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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:31:40 UTC
Update Date2017-12-07 02:58:34 UTC
HMDB IDHMDB0029632
Secondary Accession Numbers
  • HMDB29632
Metabolite Identification
Common NameOleyl alcohol
DescriptionOleyl alcohol is found in fishes. Oleyl alcohol occurs in fish oils. Emulsion stabiliser, antifoam agent, detergent and release agent for food applications It is a non-ionic, unsaturated fatty alcohol. Oleyl alcohol, octadecenol, or cis-9-octadecen-1-ol, is a fatty alcohol coming from inedible beef fat. It is also found in fish oil. Its chemical formula is C18H36O or CH3(CH2)7-CH=CH-(CH2)8OH
Structure
Thumb
Synonyms
ValueSource
( Z)-9-OctadecenolHMDB
(9Z)-9-Octadecen-1-olHMDB
(9Z)-Octadec-9-en-1-olHMDB
(Z)-9-Octadecen-1-olHMDB
(Z)-Octadec-9-enolHMDB
9(Z)-Octadecen-1-olHMDB
9-Octadecen-1-olHMDB
Adol 34HMDB
Adol 80HMDB
Adol 85HMDB
Adol 90HMDB
Anjecol 90NHMDB
Anjecol 90NRHMDB
atalco OHMDB
Cachalot O-1HMDB
Cachalot O-15HMDB
Cachalot O-3HMDB
Cachalot O-8HMDB
cis-9-Octadecen-1-olHMDB
cis-9-Octadecenyl alcoholHMDB
cis-laquo deltaraquo 9-OctadecenolHMDB
cis-Octadecen-1-olHMDB
Conditioner 1HMDB
Crodacol a.10HMDB
Crodacol-OHMDB
DermaffineHMDB
Elaidyl alcoholHMDB
Fancol oa-95HMDB
Francol oa-95HMDB
H.D. eutanolHMDB
HD Oleyl alcohol 70/75HMDB
HD Oleyl alcohol 80/85HMDB
HD Oleyl alcohol 90/95HMDB
HD Oleyl alcohol CGHMDB
HD-Echelon 90/95HMDB
HD-EutanolHMDB
HD-Ocenol 90/95HMDB
HD-Ocenol KHMDB
LancolHMDB
Lipocol OHMDB
Loxanol 95HMDB
Loxanol mHMDB
NovolHMDB
OcenolHMDB
OceolHMDB
Octadec-9-en-1-olHMDB
Octadec-9Z-enolHMDB
OctadecenolHMDB
Oleic alcoholHMDB
oleo AlcoholHMDB
OleolHMDB
Oleoyl alcoholHMDB
Oleyl alcohol (NF)HMDB
Olive alcoholHMDB
SatolHMDB
Sipol OHMDB
Siponol OCHMDB
Unjecol 110HMDB
Unjecol 50HMDB
Unjecol 70HMDB
Unjecol 90HMDB
Witcohol 85HMDB
Witcohol 90HMDB
Chemical FormulaC18H36O
Average Molecular Weight268.4778
Monoisotopic Molecular Weight268.276615774
IUPAC Name(9E)-octadec-9-en-1-ol
Traditional Name(9E)-octadec-9-en-1-ol
CAS Registry Number143-28-2
SMILES
CCCCCCCC\C=C\CCCCCCCCO
InChI Identifier
InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9+
InChI KeyALSTYHKOOCGGFT-MDZDMXLPSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassFatty Acyls
Direct ParentLong-chain fatty alcohols
Alternative Parents
Substituents
  • Long chain fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

  Cell and elements:

Source:

  Biological:

    Animal:

Route of exposure:

  Enteral:

Process

Naturally occurring process:

  Biological process:

    Cellular process:

    Biochemical pathway:

    Chemical reaction:

    Biochemical process:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point6.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility4.7e-05 g/LALOGPS
logP7.91ALOGPS
logP6.67ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity87.67 m³·mol⁻¹ChemAxon
Polarizability37.66 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gc9-9840000000-5d10c2f4696dd1b69437View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-9431000000-c3888097425e557a6b65View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-0090000000-a320ac11b55d3ba63470View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-5790000000-4963054630bc4c6a6322View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9820000000-3a9c1382b711967474b7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-59da0ad6ca8c56359d7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-50d83744634f5d4b8417View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-009g-9750000000-15ed7bd2a8c7fd3186fcView in MoNA
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations
  • Feces
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB000802
KNApSAcK IDNot Available
Chemspider ID4519153
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkOleyl_alcohol
METLIN IDNot Available
PubChem Compound5367665
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.