Methyl linolenate

• CAT Number: I003046
• CAS Number: 301-00-8
• Molecular Formula: C19H32O2
• Molecular Weight: 292.5
• Purity: ≥95%
• Synonyms: Methyl ALA;Methyl Linolenate;Methyl α-Linolenate
• Solubility: 10 mM in DMSO
• Storage: -20°C
• IC50: 60 uM
• IUPAC Name: methyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• InChI: InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-5,7-8,10-11H,3,6,9,12-18H2,1-2H3/b5-4-,8-7-,11-10-
• InChIKey: DVWSXZIHSUZZKJ-YSTUJMKBSA-N
• SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)OC

Methyl linolenate is a type of fatty acid ester that has been found to possess antioxidant properties. It works by inhibiting the oxidation or preoxidation of unsaturated fatty acid methyl esters, which are prone to oxidative damage due to their high degree of unsaturation. By preventing the oxidation of these molecules, Methyl linolenate helps to maintain their structural integrity and prevent the formation of harmful free radicals.

Reference

[1]. Huh S et al. Melanogenesis inhibitory effect of fatty acid alkyl esters isolated from Oxalis triangularis. Biol Pharm Bull, 2010, 33(7):1242-5.
[2]. Li X et al. Benchmark Calculations for Bond Dissociation Enthalpies of Unsaturated Methyl Esters and the Bond Dissociation Enthalpies of Methyl Linolenate. J Phys Chem A, 2016, Jun 16, 120(23):4025-36
[3]. Saori Okuda et al. Impact of Lipid Physical State on the Oxidation of Methyl Linolenate in Oil-in-Water Emulsions.