JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-0a4l-9000000000-6c24a195ead52015ab15JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0a4l-9000000000-ed86628388cb3c552567JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-0a5c-9000000000-9f096bbb3c502edd6f29JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - CI-B (HITACHI M-80) , Positivesplash10-00di-9100000000-27b72e14fa035483f4caJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-052f-9000000000-06bff4e0fa2b050c87a1JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (SHIMADZU QP-1000) , Positivesplash10-0a4l-9000000000-202f21207fb4ff7503dbJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-1900000000-24bea4a886c175a4355eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-4900000000-e8fd8c818d3998e31c15JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-337bc59106cf15871c39JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1900000000-2bbe09d1183f75a99bfaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-4900000000-f76124d46e991899a0f7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01r5-9200000000-45e96ca8f6fcb45305f4JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0a4l-9000000000-488fab659a66bd1eec35JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Roche, B., Azoulay, E. (1969). "[Regulation of the alcohol dehydrogenases Saccharomyces cerevisiae]." Eur J Biochem 8:426-434.4308448
  • 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
  • Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692
Synthesis Reference:Hagiwara, Nobue; Takahashi, Shigetoshi; Shibano, Toshishige. n-Octanol. Jpn. Tokkyo Koho (1977), 3 pp.
External Links:
ResourceLink
CHEBI ID16188
HMDB IDHMDB01183
Pubchem Compound ID957
Kegg IDC00756
ChemSpider ID932
FOODB IDFDB012583
WikipediaOctanol
BioCyc IDOCTANOL