loading...| Preferred Name |
melatonin |
|
| Synonyms |
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide Melatonin melatonin N-Acetyl-5-methoxytryptamine N-[2-(5-methoxyindol-3-yl)ethyl]acetamide 5-methoxy-N-acetyltryptamine melatonine Melovine Mela-T Melatol Circadin Melatonex Night Rest MT6 |
|
| 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 |
|
| 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 |
|
| formula |
C13H16N2O2 |
|
| has exact synonym |
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide Melatonin melatonin |
|
| has functional parent | ||
| 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 |
|
| 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 | ||
| 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 |
|
| 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 |