461326
Melatonin
≥99.5%
Synonym(s):
N-Acetyl-5-methoxytryptamine
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About This Item
Empirical Formula (Hill Notation):
C13H16N2O2
CAS Number:
Molecular Weight:
232.28
Beilstein:
205542
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Assay
≥99.5%
form
powder
mp
116.5-118 °C (lit.)
SMILES string
COc1ccc2[nH]cc(CCNC(C)=O)c2c1
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)
InChI key
DRLFMBDRBRZALE-UHFFFAOYSA-N
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Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Reuben K Wong et al.
Digestive diseases and sciences, 60(1), 186-194 (2014-08-06)
Probiotics have treatment efficacy in irritable bowel syndrome (IBS), but the exact mechanism remains obscure. One hypothesis is the mediation of melatonin levels, leading to changes in IBS symptoms. The purpose of this study was to evaluate the effects of
Wen-Long Sheng et al.
PloS one, 10(2), e0117967-e0117967 (2015-02-26)
Intrinsically photosensitive retinal ganglion cells (ipRGCs) are involved in circadian and other non-image forming visual responses. An open question is whether the activity of these neurons may also be under the regulation mediated by the neurohormone melatonin. In the present
Valérie Biran et al.
Developmental medicine and child neurology, 56(8), 717-723 (2014-03-01)
The prevention of neurological disabilities following preterm birth remains a major public health challenge and efforts are still needed to test the neuroprotective properties of candidate molecules. Melatonin serves as a neuroprotectant in adult models of cerebral ischemia through its
Silvia Rivara et al.
Journal of medicinal chemistry, 50(26), 6618-6626 (2007-12-07)
A novel series of melatonin receptor ligands, characterized by a N-(substituted-anilinoethyl)amido scaffold, along with preliminary structure-activity relationships (SARs), is presented. MT1 and MT2 receptor binding affinity and intrinsic activity have been modulated by the introduction of different substituents on the
Jack Falcón et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(1), 314-319 (2013-12-20)
Melatonin (N-acetyl-5-methoxytrypamine) is the vertebrate hormone of the night: circulating levels at night are markedly higher than day levels. This increase is driven by precisely regulated increases in acetylation of serotonin in the pineal gland by arylalkylamine N-acetyltransferase (AANAT), the
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