STEARYL ALCOHOL (CHEM007571)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:27:34 UTC
Update Date2016-10-28 10:03:20 UTC
Accession NumberCHEM007571
Identification
Common NameSTEARYL ALCOHOL
ClassSmall Molecule
DescriptionOctadecanol, also known as octadecanol or octadecanol, belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, octadecanol is considered to be a fatty alcohol lipid molecule. Octadecanol exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Dhap(18:0) and octadecanol can be converted into dhap(18:0E) and stearic acid; which is mediated by the enzyme dihydroxyacetone phosphate acyltransferase and alkyldihydroxyacetonephosphate synthase. In cattle, octadecanol is involved in the metabolic pathway called plasmalogen synthesis pathway.
Contaminant Sources
  • Cosmetic Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HMDB Contaminants - Feces
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-HydroxyoctadecaneChEBI
1-OctadecanolChEBI
N-1-OctadecanolChEBI
N-OctadecanolChEBI
N-Octadecyl alcoholChEBI
Stearyl alcoholChEBI
StearylalkoholChEBI
Octadecan-1-olHMDB
Alcohol stearylicusHMDB
Alfol 18HMDB
Atalco SHMDB
Octadecanol NFHMDB
Octadecyl alcoholHMDB
StearalHMDB
Stearic alcoholHMDB
StearolHMDB
Stearyl alcohol pureHMDB
Chemical FormulaC18H38O
Average Molecular Mass270.494 g/mol
Monoisotopic Mass270.292 g/mol
CAS Registry Number112-92-5
IUPAC Nameoctadecan-1-ol
Traditional Namestearyl alcohol
SMILESCCCCCCCCCCCCCCCCCCO
InChI IdentifierInChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3
InChI KeyGLDOVTGHNKAZLK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
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 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 Solubility5.2e-05 g/LALOGPS
logP8.27ALOGPS
logP7.03ChemAxon
logS-6.7ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity86.55 m³·mol⁻¹ChemAxon
Polarizability38.65 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-004i-9505000000-d69a3d5dc9469813c3eaSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9000000000-f288a18a6df1296b18beSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a5c-9100000000-ef18c1dfe45ef2070173Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-004i-9505000000-d69a3d5dc9469813c3eaSpectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f9j-9703000000-701cb0c2d83164bde2ddSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-5940000000-062625d0a206d7fb18cdSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-9751000000-65a6a8ff9989fd5c127bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-014i-0290000000-9688b7c87e601e496fddSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-00or-9400000000-6fd41093c532a09a9f03Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-004i-9000000000-b13f813efb4bd06991a7Spectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (SHIMADZU QP-1000) , Positivesplash10-052f-9000000000-f288a18a6df1296b18beSpectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0a5c-9100000000-3fcdbbf1125eb4dc0bb5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-0090000000-faeda7f0e485dafd8e76Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-4590000000-935f6099331b8f9b8e90Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9620000000-46019e66a566afdec20eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-1ded600ce853d9f6a61bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-8cec2e360cb361b0157bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f9f-8970000000-eb74591d5b40e712980aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-2090000000-15e4d1ab7a0618374600Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-9130000000-106a61bccad2c908c592Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-89fd5ad6d936f9c46534Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-d9a19bd8044281bb6bc5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-a145e1813aabce86aa2fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-5490000000-81e8fdada3a9caad1246Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a5c-9100000000-92cb2d6dbb9a8285a5acSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
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 IDHMDB0002350
FooDB IDFDB012764
Phenol Explorer IDNot Available
KNApSAcK IDC00029422
BiGG IDNot Available
BioCyc IDCPD-7873
METLIN ID6640
PDB IDNot Available
Wikipedia LinkStearyl_alcohol
Chemspider ID7928
ChEBI ID32154
PubChem Compound ID8221
Kegg Compound IDD01924
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Rizzo WB, Craft DA: Sjogren-Larsson syndrome: accumulation of free fatty alcohols in cultured fibroblasts and plasma. J Lipid Res. 2000 Jul;41(7):1077-81.
2. Rizzo WB, Craft DA, Judd LL, Moser HW, Moser AB: Fatty alcohol accumulation in the autosomal recessive form of rhizomelic chondrodysplasia punctata. Biochem Med Metab Biol. 1993 Aug;50(1):93-102.
3. Koone MD, Rizzo WB, Elias PM, Williams ML, Lightner V, Pinnell SR: Ichthyosis, mental retardation, and asymptomatic spasticity. A new neurocutaneous syndrome with normal fatty alcohol:NAD+ oxidoreductase activity. Arch Dermatol. 1990 Nov;126(11):1485-90.
4. Kelson TL, Craft DA, Rizzo WB: Carrier detection for Sjogren-Larsson syndrome. J Inherit Metab Dis. 1992;15(1):105-11.
5. Rizzo WB, Dammann AL, Craft DA, Black SH, Tilton AH, Africk D, Chaves-Carballo E, Holmgren G, Jagell S: Sjogren-Larsson syndrome: inherited defect in the fatty alcohol cycle. J Pediatr. 1989 Aug;115(2):228-34.
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=10884288
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=11722503
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=1583866
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21137365
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=2241202
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23173706
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=2666627
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=26673629
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=8373640