All Photos(1)

855480

Sigma-Aldrich

N-Acetyl-5-hydroxytryptamine

99%

Synonym(s):
N-Acetylserotonin, Normelatonin
Empirical Formula (Hill Notation):
C12H14N2O2
CAS Number:
Molecular Weight:
218.25
EC Number:
MDL number:
PubChem Substance ID:

assay

99%

mp

120-122 °C (lit.)

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

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Certificate of Analysis

Certificate of Origin

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...
Eliângela Lima et al.
Epilepsy & behavior : E&B, 20(4), 607-612 (2011-04-02)
The goal of this study was to verify the effects of treatment with melatonin and N-acetylserotonin on the pilocarpine-induced epilepsy model. The animals were divided into four groups: (1) animals treated with saline (Saline); (2) animals that received pilocarpine and...
Kiyoon Kang et al.
Journal of pineal research, 49(2), 176-182 (2010-07-01)
Serotonin N-acetyltransferase (SNA), a rate-limiting enzyme in melatonin biosynthesis in vertebrates, is responsible for the production of N-acetylserotonin; this molecule is then converted to melatonin by hydroxyindole-O-methyltransferase. We generated transgenic rice plants via expression of the human SNA gene under...
Pradoldej Sompol et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(21), 8844-8849 (2011-05-11)
N-acetylserotonin (NAS), the immediate precursor of melatonin, the pineal gland indole, is regulated in a circadian rhythm. NAS swiftly activates TrkB in a circadian manner and exhibits antidepressant effect in a TrkB-dependent manner. Here we show that NAS regulates an...
Roseli Barbosa et al.
Life sciences, 82(9-10), 529-535 (2008-01-29)
Calcium is an important second messenger in the rat pineal gland, as well as cAMP. They both contribute to melatonin synthesis mediated by the three main enzymes of the melatonin synthesis pathway: tryptophan hydroxylase, arylalkylamine N-acetyltransferase and hydroxyindole-O-methyltransferase. The cytosolic...

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