A1824
N-Acetyl-5-hydroxytryptamine
≥99% (HPLC), powder, antioxidant
Sinónimos:
N-Acetylserotonin, Normelatonin
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Fórmula empírica (notación de Hill):
C12H14N2O2
Número CAS:
Peso molecular:
218.25
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
214-916-5
MDL number:
Servicio técnico
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Permítanos ayudarleNombre del producto
N-Acetyl-5-hydroxytryptamine, ≥99% (HPLC), powder
Quality Level
assay
≥99% (HPLC)
form
powder
color
white to faint yellow
mp
120-122 °C (lit.)
solubility
ethanol: 50 mg/mL
storage temp.
2-8°C
SMILES string
CC(=O)NCCc1c[nH]c2ccc(O)cc12
InChI
1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
InChI key
MVAWJSIDNICKHF-UHFFFAOYSA-N
Gene Information
human ... MTNR1A(4543), MTNR1B(4544)
General description
N-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway.
Application
N-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects on Krüppel-like factor 15 (KLF15) expression.
Biochem/physiol Actions
Immediate precursor of melatonin. It is formed from serotonin and acetyl-CoA in a reaction catalyzed by serotonin N-acetyl transferase, the rate-limiting enzyme in melatonin biosynthesis. This indoleamine is a weak agonist at melatonin receptors, and has moderate effects on G-protein stimulation and inhibition of cAMP accumulation.
N-acetyl-serotonin (NAS/normelatonin) can act as a shelter to neurons due to its protecting ability against oxidative challenges. It can also repress the actions of the transcription factor NF-kappaB. NAS possesses antioxidant and antiaging actions. It has protective action against β-amyloid induced neurotoxicity. It helps to maintain the optimal fluidity of the biological membranes.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.
N-Acetylserotonin and 6-hydroxymelatonin against oxidative stress: Implications for the overall protection exerted by melatonin
A?lvarez DR, et al.
The Journal of Physical Chemistry B, 119(27), 8535-8543 (2015)
N-acetyl-serotonin (normelatonin) and melatonin protect neurons against oxidative challenges and suppress the activity of the transcription factor NF-kappaB
Lezoualch F, et al.
Journal of Pineal Research, 24(3), 168-178 (1998)
Gianluca Tosini et al.
The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry, 18(6), 645-653 (2012-05-16)
N-Acetylserotonin (NAS) is a naturally occurring chemical intermediate in biosynthesis of melatonin. Previous studies have shown that NAS has different brain distribution patterns from those of serotonin and melatonin, suggesting that NAS might have functions other than as a precursor