Melatonin A neurohormone that upregulates antioxidant enzymes and inhibits rat NOS1

Melatonin (CAS 73-31-4)

Melatonin | CAS 73-31-4 is rated 5.0 out of 5 by 1.
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Synonym: Melatonine; N-Acetyl-5-methoxytryptamine; Circadin
Application: A neurohormone that upregulates antioxidant enzymes and inhibits rat NOS1
CAS Number: 73-31-4
Purity: ≥99%
Molecular Weight: 232.28
Molecular Formula: C13H16N2O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ordering Information

PRODUCT NAME CATALOG # UNIT PRICE QTY FAVORITES
Melatonin sc-207848 1 g $53.00
Melatonin sc-207848A 5 g $60.00
Melatonin sc-207848B 25 g $200.00
Melatonin sc-207848C 100 g $660.00
Melatonin sc-207848D 250 g $1,140.00
Melatonin sc-207848E 1 kg $3,425.00

Melatonin is an indoleamine neurohormone found across plants and animals, produced endogenously from serotonin (5-HT) and secreted in animals as a regulatory signal for synchronization of the circadian rhythm and the sleep-wake cycle. The melatonin receptor system, consisting of the MEL-1A-R, MEL-1B-R, and MT3 subtypes, demonstrates particular plasticity and modularity - antagonists such as Luzindole (sc-202700) and 2-Phenylmelatonin (sc-203466) show modification of systemic responses to the Melatonin signal without impeding activation of the receptors by Melatonin. Powerful antioxidant activity is associated with Melatonin, and it is known to provide protection to lipids, proteins, and DNA against oxidative damage. Several antioxidant enzymes are shown to be upregulated by Melatonin, including glutathione peroxidase, superoxide dismutases, and catalase. Melatonin also scavenges free radicals as a terminal antioxidant, reacting to generate stable end products and terminate radical chain reactions. Free movement through the blood-brain barrier positions Melatonin as a particularly significant endogenous antioxidant. Melatonin is a rat NOS1 (nNOS) inhibitor. Melatonin is an activator of MEL-1A-R and MEL-1B-R.


References

1. Dubocovich, M.L., 1988. FASEB J. 2: 2765-2773. PMID: 2842214
2. Dubocovich, M.L. 1995. Trends Pharmacol. Sci. 16: 50-56. PMID: 7762083
3. Dubocovich, M.L., et al. 1998. FASEB J. 12: 1211-1220. PMID: 9737724
4. Reiter, R.J., et al. 2001. Ann. N.Y. Acad. Sci. 939: 200-215. PMID: 11462772
5. Hardeland, R. 2005. Endocrine. 27: 119-130. PMID: 16217125
6. Boutin, J.A., et al. 2005. Trends Pharmacol. Sci. 26: 412-419. PMID: 15992934

Usage :
Following reconstiution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Appearance :
Crystalline powder
Physical State :
Solid
Derived From :
Synthetic
Solubility :
Soluble in water (0.1 mg/ml), ethanol (8 mg/ml), benzene, chloroform, methanol, DMSO (50 mM), toluene, and dilute aqueous acid, and very slightly soluble in petroleum ether.
Storage :
Store at 4° C
Melting Point :
116.5-118° C (lit.)
Boiling Point :
512.83° C at 760 mmHg (Predicted)
Density :
1.18 g/cm3 (Predicted)
Refractive Index :
n20D 1.6 (Predicted)
IC50 :
mitochondrial permeability transition pore: IC50 = 0.8 M; Melatonin receptor 1B: IC50 = 0.02 nM (human); Melatonin receptor 1A: IC50 = 0.02 nM (human); Rattus norvegicus: IC50 = 0.08 nM; Metallothionein-3: IC50 = 64.6 nM (human); Melatonin receptor 1A: EC5050 = 0.026 nM (human); Melanophores : EC5050 = 0.063 nM (Xenopus laevis); Melatonin receptor 1B: EC5050 = 0.42 nM
Ki Data :
Melatonin receptor 1A: Ki= 0.08 nM (human); Melatonin receptor 1B: Ki= 0.08 nM (human); Melatonin receptor 1C: Ki= 0.18 nM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
AC5955000
PubChem CID :
896
Merck Index :
14: 5816
MDL Number :
MFCD00005655
EC Number :
200-797-7
Beilstein Registry :
205542
SMILES :
COC1=CC2=C(NC=C2CCNC(C)=O)C=C1

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Certificate of Analysis

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Rated 5 out of 5 by from Singhakumar Singhakumar, R. et al. (PubMed 26366944) used Melatonin on adult C57BL/6 mice that had undergone methamphetamine (METH) induced alterations in neurogenesis and post-synaptic proteinsrelated to learning and memory functions in the hippocampus. The results showed that METH caused a decrease in neuronal phenotypes as determined by the expressions of nestin, doublecortin (DCX) and beta-III tubulin while causing an increase in glial fibrillary acidic protein (GFAP) expression. These effects could be attenuated by Melatonin pretreatment. -SCBT Publication Review
Date published: 2015-03-08
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