Lignoceric acid: structure, properties and sources

Chemical structure of lignoceric acid

Lignoceric acid (24 carbon atoms) owes its name to the fact that it was found in beech wood tar (in 1888 by Hell and Hermanns).It is a saturated fatty acid (no double bond so in shorthand 24:0) member of the sub-group called very long chain fatty acids (VLCFA), from 20 carbon atoms onwards.

Properties of lignoceric acid

Lignoceric Acid
Fig. 1 – Tetracosanoic Acid

Molecular weight: 368.63672 g/mol
Molecular formula: C24H48O2
IUPAC name: tetracosanoic acid
CAS registry number: 557-59-5
PubChem: 11197

In purified form it is crystalline fatty acid with melting point at 87.5-88 °C (189.5-190.4 °F) and boiling point at 272 °C (521.6 °F; 545.15 K) at 10 mmHg.

Other names of lignoceric acid

  • tetracosoic acid
  • N-tetracosanoic acid
  • 24:0

Sources of  lignoceric acid

It occurs as glycerol ester as a minor constituent of many plant fats; it is found especially in wood tar, as from beech wood, rotten oak wood, but also in peanuts oil.
In animals, it is present in sphingomyelin.

References

Akoh C.C. and Min D.B. “Food lipids: chemistry, nutrition, and biotechnology” 3th ed. 2008

Chow Ching K. “Fatty acids in foods and their health implication” 3th ed. 2008

Taylor F.A. The tetracosanic acid of peanut oil. J Biol Chem 1931;61-2:541-50 [PDF]

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