A PAF analog that contains EPA
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1-O-hexadecyl-2-Eicosapentaenoyl-sn-glycero-3-PC

Item No. 60907

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-hexadecyl-2-O-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glyceryl-3-phosphorylcholine
CAS Number
132196-28-2
Synonyms
  • 1-O-hexadecyl-2-Eicosapenaenoyl-sn-glycero-3-phosphocholine
  • 1-O-hexadecyl-2-Eicosapenaenoyl-sn-glyceryl-phosphocholine
  • 1-O-hexadecyl-2-O-Eicosapenaenoyl-sn-glyceryl-PC
  • PC(O-16:0/20:5)
Molecular Formula
C44H80NO7P
Formula Weight
766.1
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
acidic PBS: <50 µg/ml (from Docosahexaenoybasic PBS: <50 µg/ml (from DocosahexaenoyDMF: >14.3 mg/ml (from DocosahexaenDMSO: 1 mg/mlEthanol: >1.7 mg/ml (from DocosahexaenoPBS pH 7.2: <50 µg/ml (from Docosahexaenoy
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)COCCCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,24-25,29,31,43H,6-7,9,11-13,15,17-19,21,23,26-28,30,32-42H2,1
InChi Key
YHSSHPWVFALMBA-IARQOZKNSA-N
Side Chain Carbon Sum
36:5
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $79

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    5 mg

    $356

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    10 mg

    $593

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    Product Description

    1-O-hexadecyl-2-Eicosapentaenoyl-sn-glycero-3-PC can be formed by incorporation of eicosapentaenoic acid (EPA) into lyso-PAF C-16, as has been demonstrated using neutrophils from monkeys and humans fed a diet enriched in fish oils.1,2 1-O-hexadecyl-2-Eicosapentaenoyl-sn-glycero-3-PC can serve as a substrate for PAF C-16 formation by the remodeling pathway.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chabot, M.C., Schmitt, J.D., Bullock, B.C., et al. Reacylation of platelet activating factor with eicosapentaenoic acid in fish-oil-enriched monkey neutrophils. Biochim. Biophys. Acta 922, 214-220 (1987).

    2. Triggiani, M., Connell, T.R., and Chilton, F.H. Evidence that increasing the cellular content of eicosapentaenoic acid does not reduce the biosynthesis of platelet-activating factor. J. Immunol. 145, 2241-2248 (1990).