(±)13(14)-EpDPA

Cytochrome P450 metabolism of polyunsaturated fatty acids produces numerous bioactive epoxide regioisomers. (±)13(14)-EpDPA is a docosahexaenoic acid (DHA, Cay-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. (±)13(14)-EpDPA and other epoxy metabolites of DHA are also reported to potently inhibit angiogenesis and tumor growth in in vitro assays.Formal Name: (±)-(4Z,7Z,10Z)-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 solution in ethanol. Solubility: DMF: 25 mg/mL, DMSO: 20 mg/mL, Ethanol: 50 mg/mL, Ethanol: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. InChi Code: InChI=1S/C22H32O3/c1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-22(23)24/h3-4,6-7,10-15,20-21H,2,5,8-9,16-19H2,1H3,(H,23,24)/b4-3-,7-6-,13-10-,14-11-,15-12-/t20-,21+/m1/s1. InChi Key: DCFKVKFLEPMEGT-VABGYXHOSA-N.