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Melatonin
Melatonin
Synonyms N-acetyl-5-methoxytryptamine
Brand names Circadin
IUPAC name

IUPAC name
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
ChemSpider

872

DrugBank

DB01065

PubChem

896

PDB fields

N/A

Formula

C13H16N2O2

InChI
InChI
1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)
InChIKey
InChIKey
DRLFMBDRBRZALE-UHFFFAOYSA-N
SMILES
SMILES
CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC
(Jmol 3D structure)
Mol. mass

232.2783 g/mol

Melatonin is a hormone and neurotransmitter that is involved in mostly regulating sleep.[1] It is synthesized in the pineal gland from serotonin.[1] Although a role in mood has also been suggested, based on the efficacy of a melatonin agonist and 5-HT2C antagonist, agomelatine. Melatonin acts on two receptor subtypes: MT1 and MT2. Melatonin increases GABA and serotonin concentrations in certain brain regions, especially those involved in sleep; it also enhances pyridoxal-kinase activity, hence accelerating the synthesis of GABA, dopamine and serotonin.[1] It also inhibits gonadal development and is involved in protective skin colouration in response to sunlight.[1]

External linksEdit

Reference listEdit

  1. 1.0 1.1 1.2 1.3 Brayfield, A, ed. (09 May 2014). "Melatonin". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 20 August 2014.  Check date values in: |date= (help)

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