A polyunsaturated fatty acid methyl ester
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α-Eleostearic Acid methyl ester

Item No. 10008333

Technical Information
Formal Name
9Z,11E,13E-octadecatrienoic acid, methyl ester
CAS Number
4175-47-7
Synonyms
  • α-ESA methyl ester
  • Methyl α-eleostearate
  • 9(Z),11(E),13(E)-Octadecatrienoic Acid methyl ester
  • SFE 19:3
Molecular Formula
C19H32O2
Formula Weight
Purity
≥98%
Formulation
A solution in ethanol
Chloroform: solubleDMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 100 mg/ml
λmax
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
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    9Z,11E,13E-octadecatrienoic acid (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.1 α-ESA is metabolized and converted to conjugated linoleic acid (9Z,11E-CLA) in rats.2 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.1 In DLD-1 cells supplemented with α-ESA, apoptosis was induced via lipid peroxidation with an EC50 of 20 µM.2 It also inhibits DNA polymerases and topoisomerases with IC50s ranging from ~5-20 µM for different isoforms of the enzymes.3 α-ESA methyl ester is a neutral, more lipid soluble form of the free acid. [Matreya, LLC. Catalog No. 1233]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yasui, Y., Hosokawa, M., Sahara, T., et alBitter gourd seed fatty acid rich in 9c,11t,13t-conjugated linolenic acid induces apoptosis and up-regulates the GADD45, p53 and PPARγ in human colon cancer caco-2 cells. Prostaglandins Leukot. Essent. Fatty Acids 73(2), 113-119 (2005).

    2. Tsuzuki, T., Tokuyama, Y., Igarashi, M., et alTumor growth suppression by a α-eleostearic acid, linolenic acid isomer with a conjugated triene system, via lipid peroxidation. Carcinogenesis 25(8), 1417-1425 (2004).

    3. Mizushina, Y., Tsuzuki, T., Eitsuka, T., et alInhibitory action of conjugated C18-fatty acids on DNA polymerases and DNA topoisomerases. Lipids 39(10), 977-983 (2004).

    Product Citations

    Zhang, L.J., Salekeen, R., Soto-Palma, C., et alArticle polyunsaturated lipid senolytics exploit a ferroptotic vulnerability in senescent cells. Cell Press Blue 1(1), 100004 (2026).