WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H578098
CAS#: 506-37-6
Description: Nervonic Acid is a very long chain fatty acid produced by elongation of oleic acid and derived from erucic acid. 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 also binds and inhibits DNA polymerase β and HIV-1 reverse transcriptase.
Hodoodo Cat#: H578098
Name: Nervonic Acid
CAS#: 506-37-6
Chemical Formula: C24H46O2
Exact Mass: 366.35
Molecular Weight: 366.630
Elemental Analysis: C, 78.63; H, 12.65; O, 8.73
Synonym: Nervonic Acid; Selacholeic Acid
IUPAC/Chemical Name: 15Z-tetracosenoic acid
InChi Key: GWHCXVQVJPWHRF-KTKRTIGZSA-N
InChi Code: 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-
SMILES Code: CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)O
Appearance: Solid powder
Purity: >95% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, DMF, and Ethanol
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
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The following data is based on the product molecular weight 366.63 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1. Taylor, D.C., Francis, T., Guo, Y., et al. 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. Plant Biotechnol.J. 7, 925-938 (2009).
2. Hirvisalo, E.L., and Renkonen, O. Composition of human serum sphingomyelins. J. Lipid Res. 11, 54-59 (1970).
3. Sargent, J.R., Coupland, K., and Wilson, R. Nervonic acid and demyelinating disease. Med. Hypotheses 42, 237-242 (1994).
4. Baumann, N.A., Jacque, C.M., Pollet, S.A., et al. Fatty acid and lipid composition of the brain of a myelin deficient mutant, the "quaking" mouse. Eur. J. Biochem. 4, 340-344 (1968).
5. Cook, C., Barnett, J., Coupland, K., et al. Effects of feeding Lunaria oil rich in nervonic and erucic acids on the fatty acid compositions of sphingomyelins from erythrocytes, liver, and brain of the quaking mouse mutant. Lipids 33(10), 993-1000 (1998).
6. Kasai, N., Mizushina, Y., Sugawara, F., et al. Three-dimensional structural model analysis of the binding site of an inhibitor, nervonic acid, of both DNA polymerase β and HIV-1 reverse transcriptase. J. Biochem. 132, 819-828 (2002).
