AFMK free base

AFMK, antioxidant metabolite of Melatonin, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice.

For research use only. Not for human or veterinary use.

Target Endogenous Metabolite

Research area Cancer

Purity >98% Stock Inquire

Data Sheet SDS COA

AFMK structure

CAS No.: 52450-38-1

Download structure (.mol)

Pack sizes & pricing

Size	Price	SKU	Stock
250 mg	USD 620.00	BP-02169-100mg	In stock	Get quote
500 mg	USD 1,020.00	BP-02169-500mg	In stock	Get quote
1 g	USD 1,620.00	BP-02169-1g	In stock	Get quote
2 g	USD 2,600.00	BP-02169-2g	In stock	Get quote
3 g	USD 3,160.00	BP-02169-3g	In stock	Get quote

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Description

AFMK, antioxidant metabolite of Melatonin, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice. AFMK is a poorer scavenger. The pKa of AFMK at physiological pH is 8.7. Antioxidant capacity. AFMK improves the anti-tumor effect of Gemcitabine in PANC-1 cells through the modulation of apoptotic pathway.

Biological activity

In Vitro AFMK is one of the metabolites of melatonin and can be formed by both enzymatic or pseudoenzymatic and nonenzymatic metabolic pathways. AFMK pretreatment significantly inhibits DNA damage. AFMK shows a very high level of in vitro hydroxyl radical scavenging potential which was measured by an electron spin resonance (ESR) study. IC50 values resulting from ESR analysis was 338.08 nM. AFMK, a melatonin metabolite, is a sparingly investigated biogenic amine. AFMK administered to PANC-1 in combination with Gemcitabine inhibits the production of HSP70 and cIAP-2 as compared to the results obtained with Gemcitabine alone. In Vivo AFMK is a potent antioxidant in vivo. AFMK significantly reverses radiation-induced decline in the total antioxidant capacity of plasma in mice.

Identifiers

SMILES: CC(NCCC(C1=CC(OC)=CC=C1NC=O)=O)=O
InChIKey: JYWNYMJKURVPFH-UHFFFAOYSA-N

Specifications

MW (average): 264.2771
Formula: C₁₃H₁₆N₂O₄
CAS No.: 52450-38-1
Physical state: Solid
Color: Light yellow to light brown
Shipping: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage: Powder -20℃ 3 years; In solvent -20℃ 1 month;

Solubility

Soluble in DMSO : 50 mg/mL

Documents

References

[1]. Annia Galano, et al. On the free radical scavenging activities of melatonin's metabolites, AFMK and AMK. J Pineal Res. 2013 Apr;54(3):245-57.

[2]. Kailash Manda, et al. AFMK, a melatonin metabolite, attenuates X-ray-induced oxidative damage to DNA, proteins and lipids in mice. J Pineal Res. 2007 Apr;42(4):386-93.

[3]. Anna Leja-Szpak, et al. Melatonin and its metabolite N1-acetyl-N2-formyl-5-methoxykynuramine (afmk) enhance chemosensitivity to gemcitabine in pancreatic carcinoma cells (PANC-1). Pharmacol Rep. 2018 Dec;70(6):1079-1088.

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