Structure Database (LMSD)

Common Name
9Z,12Z,15Z,18Z,21Z-tetracosapentaenoic acid
Systematic Name
9Z,12Z,15Z,18Z,21Z-tetracosapentaenoic acid
Synonyms
  • 24:5 (n-3)
  • C24:5n-3,6,9,12,15
  • 24:5n3
LM ID
LMFA01030821
Formula
C24H38O2
Exact Mass
Calculate m/z
358.287181
Sum Composition
FA 24:5
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

Biological Context

9(Z),12(Z),15(Z),18(Z),21(Z)-Tetracosapentaenoic acid is an ω-3 very long-chain polyunsaturated fatty acid. It has been used to study the desaturation and elongation of ω-3 polyunsaturated fatty acids.1 It is elongated to form C26:5 or acted on by Δ6 desaturase to form C24:6. 9(Z),12(Z),15(Z),18(Z),21(Z)-Tetracosapentaenoic acid is found at low levels in mouse brain and spleen and levels decrease in the brain and spleen of old and exceptionally old mice.2

This information has been provided by Cayman Chemical

References

1. Henderson, R.J., Burkow, I.C., Buzzi, M., et al. Effects of docosahexaenoic (22:6n-3), tetracosapentaenoic (24:5n-3) and tetracosahexaenoic (24:6n-3) acids on the desaturation and elongation of n-3 polyunsaturated fatty acids in trout liver microsomes. Biochim. Biophys. Acta 1392(2-3), 309-319 (1998).
2. Arranz, L., Naudí, A., De la Fuente, M., et al. Exceptionally old mice are highly resistant to lipoxidation-derived molecular damage. Age (Dordr) 35(3), 621-635 (2013).

Reactions

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References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Omega-3 and omega-6 fatty acids and type 2 diabetes.,
Curr Diab Rep, 2013
Pubmed ID: 23325534

String Representations

InChiKey (Click to copy)
NPTIBOCVSPURCS-JLNKQSITSA-N
InChi (Click to copy)
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-
SMILES (Click to copy)
C(CCCCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)(=O)O

Other Databases

HMDB ID
HMDB0006323
CHEBI ID
77360
PubChem CID
52921801
SwissLipids ID
SLM:000001210
Cayman ID
10005157

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 425.50
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.55
Molar Refractivity 114.41

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Created at
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Updated at
28th Mar 2025