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A1824

Sigma-Aldrich

N-Acetyl-5-hydroxytryptamine

≥99% (HPLC), powder, antioxidant

Synonyme(s) :

N-Acetylserotonin, Normelatonin

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About This Item

Formule empirique (notation de Hill):
C12H14N2O2
Numéro CAS:
1210-83-9
Poids moléculaire :
218.25
Numéro CE :
214-916-5
Numéro MDL:
MFCD00005656
Code UNSPSC :
12352209
ID de substance PubChem :
24278209
Nomenclature NACRES :
NA.32

product name

N-Acetyl-5-hydroxytryptamine, ≥99% (HPLC), powder

Niveau de qualité

200

Pureté

≥99% (HPLC)

Forme

powder

Couleur

white to faint yellow

Pf

120-122 °C (lit.)

Solubilité

ethanol: 50 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

MVAWJSIDNICKHF-UHFFFAOYSA-N

Informations sur le gène

human ... MTNR1A(4543) , MTNR1B(4544)

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Description générale

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.

Actions biochimiques/physiologiques

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.
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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

J Vanecek et al.
Endocrinology, 126(3), 1509-1513 (1990-03-01)
Melatonin's transduction mechanisms were investigated using in vitro cultured anterior hemipituitaries. Melatonin inhibited cAMP and 3',5'-cyclic GMP accumulation in neonatal rat anterior pituitary stimulated with LHRH. Maximal inhibitory effect was reached within 25 min and persisted for at least 20
Jimo Borjigin et al.
Molecular and cellular endocrinology, 349(1), 13-19 (2011-07-26)
The pineal gland is a neuroendocrine organ of the brain. Its main task is to synthesize and secrete melatonin, a nocturnal hormone with diverse physiological functions. This review will focus on the central and pineal mechanisms in generation of mammalian
J K Yao et al.
Molecular psychiatry, 15(9), 938-953 (2009-04-30)
Schizophrenia is characterized by complex and dynamically interacting perturbations in multiple neurochemical systems. In the past, evidence for these alterations has been collected piecemeal, limiting our understanding of the interactions among relevant biological systems. Earlier, both hyper- and hyposerotonemia were
Izabela Sadowska-Woda et al.
Toxicology in vitro : an international journal published in association with BIBRA, 24(3), 879-884 (2009-12-08)
beta-Cyfluthrin is one of the most widely used type II pyrethroid in agriculture. The aim of this study was to examine (1) the possibility of beta-cyfluthrin to induce oxidative stress in human erythrocytes in vitro and its effect on catalase
C S Pang et al.
Biological signals, 4(6), 311-324 (1995-11-01)
We have compared the pharmacological characteristics of 2-[125I]iodomelatonin binding to crude membrane preparations of the lung, spleen, brain and kidney of chicken. Saturation studies indicated significant differences (p < 0.05) in the equilibrium dissociation constant (Kd) and maximum number of
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