N-Acetylserotonin

N-Acetylserotonin
Names
	Preferred IUPAC name N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamide
	Other names N-Acetyl-5-hydroxytryptamine; N-Acetyl-5-HT
Identifiers
CAS Number	1210-83-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17697 ;
ChEMBL	ChEMBL33103 ;
ChemSpider	879 ;
DrugBank	DB04275;
ECHA InfoCard	100.013.560
IUPHAR/BPS	5451;
MeSH	N-Acetylserotonin N-Acetylserotonin
PubChem CID	903;
UNII	P4TO3C82WV ;
CompTox Dashboard (EPA)	DTXSID00153106 ;
	InChI InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15) Key: MVAWJSIDNICKHF-UHFFFAOYSA-N ; InChI=1/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15) Key: MVAWJSIDNICKHF-UHFFFAOYAX;
	SMILES CC(=O)NCCC1=CNC2=C1C=C(C=C2)O;
Properties
Chemical formula	C12H14N2O2
Molar mass	218.256 g·mol−1
Density	1.268 g/mL
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

N-Acetylserotonin (NAS), also known as normelatonin, is a naturally occurring chemical intermediate in the endogenous production of melatonin from serotonin.^[1]^[2] It also has biological activity in its own right, including acting as a melatonin receptor agonist, an agonist of the TrkB, and having antioxidant effects.

^ AXELROD J, WEISSBACH H (April 1960). "Enzymatic O-methylation of N-acetylserotonin to melatonin". Science. 131 (3409): 1312. Bibcode:1960Sci...131.1312A. doi:10.1126/science.131.3409.1312. PMID 13795316. S2CID 22341451.
^ WEISSBACH H, REDFIELD BG, AXELROD J (September 1960). "Biosynthesis of melatonin: enzymic conversion of serotonin to N-acetylserotonin". Biochimica et Biophysica Acta. 43: 352–3. doi:10.1016/0006-3002(60)90453-4. PMID 13784117.