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5(Z),8(Z),11(Z)-Eicosatrienoic Acid

Cayman Chemical Item Number 90190

Mead Acid (CAS 20590-32-3)

5(Z),8(Z),11(Z)-Eicosatrienoic Acid (CAS 20590-32-3)

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Description

Eicosatrienoic acid accumulates in the tissues of animals fed diets deficient in both ω-3 and ω-6 fatty acids. It can be converted to 3-series cysteinyl-leukotrienes but cannot serve as a COX substrate.1 The kidneys from essential fatty acid deficient rats are less immunogenic when transplanted, and the metabolites of eicosatrienoic acid are believed to play a role in altering the immune status of these organs.2

1 Lefkowith, J.B. Essential fatty acid deficiency: Probing the role of arachidonate in biology. Adv Prostaglandin Thromboxane Leukot Res 20 224-231 (1990).

2 Schreiner, G.F., Flye, W., Brunt, E., et al. Essential fatty acid depletion of renal allografts and prevention of rejection. Science 240 1032-1033 (1988).

Synonyms
  • Mead Acid
Formal Name 5Z,​8Z,​11Z-​eicosatrienoic acid
CAS Number 20590-32-3
Molecular Formula C20H34O2
Formula Weight 306.5
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCCC/C=C\C/C=C\C/C=C\CCCC(=O)​O

Background Reading

Renaud, S., Morazain, R., Godsey, F., et al. Platelet functions in relation to diet and serum lipids in British farmers. Br Heart J 46 562-570 (1981).

Schreiner, G.F., Flye, W., Brunt, E., et al. Essential fatty acid depletion of renal allografts and prevention of rejection. Science 240 1032-1033 (1988).

Lagarde, M., Burtin, M., Sprecher, H., et al. Potentiating effect of 5,8,11-eicosatrienoic acid on human platelet aggregation. Lipids 18 291-294 (1983).

Bonta, I.L., Parnham, M.J., and Adolfs, M.J.P. Reduced exudation and increased tissue proliferation during chronic inflammation in rats deprived of endogenous prostaglandin precursors. Prostaglandins 14 295-307 (1977).

Lefkowith, J.B. Essential fatty acid deficiency: Probing the role of arachidonate in biology. Adv Prostaglandin Thromboxane Leukot Res 20 224-231 (1990).

Adkisson, H.D., Risener, F.S., Zarrinkar, P.P., et al. Unique fatty acid composition of normal cartilage: Discovery of high levels of n-9 eicosatrienoic acid and low levels of n-6 polyunsaturated fatty acids. FASEB J 5 344-353 (1991).

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5(Z),8(Z),11(Z)-Eicosatrienoic Acid is available in the following screening library:

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5 mg See a distributor in your region for pricing
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25 mg See a distributor in your region for pricing

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Warning This product is not for human or veterinary use.

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