N1-Acetyl-5-methoxykynuramine

N1-Acetyl-5-methoxykynuramine
Names
IUPAC name
N-[3-(2-Amino-5-methoxyphenyl)-3-oxopropyl]acetamide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C12H16N2O3/c1-8(15)14-6-5-12(16)10-7-9(17-2)3-4-11(10)13/h3-4,7H,5-6,13H2,1-2H3,(H,14,15)
    Key: RJQIZOKNUKRKTP-UHFFFAOYSA-N
  • CC(=O)NCCC(=O)C1=C(C=CC(=C1)OC)N
Properties
C12H16N2O3
Molar mass 236.271 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

N1-Acetyl-5-methoxykynuramine (AMK) is a metabolite of melatonin that could improve memory by acting on the melatonin receptors. AMK is produced from the metabolization of melatonin by the kynuramine pathway in the brain. It significantly increased the phosphorylation of both ERK and CREB in the hippocampus. It also helps scavenge free radicals. AMK is highly reactive towards dioxygen (O2) radicals because of AMK's N2-amino group.