An antioxidant metabolite of melatonin
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Active Metabolite(s)
34688AMK (hydrochloride)
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AFMK

Item No. 10005254

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[3-[2-(formylamino)-5-methoxyphenyl]-3-oxypropyl]-acetamide
CAS Number
52450-38-1
Synonyms
  • N-acetyl-N-formyl-5-Methoxykynuramine
  • NSC 688263
Molecular Formula
C13H16N2O4
Formula Weight
264.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
236, 266, 352 nm
SMILES
O=CNc1ccc(OC)cc1C(=O)CCNC(=O)C
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $26

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    5 mg

    $98

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    10 mg

    $147

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    50 mg

    $481

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    Product Description

    Melatonin is a neurotransmitter widely distributed in eukaryotes and is closely linked to circadean rhythms in mammals including humans. AFMK is a melatonin metabolite first identified in rat brain.1 AFMK has antioxidant and free radical scavenging activities in several experimental models.2 AFMK may also be measured in plasma as an index of melatonin synthesis and metabolism.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hirata, F., Hayaishi, O., Tokuyama, T., et al. In vitro and in vivo formation of two new metabolites of melatonin. The Journal of Biological Chemisty 249(4), 1311-1313 (1974).

    2. Tan, D.X., Manchester, L.C., Burkhardt, S., et al. N1-acetyl-N2-formyl-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant. The FASEB Journal 15(12), 2294-2296 (2001).

    3. Harthé, C., Claudy, D., Déchaud, H., et al. Radioimmunoassay of N-acetyl-N-formyl-5-methoxykynuramine (AFMK): A melatonin oxidative metabolite. Life Sci. 73(12), 1587-1597 (2003).