A DHA epoxygenase metabolite
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(±)13(14)-EpDPA

Item No. 10464

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4Z,7Z,10Z)-rel-12-[3-(2Z,5Z)-2,5-octadien-1-yl-2-oxiranyl]-4,7,10-dodecatrienoic acid
CAS Number
895127-64-7
Synonyms
  • (±)13,14-EDP
  • (±)13,14-EpDPE
  • (±)13,14-epoxy DPA
  • (±)13,14-epoxy Docosapentaenoic Acid
Molecular Formula
C22H32O3
Formula Weight
344.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mLDMSO: 20 mg/mLEthanol: 50 mg/mLEthanol:PBS(pH 7.2) (1:1): 0.5 mg/mL
SMILES
CC/C=C\C/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\C/C=C\CCC(O)=O.CC/C=C\C/C=C\C[C@H]2[C@H](O2)C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/2C22H32O3/c2*1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-22(23)24/h2*3-4,6-7,10-15,20-21H,2,5,8-9,16-19H2,1H3,(H,23,24)/b2*4-3-,7-6-,13-10-,14-11-,15-12-/t2*20-,21+/m10/s1
InChi Key
QQCIXDARCYFHHX-YMDXMTBESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $46

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    50 µg

    $86

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    100 µg

    $160

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    500 µg

    $707

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    Product Description

    (±)13(14)-EpDPA is a docosahexaenoic acid (DHA; Item No. 90310) epoxygenase metabolite, derived via epoxidation of the 13,14-double bond of DHA. It has been detected in rat brain and spinal cord and is a preferred substrate for soluble epoxide hydrolase with a Km value of 3.2 µM. (±)13(14)-EpDPA demonstrates antihyperalgesic activity in inflammatory and neuropathic pain models.1 (±)13(14)-EpDPA and other epoxy metabolites of DHA are also reported to potently inhibit angiogenesis and tumor growth in in vitro assays.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morisseau, C., Inceoglu, B., Schmelzer, K., et al. Naturally occurring monoepoxides of eicosapentaenoic acid and docosahexaenoic acid are bioactive antihyperalgesic lipids. J. Lipid Res. 51, 3481-3490 (2010).

    2. Zhang, G., Panigrahy, D., Mahakian, L.M., et al. Epoxy metabolites of docosahexaenoic acid (DHA) inhibit angiogenesis, tumor growth, and metastasis. Proc. Natl. Acad. Sci. USA 110(16), 6530-6535 (2013).