Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H16N2O3 |
Molecular Weight | 248.2777 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC2=C(NC=C2CCNC(C)=O)C=C1O
InChI
InChIKey=OMYMRCXOJJZYKE-UHFFFAOYSA-N
InChI=1S/C13H16N2O3/c1-8(16)14-4-3-9-7-15-11-6-12(17)13(18-2)5-10(9)11/h5-7,15,17H,3-4H2,1-2H3,(H,14,16)
Molecular Formula | C13H16N2O3 |
Molecular Weight | 248.2777 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1945 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10696085 |
9.23 null [pKi] | ||
Target ID: CHEMBL1946 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10696085 |
8.79 null [pKi] |
PubMed
Title | Date | PubMed |
---|---|---|
Characterization of a retinal melatonin receptor. | 1985 Aug |
|
Disturbed function of the pineal gland in familial amyloid polyneuropathy. | 1987 |
|
Melatonin secretion in humans assessed by measuring its metabolite, 6-sulfatoxymelatonin. | 1987 Aug |
|
The correlation between serum and salivary melatonin concentrations and urinary 6-hydroxymelatonin sulphate excretion rates: two non-invasive techniques for monitoring human circadian rhythmicity. | 1987 Oct |
|
Sequential cerebrospinal fluid and plasma sampling in humans: 24-hour melatonin measurements in normal subjects and after peripheral sympathectomy. | 1991 Apr |
|
Melatonin. | 2002 Mar |
|
Oxidative DNA damage induced by a melatonin metabolite, 6-hydroxymelatonin, via a unique non-o-quinone type of redox cycle. | 2004 Nov 1 |
|
Increase in 6-hydroxymelatonin excretion in humans during ascent to high altitudes. | 2004 Sep |
|
6-Hydroxymelatonin protects against quinolinic-acid-induced oxidative neurotoxicity in the rat hippocampus. | 2005 Jul |
|
Bupropion SR in adults with ADHD: a short-term, placebo-controlled trial. | 2005 Sep |
|
Constitutive and UV-induced metabolism of melatonin in keratinocytes and cell-free systems. | 2006 Jul |
|
Occupational magnetic field exposure and melatonin: interaction with light-at-night. | 2006 Jul |
|
Preparation and identification of anti-melatonin monoclonal antibodies. | 2006 May |
|
Association between adolescent idiopathic scoliosis prevalence and age at menarche in different geographic latitudes. | 2006 May 23 |
|
Comparison of 6-hydroxylmelatonin or melatonin in protecting neurons against ischemia/reperfusion-mediated injury. | 2006 Nov |
|
Visual impairment and circadian rhythm disorders. | 2007 |
|
Melatonin the "light of night" in human biology and adolescent idiopathic scoliosis. | 2007 Apr 4 |
|
Melatonin: new places in therapy. | 2007 Dec |
|
One molecule, many derivatives: a never-ending interaction of melatonin with reactive oxygen and nitrogen species? | 2007 Jan |
|
Combined influences of gradual changes in room temperature and light around dusk and dawn on circadian rhythms of core temperature, urinary 6-hydroxymelatonin sulfate and waking sensation just after rising. | 2007 Jun |
|
Physiological significance of cyclic changes in room temperature around dusk and dawn for circadian rhythms of core and skin temperature, urinary 6-hydroxymelatonin sulfate, and waking sensation just after rising. | 2007 Jun |
|
[24-hour urinary 6-hydroxymelatonin sulfate excretion in patients with ulcerative colitis]. | 2007 May |
|
Metabonomics evaluations of age-related changes in the urinary compositions of male Sprague Dawley rats and effects of data normalization methods on statistical and quantitative analysis. | 2007 Nov 1 |
|
A metabolomic perspective of melatonin metabolism in the mouse. | 2008 Apr |
|
Efficacy of wrists overnight compression (HT 7 point) on insomniacs: possible role of melatonin? | 2008 Dec |
|
Neuroendocrine features in extreme longevity. | 2008 Feb |
|
Geomagnetic activity and human melatonin metabolite excretion. | 2008 Jun 13 |
|
The role of melatonin in the pathogenesis of hypertension in rats with metabolic syndrome. | 2008 Mar |
|
Metabolism of melatonin by cytochrome P450s in rat liver mitochondria and microsomes. | 2008 Nov |
|
An autonomous circadian clock in the inner mouse retina regulated by dopamine and GABA. | 2008 Oct 14 |
|
Melatonin combats molecular terrorism at the mitochondrial level. | 2008 Sep |
|
[The role of melatonin in the development of metabolic syndrome]. | 2009 |
|
New approaches in the management of insomnia: weighing the advantages of prolonged-release melatonin and synthetic melatoninergic agonists. | 2009 |
|
Restless legs syndrome: differential diagnosis and management with rotigotine. | 2009 |
|
Consequences of the timing of menarche on female adolescent sleep phase preference. | 2009 |
|
Uncovering metabolic pathways relevant to phenotypic traits of microbial genomes. | 2009 |
|
Urinary 6-sulfatoxymelatonin level in age-related macular degeneration patients. | 2009 Aug 21 |
|
Gene structures, biochemical characterization and distribution of rat melatonin receptors. | 2009 Jan |
|
Influences of twilight on diurnal variation of core temperature, its nadir, and urinary 6-hydroxymelatonin sulfate during nocturnal sleep and morning drowsiness. | 2009 Mar |
|
[Melatonin secretion and metabolism in patients with irritable bowel syndrome]. | 2009 May |
|
Longitudinal associations between endogenous melatonin production and reported sleep duration from childhood to early adulthood. | 2010 |
|
Shift work, jet lag, and female reproduction. | 2010 |
|
A novel endogenous indole protects rodent mitochondria and extends rotifer lifespan. | 2010 Apr 21 |
|
Evaluation of urinary 6-hydroxymelatonin sulphate excretion in women at different age with irritable bowel syndrome. | 2010 Jun |
|
Altered time structure of neuro-endocrine-immune system function in lung cancer patients. | 2010 Jun 21 |
|
Dose finding of melatonin for chronic idiopathic childhood sleep onset insomnia: an RCT. | 2010 Oct |
|
Antiinflammatory activity of melatonin in central nervous system. | 2010 Sep |
|
Neurotoxins: free radical mechanisms and melatonin protection. | 2010 Sep |
|
The role of mitochondria in brain aging and the effects of melatonin. | 2010 Sep |
|
Melatonin metabolism in the central nervous system. | 2010 Sep |
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:18:29 UTC 2023
by
admin
on
Sat Dec 16 08:18:29 UTC 2023
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Record UNII |
TV437T5077
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Record Status |
Validated (UNII)
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Record Version |
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Systematic Name | English |
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2208-41-5
Created by
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DTXSID00176577
Created by
admin on Sat Dec 16 08:18:29 UTC 2023 , Edited by admin on Sat Dec 16 08:18:29 UTC 2023
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TV437T5077
Created by
admin on Sat Dec 16 08:18:29 UTC 2023 , Edited by admin on Sat Dec 16 08:18:29 UTC 2023
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28736
Created by
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1864
Created by
admin on Sat Dec 16 08:18:29 UTC 2023 , Edited by admin on Sat Dec 16 08:18:29 UTC 2023
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6-Hydroxymelatonin
Created by
admin on Sat Dec 16 08:18:29 UTC 2023 , Edited by admin on Sat Dec 16 08:18:29 UTC 2023
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PRIMARY |
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