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52450-38-1,MFCD02683241
Catalog No.:AA006TTV

52450-38-1 | AFMK

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1mg
≥98%
in stock  
$33.00   $23.00
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5mg
≥98%
in stock  
$128.00   $89.00
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10mg
≥98%
in stock  
$190.00   $133.00
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50mg
≥98%
in stock  
$625.00   $437.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA006TTV
Chemical Name:
AFMK
CAS Number:
52450-38-1
Molecular Formula:
C13H16N2O4
Molecular Weight:
264.2771
MDL Number:
MFCD02683241
SMILES:
O=CNc1ccc(cc1C(=O)CCNC(=O)C)OC
NSC Number:
688263
Properties
Properties
 
Form:
Solid  
MP:
123-126C  
Storage:
-20 ℃;Keep in dry area;  

Computed Properties
 
Complexity:
333  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
0.6  

Literature

Title: Melatonin treatment restores mitochondrial function in Alzheimer's mice: a mitochondrial protective role of melatonin membrane receptor signaling.

Journal: Journal of pineal research 20110801

Title: Oxidation of melatonin by taurine chloramine.

Journal: Journal of pineal research 20100901

Title: Analysis of N1-acetyl-N2-formyl-5-methoxykynuramine/N1-acetyl-5-methoxy-kynuramine formation from melatonin in mice.

Journal: Journal of pineal research 20100901

Title: Effect of melatonin in the antioxidant defense system in the locomotor muscles of the estuarine crab Neohelice granulata (Decapoda, Brachyura).

Journal: General and comparative endocrinology 20100301

Title: Kynuramines, metabolites of melatonin and other indoles: the resurrection of an almost forgotten class of biogenic amines.

Journal: Journal of pineal research 20090901

Title: Online H/D exchange liquid chromatography as a support for the mass spectrometric identification of the oxidation products of melatonin.

Journal: Journal of mass spectrometry : JMS 20090301

Title: Space radiation-induced inhibition of neurogenesis in the hippocampal dentate gyrus and memory impairment in mice: ameliorative potential of the melatonin metabolite, AFMK.

Journal: Journal of pineal research 20081101

Title: Metabolism of melatonin by cytochrome P450s in rat liver mitochondria and microsomes.

Journal: Journal of pineal research 20081101

Title: MT3/QR2 melatonin binding site does not use melatonin as a substrate or a co-substrate.

Journal: Journal of pineal research 20081101

Title: Optimized synthesis of the melatonin metabolite N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK).

Journal: Journal of pineal research 20081001

Title: Novel pathway for N1-acetyl-5-methoxykynuramine: UVB-induced liberation of carbon monoxide from precursor N1-acetyl-N2-formyl-5-methoxykynuramine.

Journal: Journal of pineal research 20080501

Title: The co-catalytic effect of chlorpromazine on peroxidase-mediated oxidation of melatonin: enhanced production of N1-acetyl-N2-formyl-5-methoxykynuramine.

Journal: Journal of pineal research 20080301

Title: Melatonin: new places in therapy.

Journal: Bioscience reports 20071201

Title: The effect of melatonin and structural analogues on the lipid peroxidation of triglycerides enriched in omega-3 polyunsaturated fatty acids.

Journal: Life sciences 20070704

Title: Novel rhythms of N1-acetyl-N2-formyl-5-methoxykynuramine and its precursor melatonin in water hyacinth: importance for phytoremediation.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070601

Title: N1-acetyl-N2-formyl-5-methoxykynuramine modulates the cell cycle of malaria parasites.

Journal: Journal of pineal research 20070401

Title: The effect of pH on horseradish peroxidase-catalyzed oxidation of melatonin: production of N1-acetyl-N2-5-methoxykynuramine versus radical-mediated degradation.

Journal: Journal of pineal research 20070401

Title: AFMK, a melatonin metabolite, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice.

