AFMK
AFMK Basic information
- Product Name:
- AFMK
- Synonyms:
-
- AFMK
- N-G-ACETYL-N-2-FORMYL-5-METHOXYKYNURENAMINE
- NSC 688263
- N-[3-[2-(FORMYLAMINO)-5-METHOXYPHENYL]-3-OXOPROPYL]ACETAMIDE
- N-g-Acetyl-N-2-formyl-5-methoxzykynurenamine
- Acetyl-N-formyl-5-methoxykynurenamine
- N-[3-(2-formamido-5-methoxy-phenyl)-3-oxo-propyl]acetamide
- N-acetyl-N-formyl-5-methoxykynurenamine
- CAS:
- 52450-38-1
- MF:
- C13H16N2O4
- MW:
- 264.28
- Product Categories:
-
- Aromatics
- Metabolites & Impurities
- Various Metabolites and Impurities
- Metabolites
- Mol File:
- 52450-38-1.mol
AFMK Chemical Properties
- Melting point:
- 138-140°C
- Boiling point:
- 589.4±50.0 °C(Predicted)
- Density
- 1.216±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: >10 mg/mL
- form
- solid
- pka
- 13.79±0.70(Predicted)
- color
- white
MSDS
- Language:English Provider:SigmaAldrich
AFMK Usage And Synthesis
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. AFMK has antioxidant and free radical scavenging activities in several experimental models. AFMK may also be measured in plasma as an index of melatonin synthesis and metabolism.
Chemical Properties
Light Brown Solid
Uses
A metabolite of melatonin (M215000).
Definition
ChEBI: N-gamma-Acetyl-N-2-Formyl-5-Methoxykynurenamine is an aromatic ketone.
in vivo
AFMK is a potent antioxidant in vivo. AFMK significantly reverses radiation-induced decline in the total antioxidant capacity of plasma in mice[2].
| Animal Model: | Male C57BL mice 8 wk of age[2] |
| Dosage: | 10 mg/kg body weight |
| Administration: | Intraperitoneal injection |
| Result: | Radiation-induced decline in the total antioxidant capacity of plasma was significantly reversed in AFMK pretreated mice. AFMK-pretreated irradiated groups showed a significantly lower value of comet tail length and % DNA in tail. |
IC 50
Human Endogenous Metabolite
References
[1] F. HIRATA. In vitro and in vivo formation of two new metabolites of melatonin.[J]. The Journal of Biological Chemistry, 1974, 3 1: 1311-1313. DOI: 10.1016/s0021-9258(19)42976-1
[2] DUN-XIAN TAN. N1-acetyl-N2-formyl-5-methoxykynuramine, a biogenic amine and melatonin metabolite, functions as a potent antioxidant[J]. FASEB Journal, 2001, 15 12: 1-16. DOI: 10.1096/fj.01-0309fje
[3] CATHERINE HARTHé . Radioimmunoassay of N-acetyl-N-formyl-5-methoxykynuramine (AFMK): a melatonin oxidative metabolite[J]. Life sciences, 2003, 73 12: Pages 1587-1597. DOI: 10.1016/s0024-3205(03)00483-1
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