Structure Database (LMSD)

Common Name
Cerotic acid
Systematic Name
hexacosanoic acid
Synonyms
  • C26:0
  • Ceric acid
  • Ceratinic acid
  • Cerinic acid
  • Cerylic acid
LM ID
LMFA01010026
Formula
C26H52O2
Exact Mass
Calculate m/z
396.39673
Sum Composition
FA 26:0
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]
Straight chain fatty acids [FA0101]

Biological Context

Hexacosanoic acid is a 26-carbon saturated (26:0) very-long-chain fatty acid. Plasma levels of hexacosanoic acid are increased in a mouse model of adrenoleukodystrophy, a peroxisomal disorder.1 Increased levels of hexacosanoic acid in red blood cells or in plasma positively correlated with atherosclerotic risk factors and metabolic syndrome, respectively.2,3

This information has been provided by Cayman Chemical

References

1. Kobayashi, T., Shinnoh, N., Kondo, A., et al. Adrenoleukodystrophy protein-deficient mice represent abnormality of very long chain fatty acid metabolism. Biochem. Biophys. Res. Commun. 232(3), 631-636 (1997).
2. Kume, A., Miyazaki, T., Kitamura, Y., et al. High levels of saturated very long-chain fatty acid (hexacosanoic acid; C26:0) in whole blood are associated with metabolic syndrome in Japanese men. Diab. Res. Clin. Pract. 80(2), 259-264 (2008).
3. Antoku, Y., Tsukamoto, K., Miyoshi, Y., et al. Correlations of elevated levels of hexacosanoate in erythrocyte membranes with risk factors for atherosclerosis. Atherosclerosis 153(1), 169-173 (2000).

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

String Representations

InChiKey (Click to copy)
XMHIUKTWLZUKEX-UHFFFAOYSA-N
InChi (Click to copy)
InChI=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)
SMILES (Click to copy)
C(CCCCCCCCCCCCC(=O)O)CCCCCCCCCCCC

Other Databases

Wikipedia
Cerate
HMDB ID
HMDB0002356
CHEBI ID
31009
LIPIDBANK ID
DFA0026
PubChem CID
10469
PlantFA ID
10168
SwissLipids ID
SLM:000000539
Cayman ID
13354
PDB ID
7PO

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 24
Van der Waals Molecular Volume 473.30
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 9.45
Molar Refractivity 124.12

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Created at
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Updated at
25th Apr 2022