A polyunsaturated triacylglycerol
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1,2,3-Trieicosapentaenoyl Glycerol

Item No. 10009732

Technical Information
Formal Name
(5Z,5’Z,5’’Z,8Z,8’Z,8’’Z,11Z,11’Z,11’’Z,14Z,14’Z,14’’Z,17Z,17’Z,17’’Z)-5,8,11,14,17-eicosapentaenoic acid, 1,2,3-propanetriyl ester
CAS Number
99660-94-3
Synonyms
  • EPA-TG
  • Glycerol Trieicosapentaenoate
  • TG(20:5/20:5/20:5)
Molecular Formula
C63H92O6
Formula Weight
Purity
≥98%
A 10 mg/ml solution in ethanol
DMF: 10 mg/mlEthanol: 10 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5mg/ml
SMILES
O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OCC(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COC(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O
InChi Code
InChI=1S/C63H92O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-52-55-61(64)67-58-60(69-63(66)57-54-51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)59-68-62(65)56-53-50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h7-12,16-21,25-30,34-39,43-48,60H
InChi Key
SHYCFZYQNVKAAU-UZBXBHHFSA-N
Side Chain Carbon Sum
60:15
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    1,2,3-Trieicosapentaenoyl glycerol (EPA-TG) is a glycerol ester of eicosapentaenoic acid (Item Nos. 90110 | 21908), which is an ω-3 fatty acid. An EPA-TG emulsion, administered i.v., lowers leukotriene B4 production by 40% in polymorphonuclear leukocytes from rabbits and reduces platelet aggregation.1,2 It suppresses natural killer cell activity both in vitro and in vivo, in human lymphocytes and murine spleens, respectively, with the in vivo effects lasting up to seven days.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamazaki, T. Intravenous infusion of n-3 polyunsaturated fatty acids. Proc. Soc. Exp. Biol. Med. 200(2), 171-173 (1992).

    2. Urakaze, M., Hamazaki, T., Soda, Y., et alInfusion of emulsified trieicosapentaenoyl-glycerol into rabbits--the effects on platelet aggregation, polymorphonuclear leukocyte adhesion, and fatty acid composition in plasma and platelet phospholipids. Thromb. Res. 44(5), 673-682 (1986).

    3. Yamashita, N., Yokoyama, A., Hamazaki, T., et alInhibition of natural killer cell activity of human lymphocytes by eicosapentaenoic acid. Biochem. Bioph. Res. Commun. 138(3), 1058-1068 (1986).

    4. Yamashita, N., Sugiyama, E., Hamazaki, T., et alInhibition of natural killer cell activity by eicosapentaenoic acid in vivo and in vitro. Biochem. Biophys. Res. Commun. 150(1), 497-505 (1988).