Eicosapentaenoyl Serotonin

Eicosapentaenoyl serotonin is a hybrid molecule patterned after arachidonoyl serotonin (Cay-70665). 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 (IC50 = 0.76 µM) without blocking FAAH-mediated hydrolysis of arachidonoyl ethanolamide (IC50 > 50 µM).Formal Name: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-5Z,8Z,11Z,14Z,17Z-eicosapentaenamide. CAS Number: 199875-71-3. Molecular Formula: C30H40N2O2. Formula Weight: 460.7. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2)(1:2): 0.33 mg/ml. lambdamax: 204, 278 nm. SMILES: O=C(NCCC1=CNC2=CC=C(O)C=C12)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC. InChi Code: InChI=1S/C30H40N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(34)31-23-22-26-25-32-29-21-20-27(33)24-28(26)29/h3-4,6-7,9-10,12-13,15-16,20-21,24-25,32-33H,2,5,8,11,14,17-19,22-23H2,1H3,(H,31,34)/b4-3-,7-6-,10-9-,13-12-,16-15-. InChi Key: RYPAMQYLBIIZHL-JLNKQSITSA-N.