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Cetyl alcohol (FDB003051)

Record Information
Version1.0
Creation date2010-04-08 22:05:38 UTC
Update date2020-09-17 15:32:09 UTC
Primary IDFDB003051
Secondary Accession Numbers
  • FDB029765
Chemical Information
FooDB NameCetyl alcohol
DescriptionCetyl alcohol, also known as 1-hexadecanol and palmityl alcohol, is a solid organic compound and a member of the alcohol class of compounds. Its chemical formula is CH3(CH2)15OH. At room temperature, Cetyl alcohol takes the form of a waxy white solid or flakes. It belongs to the group of fatty alcohols. With the demise of commercial whaling, cetyl alcohol is no longer primarily produced from whale oil, but instead either as an end-product of the petroleum industry or produced from vegetable oils such as palm oil and coconut oil. Production of cetyl alcohol from palm oil gives rise to one of its alternative names, palmityl alcohol. 1-Hexadecanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It has a waxy or oily aroma and a “clean cloth” waxy or oily taste. It is used in the food and cosmetic industry as an emollient, an emulsifying agent, a foam boosting agent, a masking agent, a surfactant, a viscosity controlling agent and a pacifying agent. Hexadecanol is found in, or is added to, shampoos, conditioners, toothpaste, inks, paints, pharmaceuticals, skin creams and lotions. It is also added to certain hard candies and frozen treats. People who suffer from eczema can be sensitive to hexadecanol as it is sometimes included in medications used for the treatment of eczema (PMID: 15059111).
CAS Number36653-82-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00018 g/LALOGPS
logP7.17ALOGPS
logP6.14ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity77.35 m³·mol⁻¹ChemAxon
Polarizability34.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H34O
IUPAC namehexadecan-1-ol
InChI IdentifierInChI=1S/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3
InChI KeyBXWNKGSJHAJOGX-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCO
Average Molecular Weight242.4406
Monoisotopic Molecular Weight242.26096571
Classification
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 79.27%; H 14.13%; O 6.60%DFC
Melting PointMp 50°DFC
Boiling PointBp12 178-182°DFC
Experimental Water Solubility4.12e-05 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logPNot Available
Experimental pKa16.2
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a5c-9000000000-f3299e52ea0593788e372014-09-20View Spectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0f72-7931000000-00a8faa3fd4f0c38a405Spectrum
GC-MSCetyl alcohol, 1 TMS, GC-MS Spectrumsplash10-0f6t-9531000000-0dc2948d10d835886750Spectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-1be6f87af09f0bc4339fSpectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-83f0c3f9a7d1a2d70b83Spectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0a59-9100000000-51d2315e018d6ebbe25dSpectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0f72-7931000000-00a8faa3fd4f0c38a405Spectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0f6t-9531000000-0dc2948d10d835886750Spectrum
GC-MSCetyl alcohol, non-derivatized, GC-MS Spectrumsplash10-0f72-9821000000-ee82a405e4a854526b64Spectrum
Predicted GC-MSCetyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0bvl-7910000000-c4f032970214d082f3cfSpectrum
Predicted GC-MSCetyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9640000000-6df3de611756e2218c31Spectrum
Predicted GC-MSCetyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0udi-0910000000-b74545433556690d2c462012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0udi-0900000000-7aab213ad736e774476c2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0udi-0900000000-55a8272e13510c85c06a2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0a4l-9000000000-a4776db6cf6d30dfb50e2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (SHIMADZU QP-1000) , Positivesplash10-0a4l-9000000000-83f0c3f9a7d1a2d70b832012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-HX-100) , Positivesplash10-0a59-9100000000-7ca85869bfef10e335f32012-08-31View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0190000000-b08f970abae4433e0d8b2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004l-5690000000-d0c4cde89f48e5218c952017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9500000000-455427a3ee7620a414032017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-3fdb1b4b343c7ad295bf2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-a848ffe1f9f31e21601c2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01vp-9740000000-15fb3da54ceed633096b2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-4190000000-44af6a0edc2288305d9c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0abc-9110000000-a07d84c82c62e530754e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-dc9968082483b614a7232021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-3ce1eb2d48c904ebe3472021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-e0b832e3e0af19f4f9ae2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9880000000-0db321e9b8178e2cdc8f2021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
ChemSpider ID2581
ChEMBL IDCHEMBL706
KEGG Compound IDC00823
Pubchem Compound ID2682
Pubchem Substance IDNot Available
ChEBI ID16125
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03424
CRC / DFC (Dictionary of Food Compounds) IDCQD42-E:CQD42-E
EAFUS ID594
Dr. Duke IDHEXADECAN-1-OL|HEXADECANOL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDPL3
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID36653-82-4
GoodScent IDrw1026181
SuperScent IDNot Available
Wikipedia ID1-Hexadecanol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
Enzymes
NameGene NameUniProt ID
Fatty acyl-CoA reductase 2FAR2Q96K12
Acyl-CoA wax alcohol acyltransferase 2AWAT2Q6E213
Fatty acyl-CoA reductase 1FAR1Q8WVX9
Acyl-CoA wax alcohol acyltransferase 1AWAT1Q58HT5
Pathways
NameSMPDB LinkKEGG Link
Plasmalogen SynthesisSMP00479 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
wax
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
flower
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).