A1824

N-Acetyl-5-hydroxytryptamine

≥99% (HPLC), powder, antioxidant

• Synonym(s): N-Acetylserotonin, Normelatonin
• Empirical Formula (Hill Notation): C₁₂H₁₄N₂O₂
• CAS Number: 1210-83-9
• Molecular Weight: 218.25
• EC Number: 214-916-5
• MDL number: MFCD00005656
• UNSPSC Code: 12352209
• PubChem Substance ID: 24278209
• NACRES: NA.32

Properties

• Product Name: N-Acetyl-5-hydroxytryptamine, ≥99% (HPLC), powder
• Quality Level: 200
• 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)

Description

General description

N-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway.[1]

Application

N-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects on Krüppel-like factor 15 (KLF15) expression.[2]

Biochem/physiol Actions

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.[3] 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.[1]

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)