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Malvidin chloride (Syringidin)

Cat No.:V51819 Purity: ≥98%
Malvidin (chloride) is a bioactive compound extracted from grapes.
Malvidin chloride (Syringidin)
Malvidin chloride (Syringidin) Chemical Structure CAS No.: 643-84-5
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Malvidin (chloride) is a bioactive compound extracted from grapes. Malvidin displays cytotoxic effect by arresting the G2/M phase of the cell cycle and inducing apoptosis. Malvidin may be utilized in cancer research.
Malvidin chloride (Syringidin; CAS 643-84-5) is an O-methylated anthocyanidin responsible for the pigments in grapes and blueberries. It is a bioactive compound extracted from grapes. Malvidin chloride displays cytotoxic effects by arresting the cell cycle at the G2/M phase and inducing apoptosis. It demonstrates antioxidant capacity with free radical scavenging properties in vitro.
Biological Activity I Assay Protocols (From Reference)
Targets
Malvidin chloride targets the cell cycle and apoptosis pathways. As an anthocyanidin, it acts as an antioxidant, scavenging free radicals and reducing oxidative stress. By arresting the cell cycle at the G2/M phase and inducing apoptosis, Malvidin chloride exerts cytotoxic effects on cancer cells.
ln Vitro
Malvidin exhibits dose-dependent cytotoxic action against U937 cells (0~80 μg/mL; 96 hours)[1]. Malvidin's IC50 value for U937 cells is 40 μg/mL. Malvidin (U937 cells) causes an increase in the sub G1 hypo-diploid population and exhibits cell cycle arrest at the G2/M phase[1].
In vitro, Malvidin chloride displays cytotoxic effects by arresting the cell cycle at the G2/M phase and inducing apoptosis. It exhibits dose-dependent cytotoxic action against U937 cells (0-80 μg/mL). It also demonstrates antioxidant capacity with free radical scavenging properties. These in vitro activities support its use in studying cancer and oxidative stress.
ln Vivo
In vivo data for Malvidin chloride is not extensively reported in publicly available sources. As a bioactive anthocyanidin with antioxidant and anticancer activities, the compound has potential applications in animal models of cancer and oxidative stress-related diseases. However, specific published in vivo efficacy studies are not detailed in the current literature. Malvidin chloride is primarily used as a research tool for studying antioxidant and anticancer mechanisms.
Enzyme Assay
The in vitro cytotoxicity assay for Malvidin chloride is conducted in cancer cell lines such as U937 cells. Cells are treated with varying concentrations of Malvidin chloride (0-80 μg/mL). Cell viability is measured using standard assays such as MTT or CellTiter-Glo. Cell cycle analysis is performed by flow cytometry. Apoptosis is assessed by flow cytometry using Annexin V/PI staining.
Cell Assay
Cell Viability Assay[1]
Cell Types: U937 cells
Tested Concentrations: 0~80 μg/mL
Incubation Duration: 96 hrs (hours)
Experimental Results: demonstrated cytotoxic activity in a dose-dependent pattern.
Cellular assays for Malvidin chloride are conducted in cancer cell lines. Cells are treated with varying concentrations of Malvidin chloride. Cell viability and proliferation are measured using standard assays such as MTT or CellTiter-Glo. Cell cycle distribution is analyzed by flow cytometry. Apoptosis is assessed by flow cytometry using Annexin V/PI staining. ROS levels are measured using fluorescent probes.
Animal Protocol
In vivo studies for Malvidin chloride would typically involve xenograft mouse models of cancer or models of oxidative stress. The compound would be administered via oral or intraperitoneal routes. Efficacy would be assessed by measuring tumor growth inhibition or oxidative stress markers. However, specific published in vivo protocols for Malvidin chloride are not available in the current literature.
ADME/Pharmacokinetics
Malvidin chloride has a molecular weight of 366.75 and a molecular formula of C17H15ClO7. It has a CAS number of 643-84-5. As a small molecule, it is expected to have moderate bioavailability. Detailed PK parameters such as half-life and bioavailability are not extensively reported in the provided sources.
Toxicity/Toxicokinetics
Toxicity data for Malvidin chloride is limited. As a naturally occurring anthocyanidin, it is generally recognized as safe. However, as with all research compounds, Malvidin chloride is intended for research use only and not for human therapeutic applications. Standard in vitro cytotoxicity assays and in vivo tolerability studies would be required for a complete toxicity assessment.
References

[1]. Cyanidin and Malvidin fromOryza sativacv. HeugjinjubyeoMediate Cytotoxicity against Human Monocytic Leukemia Cellsby Arrest of G2/M Phase and Induction of Apoptosis. J. Agric. Food Chem. 2004, 52, 8, 2213–2217.

Additional Infomation
Malvidin chloride (Syringidin; CAS 643-84-5) is an O-methylated anthocyanidin responsible for the pigments in grapes and blueberries. It displays cytotoxic effects by arresting the cell cycle at the G2/M phase and inducing apoptosis. It has a molecular formula of C17H15ClO7 and a molecular weight of 366.75. It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H15CLO7
Molecular Weight
366.75
Exact Mass
366.051
CAS #
643-84-5
Related CAS #
10463-84-0 (Parent)
PubChem CID
69512
Appearance
Brown to dark brown solid powder
Density
1.183 g/mL at 25 °C(lit.)
Boiling Point
66-67 °C(lit.)
Flash Point
30 °F
Index of Refraction
n20/D 1.335(lit.)
LogP
0.224
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
3
Heavy Atom Count
25
Complexity
406
Defined Atom Stereocenter Count
0
InChi Key
KQIKOUUKQBTQBE-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H14O7.ClH/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17;/h3-7H,1-2H3,(H3-,18,19,20,21);1H
Chemical Name
2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3,5,7-triol;chloride
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 2.7267 mL 13.6333 mL 27.2665 mL
5 mM 0.5453 mL 2.7267 mL 5.4533 mL
10 mM 0.2727 mL 1.3633 mL 2.7267 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
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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?
  • 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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