Eicosapentaenoyl serotonin  (Synonyms: EPA-5-HT)

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 (HY-P2149)-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^[1][2].

Eicosapentaenoyl serotonin (EPA-5-HT) (0-555 μM) inhibits FAAH activity in vitro in a concentration-dependent manner, with similar potency to eicosapentaenoic acid^[1].
Eicosapentaenoyl serotonin (5 μM; 30 min pre-incubation; 24 h incubation with ConA) significantly inhibits Concanavalin A (HY-P2149)-induced IL-17 production by human peripheral blood mononuclear cells, with no effect on IL-6 production^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Eicosapentaenoyl serotonin (fish oil proportion: 1-3%; dietary administration; ad libitum feeding; 6 weeks) is endogenously produced in a dose‑dependent manner in the jejunum of healthy mice induced by fish oil, and statistically significant elevations are observed at 1% and 3% dietary fish oil levels^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

460.65

C₃₀H₄₀N₂O₂

199875-71-3

Liquid

Colorless to light yellow

O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)NCCC1=CNC2=CC=C(C=C12)O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Verhoeckx KC, et al. Presence, formation and putative biological activities of N-acyl serotonins, a novel class of fatty-acid derived mediators, in the intestinal tract. Biochim Biophys Acta. 2011;1811(10):578-586.  [Content Brief]

  [2]. Wang Y, et al. Docosahexaenoyl serotonin emerges as most potent inhibitor of IL-17 and CCL-20 released by blood mononuclear cells from a series of N-acyl serotonins identified in human intestinal tissue. Biochim Biophys Acta Mol Cell Biol Lipids. 2017;1862(9):823-831.  [Content Brief]