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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-05-22 14:17:43 UTC
Update Date2022-03-07 02:49:14 UTC
HMDB IDHMDB0002230
Secondary Accession Numbers
  • HMDB02230
Metabolite Identification
Common NameNonacosanoic acid
DescriptionNonacosanoic acid, also known as nonacosylate, 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. Based on a literature review a significant number of articles have been published on Nonacosanoic acid.
Structure
Data?1582752237
Synonyms
ValueSource
Nonacosylic acidChEBI
NonacosylateGenerator
NonacosanoateGenerator
N-NonacosanoateHMDB
N-Nonacosanoic acidHMDB
Chemical FormulaC29H58O2
Average Molecular Weight438.7696
Monoisotopic Molecular Weight438.4436811
IUPAC Namenonacosanoic acid
Traditional Namenonacosanoic acid
CAS Registry Number4250-38-8
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O
InChI Identifier
InChI=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
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+219.24831661259
DarkChem[M-H]-221.0931661259
DeepCCS[M+H]+210.96430932474
DeepCCS[M-H]-208.41430932474
DeepCCS[M-2H]-241.61630932474
DeepCCS[M+Na]+217.30730932474
AllCCS[M+H]+234.932859911
AllCCS[M+H-H2O]+233.132859911
AllCCS[M+NH4]+236.632859911
AllCCS[M+Na]+237.032859911
AllCCS[M-H]-214.532859911
AllCCS[M+Na-2H]-217.632859911
AllCCS[M+HCOO]-221.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Nonacosanoic acidCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O4517.0Standard polar33892256
Nonacosanoic acidCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O3182.9Standard non polar33892256
Nonacosanoic acidCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O3266.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Nonacosanoic acid,1TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C3327.3Semi standard non polar33892256
Nonacosanoic acid,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C3595.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Nonacosanoic acid GC-MS (1 TMS)splash10-0159-3900000000-edc85c08e3db69a539022014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Nonacosanoic acid GC-MS (Non-derivatized)splash10-0159-3900000000-edc85c08e3db69a539022017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nonacosanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-7970000000-4da023c557c817a705462017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nonacosanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00g0-9550000000-ff0c6a1a74bb691404692017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nonacosanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 10V, Positive-QTOFsplash10-0079-0002900000-6b61d4a3ade33aadc3542016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 20V, Positive-QTOFsplash10-002f-3339200000-c9d6bc9d3d6336b903842016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 40V, Positive-QTOFsplash10-002f-5693000000-87179c4ddde80c1e1d012016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 10V, Negative-QTOFsplash10-000i-0001900000-3303a0aa838e02898d182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 20V, Negative-QTOFsplash10-000l-1005900000-99f318a11601259e1c202016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 40V, Negative-QTOFsplash10-052f-9113000000-8ac9e81734debc5cd78b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 10V, Positive-QTOFsplash10-0079-2001900000-393f1583aea66412b18b2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 20V, Positive-QTOFsplash10-00di-9016800000-e198a2443eb654c077682021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 40V, Positive-QTOFsplash10-0a4l-9000000000-c4f5939009867689e8c72021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 10V, Negative-QTOFsplash10-000i-0000900000-0ae83a0e33fcbe5f48f42021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 20V, Negative-QTOFsplash10-00kr-1000900000-a926d1a968471e29c61c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nonacosanoic acid 40V, Negative-QTOFsplash10-0006-9001100000-499437cb2d04f1cc00262021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB007126
KNApSAcK IDC00037560
Chemspider ID19071
KEGG Compound IDNot Available
BioCyc IDCPD-8510
BiGG IDNot Available
Wikipedia LinkNonacosylic_acid
METLIN ID4214
PubChem Compound20245
PDB IDNot Available
ChEBI ID84867
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents 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.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Wilson R, Sargent JR: Lipid and fatty acid composition of brain tissue from adrenoleukodystrophy patients. J Neurochem. 1993 Jul;61(1):290-7. [PubMed:8515276 ]
  2. 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. [PubMed:2940302 ]
  3. 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. [PubMed:12190865 ]