Record Information
Version1.0
Creation date2010-04-08 22:05:38 UTC
Update date2018-01-23 18:56:28 UTC
Primary IDFDB003045
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHexacosanoic acid
DescriptionCerate consists essentially of wax (for which resin or spermaceti is sometimes substituted) mixed with oil, lard, and various medicinal ingredients. The cerate (formerly called simply cerate) of the United States Pharmacopoeia is a mixture of three parts of white wax and seven parts of lard.; Cerate is an unctuous preparation for external application, of a consistency intermediate between that of an ointment and a plaster, so that it can be spread upon cloth without the use of heat, but does not melt when applied to the skin.; X-linked adrenoleukodystrophy (X-ALD) is a peroxisomal disorder biochemically characterized by the accumulation of very long chain fatty acids (VLCFA), particularly hexacosanoic acid (C(26:0)) and tetracosanoic acid (C(24:0)), in tissues and biological fluids. (PMID 16750542). Hexacosanoic acid is found in many foods, some of which are fig, mung bean, cottonseed, and flaxseed.
CAS Number506-46-7
Structure
Thumb
Synonyms
SynonymSource
C26:0ChEBI
Ceratinic acidChEBI
Ceric acidChEBI
Cerinic acidChEBI
Cerotic acidChEBI
Cerotinic acidChEBI
Cerylic acidChEBI
CH3-[CH2]24-COOHChEBI
HexacosansaeureChEBI
Hexacosoic acidChEBI
Hexaeicosanoic acidChEBI
N-C26:0ChEBI
N-Hexacosanoic acidChEBI
CeratinateGenerator
CerateGenerator
CerinateGenerator
CerotateGenerator
CerotinateGenerator
CerylateGenerator
HexacosoateGenerator
HexaeicosanoateGenerator
N-HexacosanoateGenerator
HexacosanoateGenerator
Hexacosanoate (N-C26:0)HMDB
Cerotic acid (6CI,7CI)biospider
EB 82Bdb_source
Hexacosanic acidbiospider
hexacosanoate (n-C26:0)biospider
Hexacosanoic acid (8CI,9CI)biospider
N-hexacosanoatebiospider
N-hexacosanoic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility1.8e-05 g/LALOGPS
logP9.87ALOGPS
logP10.7ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity123.09 m³·mol⁻¹ChemAxon
Polarizability55.83 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC26H52O2
IUPAC namehexacosanoic acid
InChI IdentifierInChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)
InChI KeyXMHIUKTWLZUKEX-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O
Average Molecular Weight396.6899
Monoisotopic Molecular Weight396.396730908
Classification
Description belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentVery long-chain fatty acids
Alternative Parents
Substituents
  • Very long-chain fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 78.72%; H 13.21%; O 8.07%DFC
Melting PointMp 88-89°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0159-2900100000-dc0324482e5853e76290View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0159-2900100000-dc0324482e5853e76290View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0159-2900100000-dc0324482e5853e76290View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0159-1900000000-9d83fa08f63878dd9794View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8890000000-a358b076f9e4d3b08976View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0fmr-9550000000-f90d4cc6a83ff8e16245View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4j-0109000000-bc2c74027165503fd92fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0pb9-2193000000-cf0ac4a96f99022c7b3aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0w30-6096000000-65025824de97c5fb5ff7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0009000000-bd3c909a0431684b20e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ug1-3439000000-ca5336c838aa14069626View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-6974000000-93ebd8f603ed3f48dd9dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-50e9c7751bdac41b78c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f6t-0009000000-fdc9aa019c323235312eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9113000000-af814ec2317a697df1a0View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0597-9201000000-41113a5b904c5db7332dView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID10037
ChEMBL IDCHEMBL464787
KEGG Compound IDNot Available
Pubchem Compound ID10469
Pubchem Substance IDNot Available
ChEBI ID31009
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02356
CRC / DFC (Dictionary of Food Compounds) IDCQC83-M:CQC83-M
EAFUS IDNot Available
Dr. Duke IDHEXACOSANOIC-ACID|CEROTIC-ACID|CEROTINIC-ACID
BIGG ID1459812
KNApSAcK IDC00035114
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDCerate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Beta Oxidation of Very Long Chain Fatty AcidsSMP00052 map01040
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
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).