A derivative of eicosapentaenoic acid
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Product Categories

Product Type

Biochemicals
Lipids
Fatty Acids

Research Area

Lipid Biochemistry
Fatty Acids

Eicosapentaenoyl Chloride

Item No. 22721

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoyl chloride
CAS Number
98770-65-1
Synonyms
  • Eicosapentaenoic Acid Chloride
  • EPA Chloride
Molecular Formula
C20H29ClO
Formula Weight
320.9
Purity
≥95%
Formulation (Request formulation change)
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(Cl)=O
InChi Code
InChI=1S/C20H29ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15-
InChi Key
MPMQIVKVFWGFFE-JLNKQSITSA-N
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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    5 mg

    $44

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    10 mg

    $80

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    25 mg

    $173

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    50 mg

    $280

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    Product Description

    Eicosapentaenoyl chloride is a derivative of eicosapentaenoic acid (Item Nos. 90110 | 90110.1 | 21908). It has been used in the synthesis of fatty acid conjugates to enhance lipophilicity and cell permeability of bioactive compounds such as (–)-epigallocatechin gallate (EGCG; Item No. 70935) and salicylic acid.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhong, Y., Chiou, Y.-S., Pan, M.-H., et al. Anti-inflammatory activity of lipophilic epigallocatechin gallate (EGCG) derivatives in LPS-stimulated murine macrophages. Food Chem. 134(2), 742-748 (2012).

    2. Vu, C.-B., Bemis, J.E., Benson, E., et al. Synthesis and characterization of fatty acid conjugates of niacin and salicylic acid. J. Med. Chem. 59(3), 1217-1231 (2016).