SMB01335

N¹-Acetyl-N²-formyl-5-methoxykynuramine

≥95% (HPLC)

• Synonym(s): AFMK, AFMKA, NSC-688263, NSC688263, N-[3-[2-(Formylamino)-5-methoxyphenyl]-3-oxopropyl]acetamide, NSC 688263
• Empirical Formula (Hill Notation): C₁₃H₁₆N₂O₄
• CAS Number: 52450-38-1
• Molecular Weight: 264.28
• MDL number: MFCD02683241
• UNSPSC Code: 12352116

Properties

• Quality Level: 200
• Assay: ≥95% (HPLC)
• form: solid
• storage temp.: 2-8°C
• SMILES string: COc1ccc(NC=O)c(c1)C(=O)CCNC(C)=O
• 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)
• InChI key: JYWNYMJKURVPFH-UHFFFAOYSA-N

Description

General description

Melatonin and its metabolites are being studied for their antioxidant properties and their protective effects against oxidative stress in both mammals and in plants. N¹-Acetyl-5-methoxykynuramine (AMK) and its direct precursor N¹-acetyl-N²-formyl-5-methoxykynuramine (AFMK) are two metabolites that contribute to the antioxidant properties of melatonin.

Application

Metabolomics research

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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 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