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Sophoflavescenol

Cat No.:V31605 Purity: ≥98%
Sophoflavescenol is a prenyl flavonoid compound that can inhibit the activity of PDE5 with IC50 of 0.013 μM; it also inhibits RLAR, HRAR, BACE1, AChE and BChE with IC50s of 0.30 μM, 0.17 μM, 10.98 μM, and 8.37 respectively.
Sophoflavescenol
Sophoflavescenol Chemical Structure CAS No.: 216450-65-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
Official Supplier of:
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Product Description
Sophoflavescenol is a prenyl flavonoid compound that can inhibit the activity of PDE5 with IC50 of 0.013 μM; it also inhibits RLAR, HRAR, BACE1, AChE and BChE with IC50s of 0.30 μM, 0.17 μM, 10.98 μM, and 8.37 respectively. µM and 8.21 µM.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Human lung adenocarcinoma epithelial (A549) cells, Lewis lung cancer (LLC), and human leukemia (HL-60) cells are all susceptible to cytotoxicity from sophoflavescenol. By preventing nitric oxide synthesis and ROS formation generated by tert-butyl hydroperoxide, sophoflavescenol exhibits strong anti-inflammatory effects in RAW 264.7 cells instead of blocking nuclear factor kappa B activation [1]. With an IC50 value of 0.30 µM, sophoflavescenol strongly inhibits RLAR activity, whereas the well-known ARI epalrestat has an IC50 value of 0.07 µM. With an IC50 value of 0.17 µM, sophoflavescenol also exhibited strong inhibitory activity in the HRAR assay, matching epalrestat's (0.15 µM) value. Sophorol (IC50 17.89 µg/mL) shown greater potency in inhibiting AGE production in the AGE experiment compared to aminoguanidine (IC50 81.05 µg/mL). With IC50 values of 8.37 and 8.21 µM for AChE and BChE, respectively, sophoflavescenol exhibits strong inhibitory effects on both enzymes. Moreover, sophoflavescenol, with an IC50 value of 10.98 µM, demonstrates strong dose-dependent BACE1 inhibition[2]. Sophoflavescenol (Ki=0.005 μM) is a mixed inhibitor of cGMP PDE5. The most selective substance for PDE5 is sophoflavescenol, which is 31.5 times more selective than PDE3 and 196.2 times more selective than PDE4 [3].
ln Vivo
Sophoflavescenol inhibits tumor growth in LLC tumor models, exhibiting strong in vivo anti-tumor action. In HL-60 cells, it activates caspase-3, inducing apoptosis [1].
References

[1]. Anti-tumorigenic activity of sophoflavescenol against Lewis lung carcinoma in vitro and in vivo. Arch Pharm Res. 2011 Dec;34(12):2087-99.

[2]. Antidiabetic complications and anti-Alzheimer activities of sophoflavescenol, a prenylated flavonol from Sophora flavescens, and its structure-activity relationship. Phytother Res. 2011 May;25(5):709-15.

[3]. A prenylated flavonol, sophoflavescenol: a potent and selective inhibitor of cGMP phosphodiesterase 5. Bioorg Med Chem Lett. 2002 Sep 2;12(17):2313-6.

Additional Infomation
Sophoflavescenol has been reported in Albizia julibrissin and Sophora flavescens with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H20O6
Molecular Weight
368.3799
Exact Mass
368.125
CAS #
216450-65-6
PubChem CID
9929189
Appearance
Solid powder
Density
1.359±0.06 g/cm3
Boiling Point
631.8±55.0 °C at 760 mmHg
Melting Point
273-275 ºC
Flash Point
226.2±25.0 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.657
LogP
4.62
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
4
Heavy Atom Count
27
Complexity
612
Defined Atom Stereocenter Count
0
InChi Key
VMLJAWUWVVHRNG-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H20O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3
Chemical Name
3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chromen-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

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)
DMSO : ~25 mg/mL (~67.86 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (6.79 mM) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7146 mL 13.5729 mL 27.1459 mL
5 mM 0.5429 mL 2.7146 mL 5.4292 mL
10 mM 0.2715 mL 1.3573 mL 2.7146 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:

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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.

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:
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  • 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
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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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