5,7,4'-Trimethoxyflavone

Alias: 5,7,4'-Trimethoxyflavone
Cat No.:V30122 Purity: ≥98%
5,7,4-Trimethoxyflavone is a naturally occuring flavnoid extracted from Kaempferia parviflora (KP) that is a famous medicinal plant from Thailand.
5,7,4'-Trimethoxyflavone Chemical Structure CAS No.: 5631-70-9
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

5,7,4'-Trimethoxyflavone is a naturally occuring flavnoid extracted from Kaempferia parviflora (KP) that is a famous medicinal plant from Thailand. Increases in the sub-G1 phase, DNA fragmentation, annexin-V/PI staining, the Bax/Bcl-xL ratio, proteolytic activation of caspase-3, and the degradation of poly (ADP-ribose) polymerase (PARP) protein are all signs that 5,7,4'-trimethoxyflavone causes apoptosis. In a concentration-dependent manner, 5,7,4'-trimethoxyflavone significantly inhibits the growth of SNU-16 human gastric cancer cells.

Biological Activity I Assay Protocols (From Reference)
Targets
Caspase-3; PARP
ln Vitro
In vitro, 5,7,4'-Trimethoxyflavone (12.5, 25, 50, 100, 200 μM, 24, 48 h) suppresses SUN-16 cell division [1]. 11, 25, 5,7,4'-Trimethoxyflavone endoplasmic reticulum and associated regulatory proteins to 5,7,4'-trimethoxyflavone (6.25, 12.5 μM, 24 h) in SUN-16 cells yields cytostatic effects[1]. The activity of ROS and pro-inflammatory regulatory factors caused by TNF-α in HDFs cells can be inhibited by 5,7,4'-Trimethoxyflavone (6.25, 12.5 μM, 24 h).
Cell Assay
Cell Viability Assay[1]
Cell Types: AGS, SNU-1, SNU-16
Tested Concentrations: 12.5 ,25, 50, 100, 200 μM
Incubation Duration: 24 and 48 hrs (hours)
Experimental Results: demonstrated the highest results in SNU-16 cells toxicity.

Apoptosis analysis [1]
Cell Types: SNU-16
Tested Concentrations: 12.5, 25, 37.5, 50 μM
Incubation Duration: 24 h
Experimental Results: The percentage of annexin V-positive SNU-16 cells increased from 7.2% to 58.0%, and GRP78, IRE1a , ATF-4 and CHOP.

Western Blot Analysis[2]
Cell Types: HDF
Tested Concentrations: 6.25, 12.5 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Inhibits matrix metalloproteinase-1 (MMP-1) expression and stimulates collagen, type I and alpha 1 (COLIA1) expression.
References
[1]. Kim H, et al. Induction of ER Stress-Mediated Apoptosis by the Major Component 5,7,4'-TrimethoxyflavoneIsolated from Kaempferia parviflora Tea Infusion. Nutr Cancer. 2018 Aug-Sep;70(6):984-996.
[2]. Phung HM,et al. Protective Effect of Polymethoxyflavones Isolated from Kaempferia parviflora against TNF-α-Induced Human Dermal Fibroblast Damage. Antioxidants (Basel). 2021 Oct 13;10(10):1609
[3]. Fischer H, et al. Activation of the CFTR Cl- channel by trimethoxyflavone in vitro and in vivo. Cell Physiol Biochem. 2008;22(5-6):685-92.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H16O5
Molecular Weight
312.3166
Exact Mass
312.09977361
CAS #
5631-70-9
Related CAS #
5631-70-9
Appearance
Solid
SMILES
COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3OC)OC
InChi Key
ZXJJBDHPUHUUHD-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H16O5/c1-20-12-6-4-11(5-7-12)15-10-14(19)18-16(22-3)8-13(21-2)9-17(18)23-15/h4-10H,1-3H3
Chemical Name
5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
Synonyms
5,7,4'-Trimethoxyflavone
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: 62~100 mg/mL (198.5~320.2 mM)
Ethanol: ~15 mg/mL (~48.0 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.00 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 (8.00 mM) (saturation unknown) in 10% DMSO + 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 DMSO 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2018 mL 16.0092 mL 32.0184 mL
5 mM 0.6404 mL 3.2018 mL 6.4037 mL
10 mM 0.3202 mL 1.6009 mL 3.2018 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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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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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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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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