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Cinnamic acid

Cat No.:V29876 Purity: ≥98%
Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM against glioblastoma, melanoma, prostate cancer, and lung cancer/tumor cells.
Cinnamic acid
Cinnamic acid Chemical Structure CAS No.: 621-82-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price
100mg
500mg
Official Supplier of:
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Product Description
Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM against glioblastoma, melanoma, prostate cancer, and lung cancer/tumor cells.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
After three days of exposure, cinnamic acid (CINN) treatment of different tumor cells with epithelial and neuroectodermal origins led to dose-dependent growth suppression. The range of 1.2 to 4.5 mM is the inhibitory concentration (IC50) that causes a 50% decrease in the growth of tumor cells. Additionally, it was demonstrated that FS4 cells require 20 mM of cinnamic acid to produce an IC50 that is 5–20 times higher than that of tumor cells. Cinnamic acid not only prevents the growth of tumor cells but also causes morphological alterations that are compatible with the development of melanocytic cells. After being treated with 5 mM cinnamic acid for 5 days, melanoma 1011 cells showed signs of enlargement, a considerable rise in the cytoplasm to nucleus ratio, well-organized cytoskeleton, the formation of long dendritic processes, and high levels of melanization. Using a modified Boyden chamber with Matrigel-coated filters, an in vitro invasion experiment was used to evaluate changes in the capacity of melanoma 1011, A375 (M), and SKMEL28 cells to breakdown and penetrate tissue barriers after being treated with cinnamic acid. The three examined tumor cell lines showed a dose-dependent reduction of invasive capacity following three days of continuous cinnamic acid therapy. There is a 75–95% reduction in invasiveness after 5 mM cinnamic acid treatment [1].
References

[1]. Cinnamic acid: a natural product with potential use in cancer intervention. Int J Cancer. 1995 Jul 28;62(3):345-50.

Additional Infomation
Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate.
trans-Cinnamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Cinnamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Cinnamic acid has been reported in Ipomoea leptophylla, Camellia sinensis, and other organisms with data available.
Cinnamic acid has the formula C6H5CHCHCOOH and is an odorless white crystalline acid, which is slightly soluble in water. It has a melting point of 133 degree centigrade and a boiling point of 300 degree centigrade.
Cinnamic acid is a metabolite found in or produced by Saccharomyces cerevisiae.
See also: Cinnamon (part of); Sodium cinnamate (is active moiety of); Chinese Cinnamon (part of) ... View More ...
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H8O2
Molecular Weight
148.1586
Exact Mass
148.052
CAS #
621-82-9
PubChem CID
444539
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
265.0±0.0 °C at 760 mmHg
Melting Point
133ºC
Flash Point
189.5±9.6 °C
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.616
LogP
2.41
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Heavy Atom Count
11
Complexity
155
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C(C=C1)/C=C/C(=O)O
InChi Key
WBYWAXJHAXSJNI-VOTSOKGWSA-N
InChi Code
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
Chemical Name
(E)-3-phenylprop-2-enoic acid
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)
Ethanol :≥ 50 mg/mL (~337.47 mM)
DMSO : ~50 mg/mL (~337.47 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.87 mM) (saturation unknown) in 10% EtOH + 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 25.0 mg/mL clear EtOH 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: ≥ 2.5 mg/mL (16.87 mM) (saturation unknown) in 10% EtOH + 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 25.0 mg/mL clear EtOH 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (16.87 mM) (saturation unknown) in 10% EtOH + 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 25.0 mg/mL clear EtOH 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 6.7495 mL 33.7473 mL 67.4946 mL
5 mM 1.3499 mL 6.7495 mL 13.4989 mL
10 mM 0.6749 mL 3.3747 mL 6.7495 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

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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