9Z,11E,13E-Octadecatrienoic Acid ethyl ester - 10mg/mL in ethanol , CAS No.42021-86-3

CAS: 42021-86-3 Cat. No.: Z337626 Molecular Weight: 306.48 PubChem CID: 12430060

GRADE & PURITY 10mg/mL in ethanol

Synonyms

α-ESA ethyl ester | Ethyl α-eleostearate | 9(Z),11(E),13(E)-Octadecatrienoic Acid ethyl ester

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

A conjugated polyunsaturated fatty acid commonly found in plant seed oil which accounts for about 70% in tung oil and 60% of the total fatty acid composition of bitter gourd seed 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 EC|50|of 20 μM. It also inhibits DNA polymerases and topoisomerases with IC|50|s 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.

Specifications

Synonyms

α-ESA ethyl ester | Ethyl α-eleostearate | 9(Z), 11(E), 13(E)-Octadecatrienoic Acid ethyl ester

Specifications & Purity

10mg/mL in ethanol

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CCCCC=CC=CC=CCCCCCCCC(=O)OCC
• IUPAC Name: ethyl (9Z,11E,13E)-octadeca-9,11,13-trienoate
• InChIKey: YVGCHYVFHLTZIM-CPIUXLSQSA-N
• 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-
• Isomeric SMILES: CCCC/C=C/C=C/C=C\CCCCCCCC(=O)OCC
• PubChem CID: 12430060
• Molecular Weight: 306.48

Chemical and Physical Properties

• Solubility: Soluble in DMSO (~30 mg/ml), DMF (~30 mg/ml), and ethanol. Insoluble in water.
• Boil Point(°C): 78° C