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

9(Z),11(E),13(E)-Octadecatrienoic acid ethyl ester (alpha-ESA ethyl ester) 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 ethyl ester is a neutral, more lipid soluble form of the free acid.Formal Name: ethyl (9Z,11E,13E)-octadeca-9,11,13-trienoate. CAS Number: 42021-86-3. Synonyms: alpha-ESA ethyl ester, Ethyl alpha-eleostearate, SFE 20:3. Molecular Formula: C20H34O2. Formula Weight: 306.5. Purity: >90%. 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(OCC)=O. InChi Code: InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h7-12H,3-6,13-19H2,1-2H3/b8-7+,10-9+,12-11-. InChi Key: YVGCHYVFHLTZIM-CPIUXLSQSA-N.