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3,5,7,3′,4′-Pentamethoxyflavone

Alias: 3,5,7,3′,4′-Pentamethoxyflavone
Cat No.:V64272 Purity: ≥98%
3,5,7,3′,4′-Pentamethoxyflavone is a polymethoxyflavone that can be isolated from black ginger.
3,5,7,3′,4′-Pentamethoxyflavone
3,5,7,3′,4′-Pentamethoxyflavone Chemical Structure CAS No.: 1247-97-8
Product category: Flavonoids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
3,5,7,3′,4′-Pentamethoxyflavone is a polymethoxyflavone that can be isolated from black ginger. In 3T3-L1 preadipocytes, 3,5,7,3′,4′-Pentamethoxyflavone can stimulate adipogenesis by controlling transcription factors during the early stages of differentiation.
3,5,7,3′,4′-Pentamethoxyflavone is a polymethoxyflavonoid that can be isolated from plants like Kaempferia parviflora (black ginger). It functions as a Ca2+ channel inhibitor and can induce adipogenesis in 3T3-L1 preadipocytes by regulating transcription factors during early differentiation. It also has the ability to protect DNA from oxidative damage.
Biological Activity I Assay Protocols (From Reference)
Targets
Ca2+ channels. It also targets transcription factors involved in adipogenesis.
ln Vitro
3,5,7,3′,4′-Pentamethoxyflavone is a Ca2+ channel inhibitor. It induces relaxation of the human corpus cavernosum through calcium mobilization-related mechanisms. In 3T3-L1 preadipocytes, it stimulates adipogenesis by controlling transcription factors during early differentiation. It can protect DNA from oxidative damage.
ln Vivo
In vivo, while specific studies for this compound are limited, related polymethoxyflavones are known to have various biological effects, including anti-inflammatory and metabolic activities. Its ability to induce adipogenesis suggests potential applications in metabolic research.
Enzyme Assay
The inhibition of Ca2+ channels can be assessed using patch-clamp electrophysiology on cells expressing the channels. The compound's effect on calcium mobilization can also be measured using fluorescent calcium indicators (e.g., Fura-2) in cell-based assays. Its ability to protect DNA from oxidative damage can be assessed in vitro using a DNA cleavage assay with a reactive oxygen species (ROS) generator.
Cell Assay
To study its effect on adipogenesis, 3T3-L1 preadipocytes are cultured and treated with the compound during the early stages of differentiation. After the differentiation period, adipogenesis is assessed by Oil Red O staining, which quantifies lipid accumulation. The expression of adipogenic transcription factors (e.g., PPARγ, C/EBPα) is measured by qPCR or Western blot.
Animal Protocol
Specific in vivo data for 3,5,7,3′,4′-Pentamethoxyflavone are limited. However, its effects on adipogenesis could be studied in mouse models of obesity or metabolic syndrome. The compound could be administered orally or intraperitoneally to assess its effects on body weight, adipose tissue mass, and metabolic parameters.
ADME/Pharmacokinetics
Specific PK data for this compound are not widely published. As a small molecule (MW 372.12) and a flavonoid, it is expected to be absorbed after oral administration. Its metabolism and bioavailability would be typical of polyphenolic compounds, often undergoing extensive phase II metabolism.
Toxicity/Toxicokinetics
Specific toxicological data are not available. As a natural product, it is generally considered to have low toxicity. However, comprehensive safety studies are lacking. Standard laboratory safety precautions should be followed when handling the pure compound.
References

[1]. Polymethoxyflavonoids from Kaempferia parviflora induce adipogenesis on 3T3-L1 preadipocytes by regulating transcription factors at an early stage of differentiation. Biol Pharm Bull. 2012;35(5):686-92.

Additional Infomation
According to reports, quercetin pentamethyl ether is found in Kaempferia trifoliata, Kaempferia galanga, and other organisms with available data.
3,5,7,3′,4′-Pentamethoxyflavone is a research compound used to study various biological processes. Its role as a Ca2+ channel inhibitor and its ability to modulate adipogenesis make it a tool for investigating cardiovascular function and metabolic diseases. It is a natural product, and its study contributes to the understanding of the pharmacological activities of plant-derived compounds.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H20O7
Molecular Weight
372.37
Exact Mass
372.121
CAS #
1247-97-8
PubChem CID
97332
Appearance
White to light brown solid
Density
1.29 g/cm3
Boiling Point
561.9ºC at 760 mmHg
Melting Point
152-156ºC
Flash Point
246.9ºC
Vapour Pressure
1.18E-12mmHg at 25°C
Index of Refraction
1.588
LogP
3.503
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
6
Heavy Atom Count
27
Complexity
561
Defined Atom Stereocenter Count
0
SMILES
O1C(C2C([H])=C([H])C(=C(C=2[H])OC([H])([H])[H])OC([H])([H])[H])=C(C(C2C(=C([H])C(=C([H])C1=2)OC([H])([H])[H])OC([H])([H])[H])=O)OC([H])([H])[H]
InChi Key
ALGDHWVALRSLBT-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H20O7/c1-22-12-9-15(25-4)17-16(10-12)27-19(20(26-5)18(17)21)11-6-7-13(23-2)14(8-11)24-3/h6-10H,1-5H3
Chemical Name
2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxychromen-4-one
Synonyms
3,5,7,3′,4′-Pentamethoxyflavone
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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 mg/mL (67.14 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.71 mM) (saturation unknown) in 10% DMSO + 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 DMSO 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 (6.71 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 25.0 mg/mL clear DMSO 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 2.6855 mL 13.4275 mL 26.8550 mL
5 mM 0.5371 mL 2.6855 mL 5.3710 mL
10 mM 0.2686 mL 1.3428 mL 2.6855 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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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