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- 9(Z),11(E),13(E)-Octadecatrienoic Acid ethyl ester
9(Z),11(E),13(E)-Octadecatrienoic Acid ethyl ester - CAS 42021-86-3
9(Z),11(E),13(E)-Octadecatrienoic Acid ethyl ester (α-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. α-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, α-ESA induced apoptosis through up-regulation of GADD45, p53, and PPARγ. In DLD-1 cells supplemented with α-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. α-ESA ethyl ester is a neutral, more lipid soluble form of the free acid.
Molecular Formula: C20H34O2
Molecular Weight:306.49
* For research use only. Not for human or veterinary use.
Synonym
Synonyms | α-ESA ethyl ester;Ethyl α-eleostearate
|
Property
Molecular Formula: | C20H34O2
|
Molecular Weight | 306.49 |
Purity | ≥95% |
Storage | -20°C |
Computed Descriptor
IUPAC Name | ethyl (9Z,11E,13E)-octadeca-9,11,13-trienoate |
InChI | 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- |
InChIKey | YVGCHYVFHLTZIM-CPIUXLSQSA-N |
SMILES | CCCCC=CC=CC=CCCCCCCCC(=O)OCC |