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Cinnamamide

Cat No.:V18353 Purity: ≥98%
Cinnamamide is a biochemical compound that can be used as a biomaterial or organic/chemical reagent for biomedical research.
Cinnamamide
Cinnamamide Chemical Structure CAS No.: 621-79-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Cinnamamide is a biochemical compound that can be used as a biomaterial or organic/chemical reagent for biomedical research.
Cinnamamide is an amide of trans-cinnamic acid and a metabolite of Streptomyces. It is an antitumor agent with low cytotoxicity that acts on matrix metalloproteinase. Cinnamamide has been shown to regulate skin cell proliferation. It inhibits the production of reactive oxygen species (ROS) and reverses oxidative damage in cells.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In vitro, Cinnamamide exhibits low cytotoxicity against BEL-7402 human hepatoma cells and HT-1080 fibrosarcoma cells and inhibits cell growth with IC50 values of 1.94 and 1.29 mM, respectively. It inhibits the production of ROS. It acts on matrix metalloproteinase.
ln Vivo
In vivo, Cinnamamide reduced tumor weight in a mouse model of C26 murine colon carcinoma. It has been shown to regulate skin cell proliferation. It is a useful standard for analytical and bioassay dereplication of crude microbial extracts.
Enzyme Assay
In vitro assays for Cinnamamide typically measure its cytotoxicity and antitumor activity. Cell viability is assessed using MTT or CellTiter-Glo assays in cancer cell lines. Its effects on matrix metalloproteinase activity can be assessed using zymography or fluorogenic substrates.
Cell Assay
Cellular assays for Cinnamamide are performed using cancer cell lines (e.g., BEL-7402, HT-1080). Cells are treated with the compound, and cell viability is assessed. ROS production is measured using fluorescent probes such as DCFH-DA.
Animal Protocol
In vivo animal studies with Cinnamamide are conducted in mouse models of colon carcinoma. Mice bearing tumors are treated with the compound. Tumor weight is measured. Its efficacy in inhibiting tumor growth is evaluated.
ADME/Pharmacokinetics
Cinnamamide is an amide of trans-cinnamic acid. Its molecular weight is 147.17 g/mol. For research use, it is typically dissolved in DMSO for in vitro studies. Its half-life and metabolic profile have been characterized.
Toxicity/Toxicokinetics
Cinnamamide exhibits low cytotoxicity. No significant toxicity has been reported at the doses used for efficacy studies.
Additional Infomation
Cinnamamide is the simplest member of the cinnamamide class, consisting of an acrylamide molecule with a phenyl substituent attached at the 3-position. It has been reported to exist in plants of the Kaempferiaceae family (Aristolochia kaempferi), Reseda luteola, and other organisms with relevant data. See also: 2-acrylamide, 3-phenyl- (note moved to).
Cinnamamide is a natural product and a metabolite of Streptomyces. It is an antitumor agent with low cytotoxicity. The compound has been shown to reduce tumor weight in a mouse model of colon carcinoma. Cinnamamide is not approved for clinical use and is intended for laboratory research only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H9NO
Molecular Weight
147.1739
Exact Mass
147.068
CAS #
621-79-4
PubChem CID
5273472
Appearance
Off-white to yellow solid powder
Density
1.1±0.1 g/cm3
Boiling Point
350.3±25.0 °C at 760 mmHg
Melting Point
148-150 °C(lit.)
Flash Point
165.6±23.2 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.614
LogP
1.35
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
2
Heavy Atom Count
11
Complexity
157
Defined Atom Stereocenter Count
0
SMILES
O=C(/C(/[H])=C(\[H])/C1C([H])=C([H])C([H])=C([H])C=1[H])N([H])[H]
InChi Key
APEJMQOBVMLION-VOTSOKGWSA-N
InChi Code
InChI=1S/C9H9NO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H2,10,11)/b7-6+
Chemical Name
(E)-3-phenylprop-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: ~100 mg/mL (~679.5 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.99 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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: ≥ 2.5 mg/mL (16.99 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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
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.

Solubility in Formulation 3: ≥ 2.5 mg/mL (16.99 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 DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.7949 mL 33.9743 mL 67.9486 mL
5 mM 1.3590 mL 6.7949 mL 13.5897 mL
10 mM 0.6795 mL 3.3974 mL 6.7949 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.
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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.)
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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.

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