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8,11,14-Eicosatriynoic Acid

In stock
Catalog No.
C4940
A Cox, 12-LO, and 5-LO inhibitor
Grouped product items
SizePriceStock Qty
1mg
$79.00
In stock
5mg
$356.00
In stock
10mg
$634.00
In stock

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8,11,14-Eicosatriynoic Acid, as an inhibitor of prostaglandin, leukotriene biosynthesis, and arachidonic acid induced platelet aggregation, blocks human 12-lipoxygenase (12-LO), cyclooxygenase (COX), and 5-lipoxygenase (5-LO) with IC50 values of 0.46 μM, 14 μM, and 25 μM, respectively. Also, it inhibits the actions of slow-reacting substance of anaphylaxis with an IC50 value of 10 μM [1,2].

Lipoxygenases are found widely in fungi, plants, and animals in high levels. 12-LO is involved in a number of significant disease states and may play a role in oxidative glutamate toxicity. COX enzymes play elaborate roles in human physiology and pathology, involving neuronal, immune, renal, cardiovascular, gastrointestinal, and reproductive systems. COX enzymes are blocked by aspirin and a wide variety of other non-steroidal anti-inflammatory drugs, which makes them important clinically [3]. 5-LO is involved in cancer pathobiology. It is expressed by a variety of cancer cells including colon, lung, breast, and prostate and promotes cancer cell growth and neo-angiogenesis.

In vitro: Up to now, in vitro study of 8,11,14-Eicosatriynoic Acid is still in the development stage.

In vivo: Up to now, in vivo study of 8,11,14-Eicosatriynoic Acid is still in the development stage.

References:
[1].  Goetz, J., Sprecher, H., Cornwell, D., & Panganamala, R. Inhibition of prostaglandin biosynthesis by triynoic acids. Prostaglandins. 1976; 12(2): 187-192.
[2].  Sun, F., McGuire, J., Morton, D., Pike, J., Sprecher, H., & Kunau, W. Inhibition of platelet arachidonic acid 12-lipoxygenase by acetylenic acid compounds. Prostaglandins. 1981; 21(2): 333-343.
[3].  Fitzpatrick, F. Cyclooxygenase Enzymes: Regulation and Function. Current Pharmaceutical Design. 2004; 10(6): 577-588.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt300.4
Cas No.34262-64-1
FormulaC20H28O2
Synonyms8,11,14-ETI
Solubility≤100mg/ml in ethanol;100mg/ml in DMSO;100mg/ml in dimethyl formamide
Chemical Name8,11,14-eicosatriynoic acid
SDFDownload SDF
Canonical SMILESCCCCCC#CCC#CCC#CCCCCCCC(O)=O
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Quality Control

Quality Control & MSDS

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Chemical structure

8,11,14-Eicosatriynoic Acid