Overview

  • Product name
    N-(p-Coumaroyl)serotonin
  • Description
    Antibacterial agent which inhibits the production of proinflammatory cytokines
  • Alternative names
    • CS
    • NSC 369503
    • p-Coumaroylserotonin
  • Biological description

    An antioxidative phenolic naturally found in plants, including safflower seed and millet grain. 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. Ameliorates atherosclerosis in vivo, reducing lesion area in mice and rabbits. Augments fibroblast proliferation, and promotes relaxation of vascular smooth muscle cells in vitro. Functions as an antioxidant, inhibiting the effects of high glucose-induced cell death, caspase-3 activation, and the overproduction of the mitochondrial superoxide.

  • Purity
    > 95%

Properties

  • Chemical name
    (2E)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
  • Molecular weight
    322.36
  • Chemical structure
    Chemical Structure
  • Molecular formula
    C19H18N2O3
  • CAS Number
    68573-24-0
  • Storage instructions
    Store at +4°C. The product can be stored for up to 12 months.
  • Solubility overview
    Soluble in DMSO
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • Source

    Synthetic

References

This product has been referenced in:
  • Takimoto T  et al. Effect of N-(p-coumaroyl)serotonin and N-feruloylserotonin, major anti-atherogenic polyphenols in safflower seed, on vasodilation, proliferation and migration of vascular smooth muscle cells. Mol Nutr Food Res 55:1561-71 (2011). Read more (PubMed: 21648068) »
  • Piga R  et al. Protective effect of serotonin derivatives on glucose-induced damage in PC12 rat pheochromocytoma cells. Br J Nutr 103:25-31 (2010). Read more (PubMed: 19747415) »
  • Piga R  et al. Inhibitory effect of serotonin derivatives on high glucose-induced adhesion and migration of monocytes on human aortic endothelial cells. Br J Nutr 102:264-72 (2009). Read more (PubMed: 19222875) »
  • Katsuda S  et al. Safflower seed polyphenols (N-(p-coumaroyl)serotonin and N-feruloylserotonin) ameliorate atherosclerosis and distensibility of the aortic wall in Kurosawa and Kusanagi-hypercholesterolemic (KHC) rabbits. Hypertens Res 32:944-9 (2009). Read more (PubMed: 19763138) »
  • Koyama N  et al. Serotonin derivatives, major safflower (Carthamus tinctorius L.) seed antioxidants, inhibit low-density lipoprotein (LDL) oxidation and atherosclerosis in apolipoprotein E-deficient mice. J Agric Food Chem 54:4970-6 (2006). Read more (PubMed: 16819904) »
  • Takii T  et al. Multiple mechanisms involved in the inhibition of proinflammatory cytokine production from human monocytes by N-(p-coumaroyl)serotonin and its derivatives. Int Immunopharmacol 3:273-7 (2003). Read more (PubMed: 12586608) »
  • Kawashima S  et al. Serotonin derivative, N-(p-coumaroyl) serotonin, inhibits the production of TNF-alpha, IL-1alpha, IL-1beta, and IL-6 by endotoxin-stimulated human blood monocytes. J Interferon Cytokine Res 18:423-8 (1998). Read more (PubMed: 9660250) »

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Please note: All products are "FOR RESEARCH USE ONLY AND ARE NOT INTENDED FOR DIAGNOSTIC OR THERAPEUTIC USE, NOT FOR USE IN HUMANS"

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