Structure Database (LMSD)

Common Name
Lignoceric acid(d3)
Systematic Name
Tetracosanoic acid(d3)
Synonyms
LM ID
LMFA01010051
Formula
C24H45D3O2
Exact Mass
Calculate m/z
371.384261
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Straight chain fatty acids [FA0101]

Biological Context

Lignoceric acid-d3 is intended for use as an internal standard for the quantification of lignoceric acid by GC- or LC-MS. Lignoceric acid is a 24-carbon saturated (24:0) fatty acid. In mammals, it is synthesized during brain development and is found in cerebrosides.1 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.2 Lignoceric acid is also a by-product of lignin production.

This information has been provided by Cayman Chemical

References

1. Bourre, J.M., Paturneau-Jouas, M.Y., Daudu, O.L., et al. 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. Eur. J. Biochem. 72(1), 41-47 (1977).
2. Singh, I., Moser, A.E., Goldfischer, S., et al. Lignoceric acid is oxidized in the peroxisome: Implications for the Zellweger cerebro-hepato-renal syndrome and adrenoleukodystrophy. Proc. Natl. Acad. Sci. USA 81(13), 4203-4207 (1984).

References

Comments
Synthetic deuterated standard

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthetic deuterated standard

String Representations

InChiKey (Click to copy)
QZZGJDVWLFXDLK-FIBGUPNXSA-N
InChi (Click to copy)
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)/i1D3
SMILES (Click to copy)
C(CCCCCCCCCCCCC(=O)O)CCCCCCCCCC([2H])([2H])[2H]

Other Databases

PubChem CID
44256494
Cayman ID
28084

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Created at
-
Updated at
29th Jan 2021