Preferred Name

melatonin
Synonyms

Melovine

Mela-T

Melatol

Circadin

Melatonex

Night Rest

MT6

N-Acetyl-5-methoxytryptamine

N-[2-(5-methoxyindol-3-yl)ethyl]acetamide

5-methoxy-N-acetyltryptamine

melatonine

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

Melatonin

melatonin

Definitions

A biogenic amine that is found in animals and plants. In mammals, melatonin is produced by the pineal gland. Its secretion increases in darkness and decreases during exposure to light. Melatonin is implicated in the regulation of sleep, mood, and reproduction. Melatonin is also an effective antioxidant. (PubChem) Pharmacology: Melatonin is a hormone normally produced in the pineal gland and released into the blood. The essential amino acid L-tryptophan is a precursor in the synthesis of melatonin. It helps regulate sleep-wake cycles or the circadian rhythm. Production of melatonin is stimulated by darkness and inhibited by light. High levels of melatonin induce sleep and so consumption of the drug can be used to combat insomnia and jet lag. Mechanism of action: Melatonin is a derivative of tryptophan. It binds to melatonin receptor type 1A, which then acts on adenylate cylcase and the inhibition of a cAMP signal transduction pathway. Melatonin not only inhibits adenylate cyclase, but it also activates phosphilpase C. This potentiates the release of arachidonate. Drug type: Approved. Small Molecule. Drug category: Adjuvants, Immunologic. Anticonvulsants. Antioxidants. Central Nervous System Depressants. Free Radical Scavengers A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans.

ID

http://purl.obolibrary.org/obo/CHEBI_16796

alternative label

N-Acetyl-5-methoxytryptamine

N-[2-(5-methoxyindol-3-yl)ethyl]acetamide

5-methoxy-N-acetyltryptamine

melatonine

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

Melatonin

melatonin

charge

0

createdDate

2007-09-19

database_cross_reference

HMDB:HMDB0001389

Wikipedia:Melatonin

PMID:8290600

PMID:18485664

KEGG:D08170

PDBeChem:ML1

KEGG:C01598

MetaCyc:N-ACETYL-5-METHOXY-TRYPTAMINE

DrugBank:DB01065

Beilstein:205542

LINCS:LSM-4779

PMID:18212404

PMID:16678784

CAS:73-31-4

Reaxys:205542

Drug_Central:1672

definition

A biogenic amine that is found in animals and plants. In mammals, melatonin is produced by the pineal gland. Its secretion increases in darkness and decreases during exposure to light. Melatonin is implicated in the regulation of sleep, mood, and reproduction. Melatonin is also an effective antioxidant. (PubChem) Pharmacology: Melatonin is a hormone normally produced in the pineal gland and released into the blood. The essential amino acid L-tryptophan is a precursor in the synthesis of melatonin. It helps regulate sleep-wake cycles or the circadian rhythm. Production of melatonin is stimulated by darkness and inhibited by light. High levels of melatonin induce sleep and so consumption of the drug can be used to combat insomnia and jet lag. Mechanism of action: Melatonin is a derivative of tryptophan. It binds to melatonin receptor type 1A, which then acts on adenylate cylcase and the inhibition of a cAMP signal transduction pathway. Melatonin not only inhibits adenylate cyclase, but it also activates phosphilpase C. This potentiates the release of arachidonate. Drug type: Approved. Small Molecule. Drug category: Adjuvants, Immunologic. Anticonvulsants. Antioxidants. Central Nervous System Depressants. Free Radical Scavengers

A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans.

formula

C13H16N2O2

has characteristic

http://purl.obolibrary.org/obo/CHEBI_176497

http://purl.obolibrary.org/obo/CHEBI_50847

http://purl.obolibrary.org/obo/CHEBI_77746

http://purl.obolibrary.org/obo/CHEBI_35488

http://purl.obolibrary.org/obo/CHEBI_75771

http://purl.obolibrary.org/obo/CHEBI_24621

http://purl.obolibrary.org/obo/CHEBI_35623

http://purl.obolibrary.org/obo/CHEBI_48578

has exact synonym

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

Melatonin

melatonin

has functional parent

http://purl.obolibrary.org/obo/CHEBI_16765

has role

http://purl.obolibrary.org/obo/CHEBI_176497

http://purl.obolibrary.org/obo/CHEBI_50847

http://purl.obolibrary.org/obo/CHEBI_77746

http://purl.obolibrary.org/obo/CHEBI_35488

http://purl.obolibrary.org/obo/CHEBI_75771

http://purl.obolibrary.org/obo/CHEBI_24621

http://purl.obolibrary.org/obo/CHEBI_35623

http://purl.obolibrary.org/obo/CHEBI_48578

has_alternative_id

CHEBI:25180

CHEBI:14577

CHEBI:6730

has_obo_namespace

chebi_ontology

has_related_synonym

N-Acetyl-5-methoxytryptamine

N-[2-(5-methoxyindol-3-yl)ethyl]acetamide

5-methoxy-N-acetyltryptamine

melatonine

id

CHEBI:16796

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

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

DRLFMBDRBRZALE-UHFFFAOYSA-N

label

melatonin

mass

232.283

modifiedDate

April 22, 2010

monoisotopicmass

232.12118

notation

CHEBI:16796

note

A biogenic amine that is found in animals and plants. In mammals, melatonin is produced by the pineal gland. Its secretion increases in darkness and decreases during exposure to light. Melatonin is implicated in the regulation of sleep, mood, and reproduction. Melatonin is also an effective antioxidant. (PubChem) Pharmacology: Melatonin is a hormone normally produced in the pineal gland and released into the blood. The essential amino acid L-tryptophan is a precursor in the synthesis of melatonin. It helps regulate sleep-wake cycles or the circadian rhythm. Production of melatonin is stimulated by darkness and inhibited by light. High levels of melatonin induce sleep and so consumption of the drug can be used to combat insomnia and jet lag. Mechanism of action: Melatonin is a derivative of tryptophan. It binds to melatonin receptor type 1A, which then acts on adenylate cylcase and the inhibition of a cAMP signal transduction pathway. Melatonin not only inhibits adenylate cyclase, but it also activates phosphilpase C. This potentiates the release of arachidonate. Drug type: Approved. Small Molecule. Drug category: Adjuvants, Immunologic. Anticonvulsants. Antioxidants. Central Nervous System Depressants. Free Radical Scavengers

A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans.

preferred label

melatonin

prefLabel

melatonin

smiles

C=1C=C(C=C2C(=CNC12)CCNC(=O)C)OC

synonym

Melovine

Mela-T

Melatol

Circadin

Melatonex

Night Rest

MT6

subClassOf

http://purl.obolibrary.org/obo/CHEBI_27162

http://purl.obolibrary.org/obo/CHEBI_22160

http://purl.obolibrary.org/obo/BFO_0000004

http://uri.neuinfo.org/nif/nifstd/sao1430127373

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