yingweiwo

N-(p-Coumaroyl) Serotonin

Cat No.:V69534 Purity: ≥98%
N-(p-Coumaroyl) Serotonin is a polyphenol extracted from safflower seeds that displays antioxidant, antiatherogenic, and anti-inflammatory activities.
N-(p-Coumaroyl) Serotonin
N-(p-Coumaroyl) Serotonin Chemical Structure CAS No.: 68573-24-0
Product category: PDGFR
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
N-(p-Coumaroyl) Serotonin is a polyphenol extracted from safflower seeds that displays antioxidant, antiatherogenic, and anti-inflammatory activities. N-(p-Coumaroyl) Serotonin reduces the PDGF-induced effects on PDGFR tyrosine phosphorylation and Ca2+ release in the sarcoplasmic reticulum. N-(p-Coumaroyl) Serotonin can improve atherosclerosis and aortic wall enlargement and is widely utilized in atherosclerosis research.
N-(p-Coumaroyl) Serotonin (CS) is a naturally occurring hydroxycinnamic acid amide of serotonin, primarily isolated from safflower (Carthamus tinctorius L.) seeds and millet grain. Its molecular formula is C19H18N2O3 and molecular weight is 322.36 g/mol. It is an indole alkaloid with antioxidant, cardioprotective effects after ischemia, and antitumor activity. It is also an antibacterial agent that inhibits the production of proinflammatory cytokines.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of N-(p-Coumaroyl) Serotonin are not fully defined, but it is known to modulate inflammatory and oxidative stress pathways. It inhibits the production of proinflammatory cytokines by LPS-stimulated human blood monocytes. Its antioxidant activity suggests it may target reactive oxygen species (ROS) and other oxidative stress markers. It may also interact with serotonin receptors due to its serotonin moiety.
ln Vitro
In vitro, N-(p-Coumaroyl) Serotonin has demonstrated antioxidant activity, protecting cells from oxidative stress. It has been shown to inhibit the production of proinflammatory cytokines in LPS-stimulated human blood monocytes. These activities are typically assessed using cell-based assays that measure cytokine levels, ROS production, and cell viability.
ln Vivo
In vivo, N-(p-Coumaroyl) Serotonin has shown cardioprotective effects after ischemia. It may be beneficial in improving vascular function. Its antitumor activity has also been reported. These effects are attributed to its antioxidant and anti-inflammatory properties. Further studies are needed to fully elucidate its in vivo mechanisms.
Enzyme Assay
Cell-free assays for N-(p-Coumaroyl) Serotonin typically involve measuring its antioxidant activity using chemical assays such as DPPH or ABTS radical scavenging assays. Its anti-inflammatory activity can be assessed using enzyme-linked immunosorbent assay (ELISA) to measure cytokine levels. These assays are used to characterize the compound's potency and mechanism of action.
Cell Assay
In vitro cellular assays are conducted to evaluate the functional activity of N-(p-Coumaroyl) Serotonin. Immune cells, such as monocytes, are treated with the compound in the presence of LPS, and cytokine production is measured. Oxidative stress assays are used to measure the compound's ability to reduce ROS levels in cells. These assays confirm its anti-inflammatory and antioxidant activities.
Animal Protocol
In vivo animal experiments typically involve models of ischemia-reperfusion injury to study its cardioprotective effects. Animals are administered the compound via oral gavage or injection. Markers of oxidative stress and inflammation are measured in tissues to assess efficacy. These studies provide evidence for the compound's therapeutic potential in cardiovascular diseases.
ADME/Pharmacokinetics
The pharmacokinetic properties of N-(p-Coumaroyl) Serotonin are not well-characterized. As a naturally occurring compound, its absorption, distribution, metabolism, and excretion are likely influenced by its chemical structure. Its molecular weight is 322.36 g/mol. Further studies are needed to determine its bioavailability and half-life.
Toxicity/Toxicokinetics
The toxicity profile of N-(p-Coumaroyl) Serotonin is not extensively documented. As a naturally occurring compound, it is generally considered to have low toxicity. However, standard safety precautions should be taken when handling it. Its use is restricted to research purposes and it is not intended for human consumption.
References

[1]. 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. 2011 Oct;55(10):156.

[2]. 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.

Additional Infomation
N6-cis-p-coumaroyl serotonin belongs to the hydroxyindole and carboxamide classes of compounds, and its function is related to serotonin. It has been reported that N-coumaroyl serotonin has been found in morning glory, safflower, and other organisms with relevant data.
N-(p-Coumaroyl) Serotonin (CS) is a naturally occurring compound with antioxidant, anti-inflammatory, cardioprotective, and antitumor activities. It is isolated from safflower seeds and millet grain. It is used in research to study oxidative stress, inflammation, and cardiovascular protection. It is not approved for therapeutic use and is intended for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H18N2O3
Molecular Weight
322.36
Exact Mass
322.132
CAS #
68573-24-0
PubChem CID
5458879
Appearance
Off-white to light yellow solid powder
Density
1.346g/cm3
Boiling Point
694.2ºC at 760 mmHg
Melting Point
205 - 206 °C
Flash Point
373.6ºC
Index of Refraction
1.73
LogP
3.342
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
5
Heavy Atom Count
24
Complexity
446
Defined Atom Stereocenter Count
0
SMILES
C1=CC(=CC=C1/C=C/C(=O)NCCC2=CNC3=C2C=C(C=C3)O)O
InChi Key
WLZPAFGVOWCVMG-FPYGCLRLSA-N
InChi Code
InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+
Chemical Name
(E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 250 mg/mL (775.53 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.45 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (6.45 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2.08 mg/mL (6.45 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1021 mL 15.5106 mL 31.0212 mL
5 mM 0.6204 mL 3.1021 mL 6.2042 mL
10 mM 0.3102 mL 1.5511 mL 3.1021 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us