| Identification | Back Directory | [Name]
(±)10(11)-EpDPA | [CAS]
895127-65-8 | [Synonyms]
(±)10(11)-EpDPA
10(11)-Epoxy-Docosapentaenoic acid
(4(Z),7Z)-9-[3-(2(Z),5(Z),8Z)-2,5,8-undecatrien-1-yl-2-oxiranyl]-4,7-nonadienoic acid | [Molecular Formula]
C22H32O3 | [MOL File]
895127-65-8.mol | [Molecular Weight]
344.49 |
| Chemical Properties | Back Directory | [Boiling point ]
488.8±33.0 °C(Predicted) | [density ]
0.994±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 25 mg/mL; DMSO: 20 mg/mL; Ethanol: 50 mg/mL; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/mL | [pka]
4.58±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
Cytochrome P450 metabolism of polyunsaturated fatty acids produces numerous bioactive epoxide regioisomers. (±)10(11)-EpDPA is a docosahexaenoic acid (DHA; ) epoxygenase metabolite, derived via epoxidation of the 10,11-double bond of DHA. It has been detected in rat brain and spinal cord, as well as human serum, and acts as a substrate for soluble epoxide hydrolase with a Km value of 5.1 μM. (±)10(11)-EpDPA and other epoxy metabolites of DHA are reported to demonstrate antihyperalgesic activity in inflammatory and neuropathic pain models and to potently inhibit angiogenesis and tumor growth in in vitro assays. | [Uses]
(±)10(11)-EpDPA, a docosahexaenoic acid epoxygenase metabolite, acts as a substrate for soluble epoxide hydrolase (sEH) with a Km value of 5.1 μM for human sEH[1]. | [storage]
Store at -20°C | [References]
[1] Christophe Morisseau, et al. Naturally occurring monoepoxides of eicosapentaenoic acid and docosahexaenoic acid are bioactive antihyperalgesic lipids. J Lipid Res. 2010 Dec;51(12):3481-90. DOI:10.1194/jlr.M006007 |
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