ChemicalBook Product Catalog Chemical Reagents Organic reagents fatty acid LIGNOCERIC ACID

LIGNOCERIC ACID

Product NameLIGNOCERIC ACID
CAS557-59-5
MFC24H48O2
MW368.64
EINECS209-180-7
MOL File557-59-5.mol

Chemical Properties

Melting point	80-82 °C
Boiling point	272 °C10 mm Hg(lit.)
Density	0.8790
refractive index	nD100 1.4287
storage temp.	2-8°C
solubility	Chloroform (Slightly, Heated), Ethyl Acetate (Slightly)
form	Shiny Crystalline Powder or Flakes
pka	4.78±0.10(Predicted)
color	White
biological source	synthetic (organic)
Merck	14,5488
BRN	1728237
Henry's Law Constant	5.4×10^-2 mol/(m³Pa) at 25℃, Abraham (2003)
InChI	1S/C24H48O2/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/h2-23H2,1H3,(H,25,26)
InChIKey	QZZGJDVWLFXDLK-UHFFFAOYSA-N
SMILES	CCCCCCCCCCCCCCCCCCCCCCCC(O)=O
LogP	11.400 (est)
CAS DataBase Reference	557-59-5(CAS DataBase Reference)
EPA Substance Registry System	Tetracosanoic acid (557-59-5)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26
WGK Germany	-
TSCA	TSCA listed
HS Code	29159000
Storage Class	11 - Combustible Solids

MSDS

Provider	Language
ACROS	English
SigmaAldrich	English

Usage And Synthesis

Description

Lignoceric acid is a 24-carbon saturated (24:0) fatty acid. In mammals, it is synthesized during brain development and is found in cerebrosides. The deficient peroxisomal oxidation of very-long-chain fatty acids, including lignoceric acid, contributes to certain syndromes, including Zellweger cerebro-hepato-renal syndrome and X chromosome-linked adrenoleukodystrophy. Lignoceric acid is also a by-product of lignin production.

Chemical Properties

white shiny crystalline powder or flakes

Uses

Tetracosanoic Acid is a chemical component of a dried mushroom powder exhibiting antioxidant properties. It is a long chain fatty acid present in peanut oil.

Definition

ChEBI: A C24 straight-chain saturated fatty acid.

Purification Methods

Crystallise the acid from acetic acid, Me2CO, toluene, pet ether/Me2CO or*C6H6/Me2CO. [Beilstein 2 IV 1301.]

References

[1] J M BOURRE. Lignoceric acid biosynthesis in the developing brain. Activities of mitochondrial acetyl-CoA-dependent synthesis and microsomal malonyl-CoA chain-elongating system in relation to myelination. Comparison between normal mouse and dysmyelinating mutants (quaking and jimpy).[J]. European journal of biochemistry, 1977, 72 1: 41-47. DOI: 10.1111/j.1432-1033.1977.tb11222.x
[2] I SINGH. Lignoceric acid is oxidized in the peroxisome: implications for the Zellweger cerebro-hepato-renal syndrome and adrenoleukodystrophy.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1984, 81 13: 4203-4207. DOI: 10.1073/pnas.81.13.4203

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