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5-Hydroxy-3,7-dimethoxyflavone

Cat No.:V60014 Purity: ≥98%
5-Hydroxy-3,7-dimethoxyflavone (compound 1) can be extracted from Kaempferia parviflora, but has no significant toxicity to malaria parasites, fungi, and bacteria.
5-Hydroxy-3,7-dimethoxyflavone
5-Hydroxy-3,7-dimethoxyflavone Chemical Structure CAS No.: 70786-48-0
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description
5-Hydroxy-3,7-dimethoxyflavone (compound 1) can be extracted from Kaempferia parviflora, but has no significant toxicity to malaria parasites, fungi, and bacteria.
5-Hydroxy-3,7-dimethoxyflavone (CAS 70786-48-0) is a naturally occurring O-methylated flavonoid compound that can be isolated from Kaempferia parviflora (Thai black ginger). It is also known as a natural compound derived from this plant source. This flavonoid is noted for its potential role in research exploring the modulation of cellular pathways. However, it has been reported to have no significant toxicity to malaria parasites, fungi, and bacteria.
Biological Activity I Assay Protocols (From Reference)
Targets
The specific molecular targets of 5-hydroxy-3,7-dimethoxyflavone are not well characterized in the available literature. As a flavonoid, it may interact with various cellular pathways involved in oxidative stress, inflammation, and cell signaling. Flavonoids are known to modulate enzyme activities, receptor functions, and gene expression through multiple mechanisms. However, studies indicate that this particular compound does not exhibit significant antimicrobial activity against malaria parasites, fungi, or bacteria, suggesting limited activity against these specific targets.
ln Vitro
In vitro, 5-hydroxy-3,7-dimethoxyflavone (compound 1) has been evaluated for its biological activities but shows no significant toxicity to malaria parasites, fungi, and bacteria. This lack of antimicrobial activity suggests that the compound may have limited efficacy against these pathogens in vitro. As a flavonoid, it may exhibit other activities such as antioxidant or anti-inflammatory effects, but specific IC50 values or detailed mechanistic data are not extensively reported in the available literature. The compound is primarily used as a natural product standard.
ln Vivo
Specific in vivo data for 5-hydroxy-3,7-dimethoxyflavone are not reported in the available literature. As a compound isolated from Kaempferia parviflora, which has traditional medicinal uses, it may contribute to the overall pharmacological effects of the plant extract. However, studies on the isolated compound in animal models have not been detailed. Its lack of toxicity to certain pathogens suggests it may be safe for further investigation, but comprehensive in vivo efficacy studies are needed to determine its therapeutic potential.
Enzyme Assay
The in vitro biological activity of 5-hydroxy-3,7-dimethoxyflavone is typically assessed using standard antimicrobial assays. For antibacterial testing, bacterial strains are cultured in appropriate broth media and treated with the compound at various concentrations. The minimum inhibitory concentration (MIC) is determined as the lowest concentration that inhibits visible growth. For antifungal testing, fungal strains are cultured and treated similarly. For antimalarial testing, Plasmodium parasites are cultured in erythrocytes and treated with the compound, with parasite growth measured by microscopy or fluorescence.
Cell Assay
For cellular studies, various cell lines such as cancer cells, immune cells, or pathogen-infected cells are cultured in appropriate media. 5-Hydroxy-3,7-dimethoxyflavone is dissolved in DMSO and diluted in culture media at various concentrations (typically 0.1-100 μM). Cells are treated for 24-72 hours, and cell viability is assessed using MTT or similar assays. For antimicrobial studies, pathogen growth is monitored by optical density or colony counting. The compound is typically stored as a powder at -20°C and protected from light.
Animal Protocol
In vivo studies for 5-hydroxy-3,7-dimethoxyflavone would be conducted in appropriate animal models depending on the research focus. For antimicrobial studies, infection models using relevant pathogens would be used. For cancer research, xenograft models could be employed. However, specific published protocols for this compound are not available. The compound would typically be administered via oral gavage or intraperitoneal injection, and endpoints would depend on the disease model being studied.
ADME/Pharmacokinetics
Specific pharmacokinetic data for 5-hydroxy-3,7-dimethoxyflavone are not reported in the available literature. As a flavonoid with methoxy substitutions, the compound is expected to have moderate lipophilicity and potential for oral absorption. However, flavonoids generally have variable bioavailability due to extensive metabolism in the gastrointestinal tract and liver. Pharmacokinetic studies would be required to determine parameters such as half-life, Cmax, oral bioavailability, and tissue distribution in animal models.
Toxicity/Toxicokinetics
5-Hydroxy-3,7-dimethoxyflavone has been reported to have no significant toxicity to malaria parasites, fungi, and bacteria, suggesting a favorable safety profile against these organisms. As a natural product from Kaempferia parviflora, which has traditional medicinal uses, the compound is generally considered to have a moderate safety profile. However, comprehensive toxicology studies including acute, subchronic, and genotoxicity assessments have not been reported. The compound should be handled with appropriate safety precautions in laboratory settings.
References

[1]. Bioactive flavonoids from Kaempferia parviflora. Fitoterapia. 2004 Jan;75(1):89-92.

Additional Infomation
4H-1-benzopyran-4-one, 5-hydroxy-3,7-dimethoxy-2-phenyl- has been reported to exist in Boesenbergia rotunda, Heliotropium marifolium, and other organisms for which data are available.
5-Hydroxy-3,7-dimethoxyflavone is a natural flavonoid isolated from Kaempferia parviflora. It exhibits a range of biological activities and is noted for its potential role in research exploring the modulation of cellular pathways. However, it has no significant toxicity to malaria parasites, fungi, and bacteria. No clinical trials or regulatory approvals exist. For research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H14O5
Molecular Weight
298.29
Exact Mass
298.084
CAS #
70786-48-0
PubChem CID
5748697
Appearance
Off-white to light yellow solid powder
LogP
3.182
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
22
Complexity
452
Defined Atom Stereocenter Count
0
InChi Key
OYCOUDKDRFJOCP-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H14O5/c1-20-11-8-12(18)14-13(9-11)22-16(17(21-2)15(14)19)10-6-4-3-5-7-10/h3-9,18H,1-2H3
Chemical Name
5-hydroxy-3,7-dimethoxy-2-phenylchromen-4-one
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)
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 3.3524 mL 16.7622 mL 33.5244 mL
5 mM 0.6705 mL 3.3524 mL 6.7049 mL
10 mM 0.3352 mL 1.6762 mL 3.3524 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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