Journal: Journal of pineal research 20070401

Title: One molecule, many derivatives: a never-ending interaction of melatonin with reactive oxygen and nitrogen species?

Journal: Journal of pineal research 20070101

Title: Inhibition of neuronal nitric oxide synthase activity by N1-acetyl-5-methoxykynuramine, a brain metabolite of melatonin.

Journal: Journal of neurochemistry 20060901

Title: Melatonin and its kynurenin-like oxidation products affect the microbicidal activity of neutrophils.

Journal: Microbes and infection 20060201

Title: Reactions of the melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK) with the ABTS cation radical: identification of new oxidation products.

Journal: Redox report : communications in free radical research 20060101

Title: Superoxide-dependent oxidation of melatonin by myeloperoxidase.

Journal: The Journal of biological chemistry 20051118

Title: High concentrations of the melatonin metabolite, N1-acetyl-N2-formyl-5-methoxykynuramine, in cerebrospinal fluid of patients with meningitis: a possible immunomodulatory mechanism.

Journal: Journal of pineal research 20051001

Title: Interactions between melatonin and nicotinamide nucleotide: NADH preservation in cells and in cell-free systems by melatonin.

Journal: Journal of pineal research 20050901

Title: Anti-inflammatory actions of melatonin and its metabolites, N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK) and N1-acetyl-5-methoxykynuramine (AMK), in macrophages.

Journal: Journal of neuroimmunology 20050801

Title: Measurement of melatonin and its metabolites: importance for the evaluation of their biological roles.

Journal: Endocrine 20050701

Title: Neutrophils as a specific target for melatonin and kynuramines: effects on cytokine release.

Journal: Journal of neuroimmunology 20041101

Title: Oxidation of melatonin and its catabolites, N1-acetyl-N2 -formyl-5-methoxykynuramine and N1-acetyl-5-methoxykynuramine, by activated leukocytes.

Journal: Journal of pineal research 20041001

Title: Synthesis of internal labeled standards of melatonin and its metabolite N1-acetyl-N2-formyl-5-methoxykynuramine for their quantification using an on-line liquid chromatography-electrospray tandem mass spectrometry system.

Journal: Journal of pineal research 20040101

Title: Photocatalytic actions of the pesticide metabolite 2-hydroxyquinoxaline: destruction of antioxidant vitamins and biogenic amines - implications of organic redox cycling.

Journal: Redox report : communications in free radical research 20040101

Title: N1-acetyl-N2-formyl-5-methoxykynuramine is a product of melatonin oxidation in rats.

Journal: Journal of pineal research 20031101

Title: Oxidation of melatonin by singlet molecular oxygen (O2(1deltag)) produces N1-acetyl-N2-formyl-5-methoxykynurenine.

Journal: Journal of pineal research 20030901

Title: Radioimmunoassay of N-acetyl-N-formyl-5-methoxykynuramine (AFMK): a melatonin oxidative metabolite.

Journal: Life sciences 20030808

Title: Mechanistic and comparative studies of melatonin and classic antioxidants in terms of their interactions with the ABTS cation radical.

Journal: Journal of pineal research 20030501

Title: Oxidation of melatonin by carbonate radicals and chemiluminescence emitted during pyrrole ring cleavage.

Journal: Journal of pineal research 20030101

Title: Interferon-gamma independent oxidation of melatonin by macrophages.

Journal: Journal of pineal research 20030101

Title: Oxidation of melatonin by oxoferryl hemoglobin: a mechanistic study.

Journal: Free radical research 20011201

Title: N1-acetyl-N2-formyl-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20011001

Title: Oxidation of melatonin and tryptophan by an HRP cycle involving compound III.

Journal: Biochemical and biophysical research communications 20010914

Title: DNA oxidatively damaged by chromium(III) and H(2)O(2) is protected by the antioxidants melatonin, N(1)-acetyl-N(2)-formyl-5-methoxykynuramine, resveratrol and uric acid.

Journal: The international journal of biochemistry & cell biology 20010801

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