N1-Acetyl-N2-formyl-5-methoxykynuramine

N1-Acetyl-N2-formyl-5-methoxykynuramine (AMFK) is a metabolite of melatonin and an antioxidant.[1]

N1-Acetyl-N2-formyl-5-methoxykynuramine
Names
IUPAC name
N-[3-(2-formamido-5-methoxyphenyl)-3-oxopropyl]acetamide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 637-059-2
KEGG
UNII
  • InChI=1S/C13H16N2O4/c1-9(17)14-6-5-13(18)11-7-10(19-2)3-4-12(11)15-8-16/h3-4,7-8H,5-6H2,1-2H3,(H,14,17)(H,15,16)
    Key: JYWNYMJKURVPFH-UHFFFAOYSA-N
  • CC(=O)NCCC(=O)C1=C(C=CC(=C1)OC)NC=O
Properties
C13H16N2O4
Molar mass 264.281 g·mol−1
Hazards
GHS labelling:[1]
GHS06: Toxic
Danger
H301
P264, P270, P301+P316, P321, P330, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Tan, D. X.; Manchester, L. C.; Burkhardt, S.; Sainz, R. M.; Mayo, J. C.; Kohen, R.; Shohami, E.; Huo, Y. S.; Hardeland, R.; Reiter, R. J. (2001). "N1-acetyl-N2-formyl-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant". The FASEB Journal. 15 (12): 2294–2296. doi:10.1096/fj.01-0309fje. PMID 11511530.