9(Z),11(E),13(E)-Octadecatrienoic Acid methyl ester

9Z,11E,13E-octadecatrienoic acid (alpha-ESA) is a conjugated polyunsaturated fatty acid commonly found in plant seed oil. This fatty acid accounts for about 60% of the total fatty acid composition of bitter gourd seed oil and about 70% in tung oil. alpha-ESA is metabolized and converted to conjugated linoleic acid (9Z,11E-CLA) in rats. It has shown potential as a tumor growth suppressor. In colon cancer Caco-2 cells, alpha-ESA induced apoptosis through up-regulation of GADD45, p53, and PPARgamma. In DLD-1 cells supplemented with alpha-ESA, apoptosis was induced via lipid peroxidation with an EC50 of 20 µM. It also inhibits DNA polymerases and topoisomerases with IC50s ranging from ~5-20 µM for different isoforms of the enzymes. alpha-ESA methyl ester is a neutral, more lipid soluble form of the free acid. [Matreya, LLC. Catalog No. 1233]Formal Name: 9Z,11E,13E-octadecatrienoic acid, methyl ester. CAS Number: 4175-47-7. Synonyms: alpha-ESA methyl ester, Methyl alpha-eleostearate, SFE 19:3. Molecular Formula: C19H32O2. Formula Weight: 292.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 100 mg/ml. lambdamax: 261, 270, 281 nm. SMILES: CCCC/C=C/C=C\C=C\CCCCCCCC(=O)OC. InChi Code: InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h6-11H,3-5,12-18H2,1-2H3/b7-6+,9-8+,11-10-. InChi Key: KOJYENXGDXRGDK-ZUGARUELSA-N.