N-(p-Coumaroyl) Serotonin An antibacterial agent which inhibits the production of proinflammatory cytokines

N-(p-Coumaroyl) Serotonin (CAS 68573-24-0)

N-(p-Coumaroyl) Serotonin | CAS 68573-24-0 is rated 5.0 out of 5 by 1.
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Synonym: NSC 369503; p-Coumaroylserotonin
Application: An antibacterial agent which inhibits the production of proinflammatory cytokines
CAS Number: 68573-24-0
Purity: ≥98%
Molecular Weight: 322.36
Molecular Formula: C19H18N2O3
* Refer to Certificate of Analysis for lot specific data (including water content).
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N-(p-Coumaroyl) Serotonin is an antibacterial agent which inhibits the production of proinflammatory cytokines by LPS-stimulated human blood monocytes. It is believed that this inhibition is a result of the partial down-regulation of cytokine mRNA levels and inhibition of NF-κB activation. Studies indicate that serotonin is essential in protecting NK cells from apoptosis. In addition, these studies show that N-(p-Coumaroyl) Serotonin is essential in the oxidation of unsaturated fatty acids. N-(p-Coumaroyl) Serotonin functions as an antioxidant, inhibiting the effects of high glucose-induced cell death, caspase-9 activation, and the overproduction of the mitochondrial superoxide.


References

1. Takii, T., et al. 2003. Int. Immunopharmacol. 3: 273-277. PMID: 12586608
2. Piga, R., et al. 2009. Br. J. Nutr. 102: 264-272. PMID: 19222875
3. Piga, R., et al. 2010. Br. J. Nutr. 103: 25-31. PMID: 19747415

Physical State :
Solid
Solubility :
Soluble in DMSO, and MeOH.
Storage :
Store at -20° C
Melting Point :
192-194°C (lit.)
Boiling Point :
694.16° C at 760 mmHg
Density :
1.35 g/cm3
Refractive Index :
n20D 1.73
IC50 :
: EC5050 = 24700 nM; Tyrosinase: IC50 = 8800 nM (Agaricus bisporus)
pK Values :
pKa: 9.77
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
5458879
MDL Number :
MFCD09840280
SMILES :
OC1=CC=C(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)C=C1

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Certificate of Analysis

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Rated 5 out of 5 by from Piga Piga, R. et al. (PubMed 19747415) investigated the protective effects of serotonin derivatives on glucose-induced damage in PC12 rat pheochromocytoma cells. They found that N-(p-Coumaroyl) Serotonin exerted a protective effect on high glucose-induced cell death, inhibited the activation of caspase-3, and inhibited the overproduction of the mitochondrial superoxide. -SCBT Publication Review
Date published: 2015-05-19
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