506-37-6 Usage
Description
Nervonic acid, also known as shark oil acid, is a monounsaturated omega-9 fatty acid that exists in nerve tissue and fish oil. It was first discovered in shark brain and is a component of cerebroside, the main source of in shark brain and shark oil. It is also found in the sphingolipids of white matter in the human brain. Nervonic acid is the only dual-action miracle substance that can repair nerve fibers, unblock damaged nerve pathways in the brain, and promote nerve cell regeneration. It has been identified as important in the biosynthesis of nerve cell myelin.
Uses
Used in Pharmaceutical Industry:
Nervonic acid is used as a therapeutic agent for the treatment of demyelinating diseases such as adrenoleukodystrophy and multiple sclerosis. In these conditions, the amount of nervonic acid acylated to sphingolipids is highly reduced, and supplements rich in this fatty acid have been used to help treat these diseases.
Used in Nutritional Supplements:
Nervonic acid is used as a nutritional supplement to support brain health and cognitive function. It is found in various food sources such as King Salmon (Chinook), yellow mustard seed, flax seed, Sockeye salmon, sesame seed, and macadamia nuts.
Used in Research and Development:
Nervonic acid is used as a key component in the study of brain development, nerve fiber repair, and neural pathway regeneration. Its role in the biosynthesis of nerve cell myelin makes it an important molecule for research in neuroscience and neurodegenerative diseases.
Preparation
Nervonic acid was shown to be identical with selachaleic acid isolated from whale oils. It is obvious that nervonic acid is probably the cis form of erucylacetic acid. Erucylacetic acid has been prepared from erucyl alcohol through the bromide and malonic ester synthesis and has been shown to be identical with nervonic acid obtained from hydrolysis of the cerebroside isolated from human brains.Nervonic acid is also produced from oleic acid, that undergoes three consecutive chain elongation steps, catalyzed by elongases.Two carbon units are added in each step, with production of gadoleic acid, erucic acid, and finally, nervonic acid.
Biochem/physiol Actions
Nervonic acid (C24:1), a component of membrane sphingolipids and phosphatidylethanolamines, may be a useful predictor of chronic kidney disease mortality and diabetes. Nervonic acid oils are being studied for pharmaceutical, nutraceutical and industrial applications. Nervonic acid is a major component of Lunaria oil.
Source
Sources of Nervonic acid include oil crop seeds, oil-producing microalgae and other microorganisms. Transgenic technology can also be used to improve the source and production of Nervonic acid.
Check Digit Verification of cas no
The CAS Registry Mumber 506-37-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 6 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 506-37:
(5*5)+(4*0)+(3*6)+(2*3)+(1*7)=56
56 % 10 = 6
So 506-37-6 is a valid CAS Registry Number.
InChI: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-
506-37-6Relevant articles and documents
A Facile and Efficient Method for the Synthesis of Labeled and Unlabeled Very Long Chain Polyunsaturated Fatty Acids
Hamberg, Mats
, p. 489 - 494 (2021/04/19)
Several methods are available for elongation of fatty acid acyl chains. The present paper describes adaptation to the fatty acid field of a previously published protocol for manganese-based Wurtz type coupling of alkyl bromides. 22-Bromo-3(Z),6(Z),9(Z),12(Z),15(Z),18(Z)-docosahexaene, easily prepared from 4(Z),7(Z),10(Z),13(Z),16(Z),19(Z)-docosahexaenoic acid, was coupled to homologous ω-bromoesters by stirring for 4 hours at 40°C in the presence of manganese powder, a nickel catalyst and terpyridine. This afforded in yields of 70–75% a series of ω3-hexaenoates of chain lengths of 32–40 carbons. The corresponding fatty acids of >98% purity were obtained following saponification and final purification. By using methyl [2,2,3,3,4,4-2H6]10-bromodecanoate as coupling partner it was possible to prepare a very long chain fatty acid in isotopically labeled form, i.e., [2,2,3,3,4,4-2H6]14(Z),17(Z),20(Z),23(Z),26(Z),29(Z)-dotriacontahexaenoic acid. Also prepared were the monounsaturated long chain fatty acids 15(Z)-octadecenoic acid and 15(Z)-tetracosenoic acid. Very long chain fatty acids have been isolated from retina and other tissues and are of biological relevance. The methodology described will assist in further analytical and biological studies in this field.
NOVEL PHOSPHOLIPIDS WITH UNSATURATED ALKYL AND ACYL CHAINS
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Page/Page column 15, (2010/02/11)
The invention relates to phospholipid-like compounds having defined apolar constituents and to the use of such compounds as liposomes, active ingredients, and solubilizers.