Nervonic acid

Nervonic acid Basic information
Product Name:Nervonic acid
Synonyms:Nervonic acid,cis-15-Tetracosenoic acid, Selacholeic acid;8-Pentadecene-1-carboxylic acid;Physetolic acid;15-cis-Tetracosenoic acid;Nervonic Acid Selacholeic Acid;Nervonic acid SynonyMs cis-15-Tetracosenoic acid;Nervonic aCld;Nervonic aci
CAS:506-37-6
MF:C24H46O2
MW:366.62
EINECS:610-549-3
Product Categories:Functional Products;Biochemistry;Higher Fatty Acids & Higher Alcohols;Unsaturated Higher Fatty Acids;Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Health care
Mol File:506-37-6.mol
Nervonic acid Structure
Nervonic acid Chemical Properties
Melting point 42-43 °C (lit.)
Boiling point 459.84°C (rough estimate)
density 0.9009 (rough estimate)
refractive index 1.4806 (estimate)
Fp >230 °F
storage temp. -20°C
solubility Chloroform (Slightly), Hexanes (Very Slightly)
pka4.78±0.10(Predicted)
form Liquid
color White to Pale Yellow
BRN 1728551
InChIInChI=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-
InChIKeyGWHCXVQVJPWHRF-KTKRTIGZSA-N
SMILESC(O)(=O)CCCCCCCCCCCCC/C=C\CCCCCCCC
LogP10.890 (est)
CAS DataBase Reference506-37-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
8-10
HS Code 2916.19.3000
MSDS Information
ProviderLanguage
cis-15-Tetracosenoic acid English
SigmaAldrich English
Nervonic acid Usage And Synthesis
DescriptionNervonic 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 human brain. It is the only dual-action miracle substance that can repair nerve fibers that unblock damaged nerve pathways in the brain and promote nerve cell regeneration. Nervonic acid has been identified as important in the biosynthesis of nerve cell myelin. It 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.
OccurrenceNervonic acid is abundant in King Salmon ( Chinook ) with 140 mg/100g, yellow mustard seed 83 mg/100g , flax seed 64 mg/ 100g, Sockeye salmon 40 mg/100g, sesame seed 35mg/100g, and macademia nuts 18 mg/100g.
UsesFound in sphingolipids of the white matter of the human brain, neuronic acid is the only magical substance with a dual role in brain development, repairing nerve fibers, unblocking damaged neural pathways in the brain, and promoting nerve cell regeneration. Neuroic acid is very important in the biosynthesis of nerve cell myelin, which together with lignoceric acid accounts for 60% of the acylated fatty acids in white matter sphingomyelin. In demyelinating diseases such as adrenoleukodystrophy and multiple sclerosis, the amount of neuronic acid acylated to sphingolipids is highly reduced, and supplements rich in this fatty acid have been used to help treat these demyelinating diseases.
DefinitionChEBI: Nervonic Acid is a monounsaturated fatty acid with a 24-carbon backbone and the sole double bond originating from the 9th carbon from the methyl end, with this bond in the cis- configuration. It is a metabolite found in the aging mouse brain.
PreparationNervonic 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.
General DescriptionNervonic acids are the products of desaturation and elongation processes of various fatty acids such as palmitic acid, stearic acid, oleic acid, etc.
Biochem/physiol ActionsNervonic 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.
SourceSources 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.
Nervonic acid Preparation Products And Raw materials
Raw materialsOleic acid-->Erucic Acid-->DIHYDRO CUMINYL ALCOHOL
Preparation ProductsSUCCINIMIDYL NERVONATE
SODIUM NERVONATE VIGABATRIN DELTA 15 CIS DINERVONIN 1-3 ISOMER Ethyl 2-(Chlorosulfonyl)acetate 10E,12Z-octadecadienoic acid Ascoric Acid Oleamide OLEIC ACID-1-13C DELTA 15 CIS MONONERVONIN Nervonic acid Boldenone undecylenate TRANS-NERVONIC ACID Cholesteryl nervonic acid DELTA 15 CIS DINERVONIN NERVONIC ACID ETHYL ESTER NERVONIC ACID METHYL ESTER,Nervonic acid methyl ester, Selacholeic acid methyl ester SUCCINIMIDYL NERVONATE Cyasterone

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