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

9(Z),11(E),13(E)-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.Formal Name: 9Z,11E,13E-octadecatrienoic acid. CAS Number: 506-23-0. Synonyms: alpha-Eleostearic Acid, alpha-ESA, FA 18:3, LAF 237. Molecular Formula: C18H30O2. Formula Weight: 278.4. Purity: >95%. Formulation: (Request formulation change), A solution in methanol. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2)(1:10): 0.5 mg/ml. lambdamax: 270 nm. SMILES: CCCC/C=C/C=C/C=C\CCCCCCCC(O)=O. InChi Code: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9-. InChi Key: CUXYLFPMQMFGPL-WPOADVJFSA-N. Side Chain Carbon Sum: 18:3.