Nonacosanoic acid (CHEM003571)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-09-05 17:13:48 UTC
Update Date2026-04-04 01:24:47 UTC
Accession NumberCHEM003571
Identification
Common NameNonacosanoic acid
ClassSmall Molecule
DescriptionNonacosanoic acid is a normal human fatty acid found in many tissues as constituents of cceramides (the major component of the stratum corneum) (3), in lipids in normal brain white matter (2), and the sebaceous follicle (1).
Contaminant Sources
  • FooDB Chemicals
  • T3DB toxins
Contaminant Type
  • Animal Toxin
  • Food Toxin
  • Metabolite
  • Natural Compound
  • Organic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Nonacosylic acidChEBI
NonacosylateGenerator
NonacosanoateGenerator
N-NonacosanoateHMDB
N-Nonacosanoic acidHMDB
Chemical FormulaC29H58O2
Average Molecular Mass438.770 g/mol
Monoisotopic Mass438.444 g/mol
CAS Registry Number4250-38-8
IUPAC NameNot Available
Traditional Namenonacosanoic acid
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O
InChI IdentifierInChI=1S/C29H58O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29(30)31/h2-28H2,1H3,(H,30,31)
InChI KeyIHEJEKZAKSNRLY-UHFFFAOYSA-N
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.4e-05 g/LALOGPS
logP10.21ALOGPS
logP12.04ChemAxon
logS-7.5ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count27ChemAxon
Refractivity136.9 m³·mol⁻¹ChemAxon
Polarizability62.27 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)splash10-0159-3900000000-edc85c08e3db69a53902Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0159-3900000000-edc85c08e3db69a53902Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-7970000000-4da023c557c817a70546Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00g0-9550000000-ff0c6a1a74bb69140469Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-0002900000-6b61d4a3ade33aadc354Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-3339200000-c9d6bc9d3d6336b90384Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-5693000000-87179c4ddde80c1e1d01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0001900000-3303a0aa838e02898d18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-1005900000-99f318a11601259e1c20Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9113000000-8ac9e81734debc5cd78bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-2001900000-393f1583aea66412b18bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9016800000-e198a2443eb654c07768Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-c4f5939009867689e8c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0000900000-0ae83a0e33fcbe5f48f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-1000900000-a926d1a968471e29c61cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9001100000-499437cb2d04f1cc0026Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0002230
FooDB IDFDB007126
Phenol Explorer IDNot Available
KNApSAcK IDC00037560
BiGG IDNot Available
BioCyc IDCPD-8510
METLIN ID4214
PDB IDNot Available
Wikipedia LinkNonacosylic_acid
Chemspider ID19071
ChEBI ID84867
PubChem Compound ID20245
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceBuchta, Emil; Huhn, Christian. Synthesis of long-chain carboxylic acids using vinyl carbalkoxy-alkyl ketones. VI. Arachic acid and nonacosanoic acid. Justus Liebigs Annalen der Chemie (1965), 687 161-0.
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11014275
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21899477
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21954553
4. Buchta, Emil; Huhn, Christian. Synthesis of long-chain carboxylic acids using vinyl carbalkoxy-alkyl ketones. VI. Arachic acid and nonacosanoic acid. Justus Liebigs Annalen der Chemie (1965), 687 161-0.
5. Wilson R, Sargent JR: Lipid and fatty acid composition of brain tissue from adrenoleukodystrophy patients. J Neurochem. 1993 Jul;61(1):290-7.
6. Hamanaka S, Hara M, Nishio H, Otsuka F, Suzuki A, Uchida Y: Human epidermal glucosylceramides are major precursors of stratum corneum ceramides. J Invest Dermatol. 2002 Aug;119(2):416-23.
7. Nordstrom KM, Labows JN, McGinley KJ, Leyden JJ: Characterization of wax esters, triglycerides, and free fatty acids of follicular casts. J Invest Dermatol. 1986 Jun;86(6):700-5.