Stearoyl Serotonin

Stearoyl 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 the saturated 18-carbon stearoyl moiety 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 ethanolamine (IC50 > 50 μM) .

Product Specifications

CAS Number

[67964-87-8]

UNSPSC

12352005

Hazard Statement

H315-H319-H335

Target

Endogenous Metabolite

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/stearoyl-serotonin.html

Smiles

O=C(CCCCCCCCCCCCCCCCC)NCCC1=CNC2=CC=C(C=C12)O

Molecular Formula

C28H46N2O2

Molecular Weight

442.68

Precautions

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P362+P364-P403+P233-P405-P501

References & Citations

[1]Ortar, et al. New N-arachidonoylserotonin analogues with potential \"dual\" mechanism of action against pain. J. Med. Chem. 50 (26), 6554-6569 (2007) .