arachidonoyl serotonin arachidonoyl serotonin arachidonoyl serotonin (n-arachidonoyl-serotonin, aa-5-ht) is an endogenous lipid signaling molecule. it was first described in 1998 as being an inhibitor of fatty acid amide hydrolase (faah). in 2007, it was shown to have analgesic properties and to act as an antagonist of the trpv1 receptor. in 2011, it was shown to be present in the ileum and jejunum of the gastrointestinal tract and modulate glucagon-like peptide-1 (glp-1) secretion. in addition to this, in 2016, aa-5-ht was also found to affect the signaling mechanisms responsible for anxiety, by inhibiting dopamine release from the basolateral amygdala following fear behavior. in 2017, aa-5-ht was tested in its effects on the sleep wake cycle, where it was found to affect the sleep homeostasis when used in conjunction with molecules and chemicals that affect wake-related neurotransmitters. arachidonoyl serotonin names preferred iupac name (5z,8z,11z,14z)-n-icosa-5,8,11,14-tetraenamide other names n-arachidonoyl-serotonin identifiers cas number 187947-37-1 n 3d model (jsmol) interactive image chebi chebi:132255 n chembl chembl191534 y chemspider 8202943 y pubchem cid 10027372 inchi inchi=1s/c30h42n2o2/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/h6-7,9-10,12-13,15-16,20-21,24-25,32-33h,2-5,8,11,14,17-19,22-23h2,1h3,(h,31,34)/b7-6-,10-9-,13-12-,16-15- ykey: qjdnhgxnnrliga-dofzraljsa-n yinchi=1/c30h42n2o2/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/h6-7,9-10,12-13,15-16,20-21,24-25,32-33h,2-5,8,11,14,17-19,22-23h2,1h3,(h,31,34)/b7-6-,10-9-,13-12-,16-15-key: qjdnhgxnnrliga-dofzraljbn smiles o=c(ccc/c=c\c/c=c\c/c=c\c/c=c\ccccc)nccc1=cnc2=c1c=c(o)c=c2 properties chemical formula c30h42n2o2 molar mass 462.678 g·mol−1 except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). n verify (what is yn ?) infobox references