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NERVONIC ACID METHYL ESTER

Basic information Safety Supplier Related

NERVONIC ACID METHYL ESTER Basic information

Product Name:
NERVONIC ACID METHYL ESTER
Synonyms:
  • METHYL NERVONATE
  • METHYL CIS-15-TETRACOSENOATE
  • C24:1 (CIS-15) METHYL ESTER
  • DELTA 15 CIS TETRACOSENOIC ACID METHYL ESTER
  • NERVONIC ACID METHYL ESTER
  • Nervonic acid methyl ester, Selacholeic acid methyl ester
  • (15Z)-15-Tetracosenoic acid methyl ester
  • (Z)-15-Tetracosenoic acid methyl ester
CAS:
2733-88-2
MF:
C25H48O2
MW:
380.65
EINECS:
220-352-0
Mol File:
2733-88-2.mol
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NERVONIC ACID METHYL ESTER Chemical Properties

Melting point:
14-15℃ (acetone )
Boiling point:
186-202℃
Density 
0.868±0.06 g/cm3(Predicted)
refractive index 
1.4563 (589.3 nm 23℃)
storage temp. 
−20°C
solubility 
DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 100 mg/ml
form 
Liquid
BRN 
1728860
LogP
11.075 (est)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37
WGK Germany 
1
8-10

MSDS

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NERVONIC ACID METHYL ESTER Usage And Synthesis

Description

Nervonic acid (24:1n-9) is a very long chain fatty acid produced by elongation of oleic acid (18:1n-9) and derived from erucic acid (22:1n-9) . It is enriched in nervous tissue and is particularly abundant in sphingolipids, such as sphingomyelin in the myelin sheath of nerve fibers. Nervonic acid is poorly produced in demyelinating disorders, including multiple sclerosis and adrenoleukodystrophy, suggesting that dietary supplementation may be beneficial. Nervonic Acid methyl ester is an ester version of the free acid which may be more suitable for the formulation of fatty acid-containing diets and dietary supplements.

Uses

Nervonic Acid methyl ester is an ester version of?Nervonic Acid (N390110), a fatty acid that can be found?in the white matter of animal brains and in peripheral nervous tissue.?Nervonic Acid?is one of the major fatty acids in brain sphingolipids, normally accounting for approximately 40% of the total fatty acids in sphingolipids.

Definition

ChEBI: Methyl cis-15-tetracosenoate is a fatty acid methyl ester.

References

[1] DAVID C. TAYLOR. Molecular cloning and characterization of a KCS gene from Cardamine graeca and its heterologous expression in Brassica oilseeds to engineer high nervonic acid oils for potential medical and industrial use[J]. Plant Biotechnology Journal, 2009, 7 9: 925-938. DOI: 10.1111/j.1467-7652.2009.00454.x
[2] E L HIRVISALO  O R. Composition of human serum sphingomyelins.[J]. Journal of Lipid Research, 1970, 11 1: 54-59.
[3] J.R. SARGENT  R. W  K Coupland. Nervonic acid and demyelinating disease[J]. Medical hypotheses, 1994, 42 4: Pages 237-242. DOI: 10.1016/0306-9877(94)90122-8

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