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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Dose finding of melatonin for chronic idiopathic childhood sleep onset insomnia: an RCT. | 2010-10 |
|
| Antiinflammatory activity of melatonin in central nervous system. | 2010-09 |
|
| Neurotoxins: free radical mechanisms and melatonin protection. | 2010-09 |
|
| The role of mitochondria in brain aging and the effects of melatonin. | 2010-09 |
|
| Melatonin metabolism in the central nervous system. | 2010-09 |
|
| Altered time structure of neuro-endocrine-immune system function in lung cancer patients. | 2010-06-21 |
|
| Evaluation of urinary 6-hydroxymelatonin sulphate excretion in women at different age with irritable bowel syndrome. | 2010-06 |
|
| A novel endogenous indole protects rodent mitochondria and extends rotifer lifespan. | 2010-04-21 |
|
| Longitudinal associations between endogenous melatonin production and reported sleep duration from childhood to early adulthood. | 2010 |
|
| Shift work, jet lag, and female reproduction. | 2010 |
|
| Urinary 6-sulfatoxymelatonin level in age-related macular degeneration patients. | 2009-08-21 |
|
| [Melatonin secretion and metabolism in patients with irritable bowel syndrome]. | 2009-05 |
|
| Influences of twilight on diurnal variation of core temperature, its nadir, and urinary 6-hydroxymelatonin sulfate during nocturnal sleep and morning drowsiness. | 2009-03 |
|
| Gene structures, biochemical characterization and distribution of rat melatonin receptors. | 2009-01 |
|
| [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 |
|
| Efficacy of wrists overnight compression (HT 7 point) on insomniacs: possible role of melatonin? | 2008-12 |
|
| Metabolism of melatonin by cytochrome P450s in rat liver mitochondria and microsomes. | 2008-11 |
|
| An autonomous circadian clock in the inner mouse retina regulated by dopamine and GABA. | 2008-10-14 |
|
| Melatonin combats molecular terrorism at the mitochondrial level. | 2008-09 |
|
| Geomagnetic activity and human melatonin metabolite excretion. | 2008-06-13 |
|
| A metabolomic perspective of melatonin metabolism in the mouse. | 2008-04 |
|
| The role of melatonin in the pathogenesis of hypertension in rats with metabolic syndrome. | 2008-03 |
|
| Neuroendocrine features in extreme longevity. | 2008-02 |
|
| Melatonin: new places in therapy. | 2007-12 |
|
| 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. | 2007-11-01 |
|
| 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. | 2007-06 |
|
| 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. | 2007-06 |
|
| [24-hour urinary 6-hydroxymelatonin sulfate excretion in patients with ulcerative colitis]. | 2007-05 |
|
| Melatonin the "light of night" in human biology and adolescent idiopathic scoliosis. | 2007-04-04 |
|
| One molecule, many derivatives: a never-ending interaction of melatonin with reactive oxygen and nitrogen species? | 2007-01 |
|
| Visual impairment and circadian rhythm disorders. | 2007 |
|
| Comparison of 6-hydroxylmelatonin or melatonin in protecting neurons against ischemia/reperfusion-mediated injury. | 2006-11 |
|
| Constitutive and UV-induced metabolism of melatonin in keratinocytes and cell-free systems. | 2006-07 |
|
| Occupational magnetic field exposure and melatonin: interaction with light-at-night. | 2006-07 |
|
| Association between adolescent idiopathic scoliosis prevalence and age at menarche in different geographic latitudes. | 2006-05-23 |
|
| Preparation and identification of anti-melatonin monoclonal antibodies. | 2006-05 |
|
| Urinary metabolites and antioxidant products of exogenous melatonin in the mouse. | 2006-05 |
|
| The effects of melatonin, N-acetylserotonin, and 6-hydroxymelatonin on the ultrastructure of the pinealocytes of the Syrian hamster (Mesocricetus auratus). | 2006-04-01 |
|
| On-line preconcentration techniques in determination of melatonin and its precursors/metabolites using micellar electrokinetic chromatography. | 2006-02-03 |
|
| Bupropion SR in adults with ADHD: a short-term, placebo-controlled trial. | 2005-09 |
|
| Melatonin. | 2002-03 |
|
| Sequential cerebrospinal fluid and plasma sampling in humans: 24-hour melatonin measurements in normal subjects and after peripheral sympathectomy. | 1991-04 |
|
| The correlation between serum and salivary melatonin concentrations and urinary 6-hydroxymelatonin sulphate excretion rates: two non-invasive techniques for monitoring human circadian rhythmicity. | 1987-10 |
|
| Melatonin secretion in humans assessed by measuring its metabolite, 6-sulfatoxymelatonin. | 1987-08 |
|
| Disturbed function of the pineal gland in familial amyloid polyneuropathy. | 1987 |
|
| Characterization of a retinal melatonin receptor. | 1985-08 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:59:40 GMT 2025
by
admin
on
Mon Mar 31 21:59:40 GMT 2025
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| Record UNII |
TV437T5077
|
| Record Status |
Validated (UNII)
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| Record Version |
|
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Preferred Name | English |
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2208-41-5
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DTXSID00176577
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TV437T5077
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28736
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C207955
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1864
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6-Hydroxymelatonin
Created by
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|---|---|---|---|---|
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