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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-23 00:38:36 UTC
Update Date2022-03-07 02:49:31 UTC
HMDB IDHMDB0006323
Secondary Accession Numbers
  • HMDB0013637
  • HMDB06323
  • HMDB13637
Metabolite Identification
Common NameTetracosapentaenoic acid (24:5n-3)
DescriptionTetracosapentaenoic acid (24:5n-3), also known as 24:5 (N-3) or 9Z,12Z,15Z,18Z,21Z-tetracosapentaenoate, 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 small amount of articles have been published on Tetracosapentaenoic acid (24:5n-3).
Structure
Data?1582752380
Synonyms
ValueSource
24:5 (N-3)ChEBI
24:5 (Omega-3)ChEBI
9Z,12Z,15Z,18Z,21Z-Tetracosapentaenoic acidChEBI
all-cis-Tetracosa-9,12,15,18,21-pentaenoic acidChEBI
9Z,12Z,15Z,18Z,21Z-TetracosapentaenoateGenerator
all-cis-Tetracosa-9,12,15,18,21-pentaenoateGenerator
Tetracosapentaenoate (24:5N-3)Generator
(9Z,12Z,15Z,18Z,21Z)-TetracosapentaenateHMDB
(9Z,12Z,15Z,18Z,21Z)-TetracosapentaenoateHMDB
(9Z,12Z,15Z,18Z,21Z)-Tetracosapentaenoic acidHMDB
TetracosapentaenateHMDB
Chemical FormulaC24H38O2
Average Molecular Weight358.5573
Monoisotopic Molecular Weight358.28718046
IUPAC Name(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
Traditional Name(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid
CAS Registry NumberNot Available
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C24H38O2/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/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-23H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChI KeyNPTIBOCVSPURCS-JLNKQSITSA-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
  • Unsaturated 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
Disposition

Biological location

Source

Process

Naturally occurring process

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 Solubility5.6e-05 g/LALOGPS
logP7.59ALOGPS
logP8ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity119.47 m³·mol⁻¹ChemAxon
Polarizability44.67 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]+201.23131661259
DarkChem[M-H]-199.23831661259
DeepCCS[M+H]+194.29330932474
DeepCCS[M-H]-191.93530932474
DeepCCS[M-2H]-224.82130932474
DeepCCS[M+Na]+200.38630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tetracosapentaenoic acid (24:5n-3)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O4061.8Standard polar33892256
Tetracosapentaenoic acid (24:5n-3)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O2479.5Standard non polar33892256
Tetracosapentaenoic acid (24:5n-3)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O2730.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tetracosapentaenoic acid (24:5n-3),1TMS,isomer #1CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C2753.6Semi standard non polar33892256
Tetracosapentaenoic acid (24:5n-3),1TBDMS,isomer #1CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C3005.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tetracosapentaenoic acid (24:5n-3) GC-MS (Non-derivatized) - 70eV, Positivesplash10-0573-4291000000-6ea1ffbff016c500f8812017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetracosapentaenoic acid (24:5n-3) GC-MS (1 TMS) - 70eV, Positivesplash10-00bi-8592200000-44739218ec66d2cd0c9e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 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 - Tetracosapentaenoic acid (24:5n-3) 10V, Positive-QTOFsplash10-0006-0009000000-4db308c9cea35a6a71452017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 20V, Positive-QTOFsplash10-03dm-4449000000-f4b29814b97a0684aa6b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 40V, Positive-QTOFsplash10-01p5-9772000000-4427f74dace33638a7c12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 10V, Negative-QTOFsplash10-0a4i-0009000000-9983909c1bd7f6f6f6392017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 20V, Negative-QTOFsplash10-0bti-0009000000-68af15c6bf0d9194cf352017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 40V, Negative-QTOFsplash10-052f-9122000000-d4f99830ed97426002da2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 10V, Positive-QTOFsplash10-0a4l-1219000000-7b5894b3e76c4df8a6b72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 20V, Positive-QTOFsplash10-001i-7935000000-24270d7686c4efb93ee92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 40V, Positive-QTOFsplash10-001i-9700000000-31fdde5bd12aea13cb7d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 10V, Negative-QTOFsplash10-0a4i-0009000000-d0130aa56928ec01bd252021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 20V, Negative-QTOFsplash10-0a4r-1009000000-a678f269cce71f692f492021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetracosapentaenoic acid (24:5n-3) 40V, Negative-QTOFsplash10-000f-9112000000-dedeae256c4d74390dfb2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
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 IDFDB023890
KNApSAcK IDNot Available
Chemspider ID30776540
KEGG Compound IDNot Available
BioCyc IDCPD-7421
BiGG ID2219655
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52921801
PDB IDNot Available
ChEBI ID77360
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.