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Flavokawain A

Alias: Flavokawain A
Cat No.:V21069 Purity: ≥98%
Flavokawain A is a novel and potent NF-χB inhibitor
Flavokawain A
Flavokawain A Chemical Structure CAS No.: 64680-84-8
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
Other Sizes
Official Supplier of:
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Product Description
Flavokawain A is a novel and potent NF-χB inhibitor
Flavokawain A (FKA) is a naturally occurring chalcone isolated from the kava plant (Piper methysticum). It has been studied for its anticancer, anti-inflammatory, and antioxidant properties. It has a molecular weight of 314.33 and a molecular formula of C₁₈H₁₈O₅.
Biological Activity I Assay Protocols (From Reference)
Targets
Bcl-xL; Survivin; XIAP
Flavokawain A targets multiple cellular pathways involved in cancer progression and inflammation. It regulates Bax protein-dependent and mitochondrial-dependent apoptotic pathways, inducing apoptosis in cancer cells. It also modulates signaling pathways related to inflammation and oxidative stress. The compound has been shown to have protective activity against oxidative stress.
ln Vitro
Flavokawain A induces apoptosis of bladder cancer cells and inhibits tumor growth in mice. It regulates Bax protein-dependent and mitochondrial-dependent apoptotic pathways. The compound's anticancer activity has been demonstrated in various cancer cell lines. It also exhibits anti-inflammatory effects by modulating signaling pathways related to inflammation.
ln Vivo
Flavokawain A has been shown to inhibit tumor growth in mice. Its anticancer and anti-inflammatory properties have been studied in various animal models. The compound's ability to induce apoptosis and regulate mitochondrial pathways contributes to its in vivo efficacy. It has also been studied for its protective activity against oxidative stress induced by ochratoxin A.
Enzyme Assay
For non-cellular assays, flavokawain A's antioxidant activity can be evaluated using DPPH radical scavenging and ABTS assays. Its binding to target proteins can be assessed using surface plasmon resonance (SPR) or isothermal titration calorimetry (ITC). The compound's effect on mitochondrial function can be assessed using isolated mitochondria and measuring parameters such as membrane potential and cytochrome c release.
Cell Assay
In vitro cellular assays for flavokawain A involve treating cancer cells (e.g., bladder cancer cells) with the compound and assessing cell viability, apoptosis, and signaling pathways. Cell viability is measured using MTT or CellTiter-Glo® assays. Apoptosis is assessed by flow cytometry using Annexin V/PI staining or by measuring caspase activity. The regulation of Bax and mitochondrial pathways is assessed by Western blotting.
Animal Protocol
In vivo animal experiments with flavokawain A involve administering the compound to mouse xenograft models of cancer. Tumor-bearing mice are treated with flavokawain A via oral gavage or intraperitoneal injection, and tumor growth inhibition is monitored. Endpoints include tumor volume measurements, histopathological analysis, and assessment of apoptosis markers in tumor tissue. The compound's effects on oxidative stress are assessed in models of toxin-induced injury.
ADME/Pharmacokinetics
Flavokawain A has a molecular weight of 314.33 and a molecular formula of C₁₈H₁₈O₅. It is a solid at room temperature and is typically stored at -20°C, protected from light. The compound is soluble in DMSO and other organic solvents. Purity is typically ≥98%. It is stable under recommended storage conditions.
Toxicity/Toxicokinetics
Toxicological data for flavokawain A are limited. As a natural product, it is generally considered to have low toxicity, but high doses may cause adverse effects. Kava extracts, from which flavokawain A is derived, have been associated with hepatotoxicity, although the role of specific kavalactones and chalcones in this toxicity is not fully understood.
References

[1]. Flavokawain A, a novel chalcone from kava extract, induces apoptosis in bladder cancer cells by involvement of Bax protein-dependent and mitochondria-dependent apoptotic pathway and suppresses tumor growth in mice. Cancer Res. 2005 Apr 15;65(8):3479-86.

Additional Infomation
Flavokawain A belongs to the chalcone class of compounds. 2'-Hydroxy-4,4',6'-Trimethoxychalcone has been reported in turmeric (Boesenbergia rotunda), Vitex quinata, and other organisms with available data. See also: Roots (parts) of Piper methysticum.
Flavokawain A is a naturally occurring chalcone from the kava plant with anticancer and anti-inflammatory properties. It induces apoptosis in cancer cells and inhibits tumor growth in mice. It also exhibits protective activity against oxidative stress. The compound is available from various commercial suppliers for research applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H18O5
Molecular Weight
314.33252
Exact Mass
314.115
CAS #
64680-84-8
Related CAS #
64680-84-8
PubChem CID
5355469
Appearance
Light yellow to yellow solid
Melting Point
113 °C
LogP
3.314
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
6
Heavy Atom Count
23
Complexity
400
Defined Atom Stereocenter Count
0
SMILES
COC1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2OC)OC)O
InChi Key
CGIBCVBDFUTMPT-RMKNXTFCSA-N
InChi Code
InChI=1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+
Chemical Name
(E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
Synonyms
Flavokawain A
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: 25~43 mg/mL (79.5~136.8 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1814 mL 15.9068 mL 31.8137 mL
5 mM 0.6363 mL 3.1814 mL 6.3627 mL
10 mM 0.3181 mL 1.5907 mL 3.1814 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.

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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.

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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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