ChemicalBook--->CAS DataBase List--->2733-88-2

2733-88-2

2733-88-2 Structure

2733-88-2 Structure
IdentificationBack Directory
[Name]

NERVONIC ACID METHYL ESTER
[CAS]

2733-88-2
[Synonyms]

METHYL NERVONATE
Einecs 220-352-0
Methyl Nervonate(C24:1)
-Methyl tetracos-15-enoate
NERVONIC ACID METHYL ESTER
C24:1 (CIS-15) METHYL ESTER
METHYL CIS-15-TETRACOSENOATE
Methyl 15-cis-tetracosenoate
methyl (Z)-tetracos-15-enoate
(Z)-Methyl tetracos-15-enoate
Methyl (15Z)-15-tetracosenoate
Methyl cis-15-tetracosenoate (C24:1)
cis-15-Tetracosenoic acidmethyl ester
METHYL CIS-15-TETRACOSENOATE, STANDARD
(Z)-15-Tetracosenoic acid methyl ester
(15Z)-15-Tetracosenoic acid methyl ester
15-Tetracosenoic acid, methyl ester, (15Z)-
DELTA 15 CIS TETRACOSENOIC ACID METHYL ESTER
Methyl cis-15-tetracosenoate (C24:1) Solution
Methyl cis-15-Tetracosenoate @10.0 mg/mL in Heptane
Nervonic acid methyl ester, Selacholeic acid methyl ester
Methyl cis-15-tetracosenoate,Nervonic acid methyl ester, Selacholeic acid methyl ester
[EINECS(EC#)]

220-352-0
[Molecular Formula]

C25H48O2
[MDL Number]

MFCD00056324
[MOL File]

2733-88-2.mol
[Molecular Weight]

380.65
Chemical PropertiesBack Directory
[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
[InChI]

1S/C25H48O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25(26)27-2/h10-11H,3-9,12-24H2,1-2H3/b11-10-
[InChIKey]

AINIZSBLAFHZCP-KHPPLWFESA-N
[SMILES]

CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)OC
[LogP]

11.075 (est)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37
[WGK Germany ]

1
[F ]

8-10
[Storage Class]

10 - Combustible liquids
Hazard InformationBack Directory
[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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