A DHA congener of (±)14(15)-EpETrE
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(±)16(17)-EpDPA

Item No. 10174

Technical Information
Formal Name
rel-(16S,17R)-epoxy-4Z,7Z,10Z,13Z,19Z-docosapentaenoic acid
CAS Number
155073-46-4
Synonyms
  • (±)16,17 EDP
  • (±)16,17-epoxy Docosapentaenoic Acid
  • (±)16,17-epoxy DPA
  • (±)16,17-EpDPE
Molecular Formula
C22H32O3
Formula Weight
Purity
≥90%
A 100 µg/ml solution in ethanol
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
CC/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O.CC/C=C\C[C@H]2[C@H](O2)C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/2C22H32O3/c2*1-2-3-14-17-20-21(25-20)18-15-12-10-8-6-4-5-7-9-11-13-16-19-22(23)24/h2*3,5-8,11-15,20-21H,2,4,9-10,16-19H2,1H3,(H,23,24)/b2*7-5-,8-6-,13-11-,14-3-,15-12-/t20-,21+;20-,21-/m01/s1
InChi Key
OFSMTPDOCRONCF-QIOWQDIBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    (±)16(17)-EpDPA is the DHA homolog of (±)14(15)-EpETrE, derived via epoxidation of the 16,17-double bond of DHA. The EDHF activity of (±)16(17)-EpDPA has not yet been determined. The epoxygenase metabolites of DHA have also been detected in a mouse inflammation model.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., Hong, S., Gronert, K., et alResolvins: A family of bioactive products of ω-3 fatty acid transformation circuits by aspirin treatment that counter proinflammation signals. J. Exp. Med. 196(8), 1025-1037 (2002).

    Product Citations

    Walker, R.E., Savinova, O.V., Pedersen, T.L., et alEffects of inflammation and soluble epoxide hydrolase inhibition on oxylipin composition of very low-density lipoproteins in isolated perfused rat livers. Physiol. Rep. 9(4), e14480 (2021).

    McDougle, D.R., Watson, J.E., Abdeen, A.A., et alAnti-inflammatory ω-3 endocannabinoid epoxides. Proc. Natl. Acad. Sci. USA 114(30), E6034-E6043 (2017).