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Merck
CN

A2355

AFMK

≥98% (HPLC), solid

别名:

N-[3-[2-(Formylamino)-5-methoxyphenyl]-3-oxopropyl]acetamide, NSC 688263

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关于此项目

经验公式(希尔记法):
C13H16N2O4
化学文摘社编号:
分子量:
264.28
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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)

SMILES string

COc1ccc(NC=O)c(c1)C(=O)CCNC(C)=O

InChI key

JYWNYMJKURVPFH-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL, H2O: insoluble

storage temp.

2-8°C

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Biochem/physiol Actions

AFMK is a melatonin metabolite first detected in rat brain; demonstrates antioxidant and free radical scavenging activities in several experimental models; inhibits LPS-mediated production of TNFα and IL-8 in neutrophils; useful tool in the study of melatonin metabolism.
AFMK is a melatonin oxidation product.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

Lot/Batch Number

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Kailash Manda et al.
Journal of pineal research, 45(4), 430-438 (2008-07-18)
Evaluation of potential health effects from high energy charged particle radiation exposure during long duration space travel is important for the future of manned missions. Cognitive health of an organism is considered to be maintained by the capacity of hippocampal
Natasa Dragicevic et al.
Journal of pineal research, 51(1), 75-86 (2011-03-02)
Mitochondrial dysfunction is a hallmark of Alzheimer's disease (AD) and is observed in mutant amyloid precursor protein (APP) transgenic mouse models of familial AD. Melatonin is a potent antioxidant, can prevent toxic aggregation of Alzheimer's beta-amyloid (Aβ) peptide and, when
Valdecir F Ximenes et al.
Journal of pineal research, 49(2), 115-122 (2010-06-16)
Melatonin is widely known for its antioxidant, immunomodulatory, and anti-inflammatory effects. Hypochlorous acid (HOCl) is one example of an endogenous oxidant that is promptly neutralized by melatonin. Melatonin also inhibits myeloperoxidase, the enzyme that catalyzes the oxidation of chloride to
Valdecir F Ximenes et al.
Journal of pineal research, 42(3), 291-296 (2007-03-14)
There is a growing body of evidence that melatonin and its oxidation product, N(1)-acetyl-N(2)-formyl-5-methoxykynuramine (AFMK), have anti-inflammatory properties. From a nutritional point of view, the discovery of melatonin in plant tissues emphasizes the importance of its relationship with plant peroxidases.
S O Silva et al.
Journal of neuroimmunology, 156(1-2), 146-152 (2004-10-07)
A growing body of evidence suggests that the pineal hormone, melatonin, has immunomodulatory properties, although very little is known about its effect on leukocytes. Therefore, we aimed to investigate the effect of melatonin and its oxidation product N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK) on

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