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AFMK

CAT: 0804-HY-113314-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-113314-02Size:5 mg
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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[1][2]. AFMK improves the anti-tumor effect of Gemcitabine in PANC-1 cells through the modulation of apoptotic pathway[3].
CAS Number
52450-38-1
UNSPSC
12352005
Hazard Statement
H301
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/afmk.html
Purity
99.97
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
CC(NCCC(C1=CC(OC)=CC=C1NC=O)=O)=O
Molecular Formula
C13H16N2O4
Molecular Weight
264.28
Precautions
H301
References & Citations
[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.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

N1-acetyl-N2-formyl-5-methoxykynuramine

N-gamma-Acetyl-N-2-Formyl-5-Methoxykynurenamine is an aromatic ketone.

CAS Number52450-38-1
PubChem CID171161
IUPAC NameN-[3-(2-formamido-5-methoxyphenyl)-3-oxopropyl]acetamide
Molecular FormulaC13H16N2O4
Molecular Weight264.28
XLogP0.6
Topological Polar Surface Area84.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count19
Formal Charge0
Complexity333
SMILES
CC(=O)NCCC(=O)C1=C(C=CC(=C1)OC)NC=O
InChI
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)
InChIKey
JYWNYMJKURVPFH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N1-acetyl-N2-formyl-5-methoxykynuramine
CAS: 52450-38-1
CID: 171161
Formula: C13H16N2O4
MW: 264.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight264.28
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass264.11100700
Monoisotopic Mass264.11100700
Topological Polar Surface Area84.5 Ų
Heavy Atom Count19
Formal Charge0
Complexity333
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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