Eicosapentaenoyl serotonin is a hybrid molecule patterned after arachidonoyl serotonin . Arachidonoyl serotonin is a dual antagonist of fatty acid amide hydrolase (FAAH) and the transient receptor potential vanilloid-type 1 (TRPV1) channel, reducing both acute and chronic peripheral pain. The effects of replacing the arachidonoyl portion with eicosapentaenoic acid have not been studied. However, replacement of arachidonate with saturated 11- or 12-carbon fatty acids produces compounds that potently inhibit capsaicin-induced TRPV1 channel activation (IC = 0.76 μM) without blocking FAAH-mediated hydrolysis of arachidonoyl ethanolamide (IC > 50 μM).
Eicosapentaenoyl serotonin (EPA-5-HT) is an endogenous fatty acid-serotonin conjugate lipid mediator. Eicosapentaenoyl serotonin acts as an inhibitor of fatty acid amide hydrolase (FAAH). Eicosapentaenoyl serotonin suppresses IL-17 release in Concanavalin A stimulated human peripheral blood mononuclear cells. Eicosapentaenoyl serotonin is regulated by polyunsaturated fatty acids and modulates intestinal immunity and Th17 signaling. Eicosapentaenoyl serotonin can be used for the study of inflammatory bowel disease-related mechanisms.
IC50&Target
IL-17
体外研究
Eicosapentaenoyl serotonin (EPA-5-HT) (0-555 μM) can inhibit FAAH activity in a concentration dependent manner in vitro, and its efficacy is similar to that of eicosapentaenoic acid.
Eicosapentaenoyl serotonin (5 μM; 30 min pre-incubation; 24 h incubation with ConA) It can significantly inhibit the production of IL-17 by human peripheral blood mononuclear cells induced by Concanavalin A , but has no effect on the production of IL-6.
体内研究
Eicosapentaenoyl serotonin (fish oil accounts for 1-3%; Dietary administration; Free eating; At 6 weeks, fish oil can induce endogenous generation in a dose-dependent manner in the jejunum of healthy mice, with statistically significant increases observed at dietary fish oil levels of 1% and 3%.
Animal Model:
C57Bl/6 (male, 6 weeks old at study start)
Dosage:
1% fish oil; 3% fish oil
Administration:
dietary; ad libitum; 6 weeks
Result:
Demonstrated statistically significant increase in jejunal eicosapentaenoyl serotonin levels relative to standard diet.
Showed higher statistically significant increase in jejunal eicosapentaenoyl serotonin levels relative to standard diet, indicating dose-dependent induction of endogenous formation.
分子式
C30H40N2O2
分子量
460.65
CAS号
199875-71-3
运输条件
Room temperature in continental US; may vary elsewhere.