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Nervonic acid

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Nervonic acid[1]
Names
IUPAC name
(Z)-Tetracos-15-enoic acid
Other names
cis-15-Tetracosenoic acid
24:1 cis, delta 9 or 24:1 omega 9
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.108.655 Edit this at Wikidata
KEGG
  • InChI=1S/C24H46O2/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/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9- checkY
    Key: GWHCXVQVJPWHRF-KTKRTIGZSA-N checkY
  • InChI=1/C24H46O2/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/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9-
    Key: GWHCXVQVJPWHRF-KTKRTIGZBL
  • O=C(O)CCCCCCCCCCCCC\C=C/CCCCCCCC
Properties
C24H46O2
Molar mass 366.62 g/mol
Melting point 42–43 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Nervonic acid is a monounsaturated omega-9 fatty acid. Nervonic acid has been identified as important in the biosynthesis of nerve cell myelin.[2] It is found in the sphingolipids of white matter in human brain.

Nervonic acid is used in the treatment of disorders involving demyelination, such as adrenoleukodystrophy and multiple sclerosis where there is a decreased level of nervonic acid in sphingolipids.[3]

Notes

  1. ^ Nervonic acid at Sigma-Aldrich
  2. ^ US Patent 6664406, Nervonic acid derivatives, their preparation and use
  3. ^ WO/1996/005740, Nervonic Acid Compositions

Additional references

  • Appelqvist (1976) Lipids in Cruciferae. In: Vaughan JG, Macleod AJ (Eds), The biology and the Chemistry of Cruciferae. Academic Press, London, UK, pp. 221-277.
  • Sargent JR, Coupland K, Wilson R (1994). Nervonic Acid and Demyelinating Disease. Medical Hypothesese 42, pp. 237-242.