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Lupiwighteone

Cat No.:V38836 Purity: ≥98%
Lupiwighteone is an isoflavone found widely in wild plants and has antioxidant, antibacterial and anti-cancer activities.
Lupiwighteone
Lupiwighteone Chemical Structure CAS No.: 104691-86-3
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
10mg
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Product Description
Lupiwighteone is an isoflavone found widely in wild plants and has antioxidant, antibacterial and anti-cancer activities. Lupiwighteone induces caspase-dependent and -independent apoptosis in human breast cancer/tumor cells by inhibiting the PI3K/Akt/mTOR pathway.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Lupiwighteone (2-100 μM; 72 hours) demonstrates cytotoxicity against many cell lines, with IC50s of 23.7 μM and 21 μM, respectively, against DU-145 and SGC-7901 cells [2]. In 48 hours, lupiwighteone (20–60 μM) causes cell cycle arrest in DU-145 cells [2]. In 48 hours, lupiwighteone (20–60 μM) causes apoptosis [2]. The expression of cell cycle-related proteins in DU-145 cells is lowered in a dose-dependent manner by lupiwighteone (20–60 μM; 48 hours) [2]. A dose-dependent increase in ROS generation is induced by lupiwighteone (20–60 μM; 48 hours) [2]. Inducing mitochondria-based intrinsic apoptosis in DU-145 cells, lupiwighteone up-regulates cytochrome c and caspase-3, cleaves PARP-1, and down-regulates p-Akt/Akt ratio and VEGF expression [2].
Cell Assay
Cell viability assay[2]
Cell Types: DU-145 cells, C4-2 cells, SGC-7901 cells, Hela cells, HUVEC, MCF-7 cells, CNE cells, Vero
Tested Concentrations: 2 μM, 5 μM, 25 μM, 50 μM, 100 μM
Incubation Duration: 72 hrs (hours)
Experimental Results: Inhibitory effect on the survival of various cancer cell lines and HUVEC Cell cycle analysis [2]
Cell Types: DU-145 Cell
Tested Concentrations: 20 μM, 40 μM, 60 μM
Incubation Duration: 48 hour
Experimental Results: Induction of cell cycle arrest.

Apoptosis analysis[2]
Cell Types: DU-145 Cell
Tested Concentrations: 20 μM, 40 μM, 60 μM
Incubation Duration: 48 hrs (hours)
Experimental Results: Induction of apoptosis.

Western Blot Analysis [2]
Cell Types: DU-145 Cell
Tested Concentrations: 20 μM, 40 μM, 60 μM
Incubation Duration: 48 hrs (hours)
Experimental Results: CDK1, 2, 4, 6, cyclinD1 and cyclinB1 protein expression diminished in a dose-dependent manner.
References

[1]. Lupiwighteone induces caspase-dependent and -independent apoptosis on human breast cancer cells via inhibiting PI3K/Akt/mTOR pathway. Food Chem Toxicol. 2020 Jan;135:110863.

[2]. Isoflavone lupiwighteone induces cytotoxic, apoptotic, and antiangiogenic activities in DU-145 prostate cancer cells. Anticancer Drugs. 2015 Jul;26(6):599-611.

[3]. Li XL, Sui L, Lin FH, Lian Y, Ai LZ, Zhang Y. Differential effects of genistein and 8-prenylgenistein on reproductive tissues in immature female mice. Pharm Biol. 2019;57(1):226-230.

Additional Infomation
Lupiwighteone is a member of isoflavones.
Lupiwighteone has been reported in Cadophora gregata, Glycyrrhiza uralensis, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H18O5
Molecular Weight
338.3539
Exact Mass
338.115
CAS #
104691-86-3
PubChem CID
5317480
Appearance
Off-white to light yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
583.5±50.0 °C at 760 mmHg
Melting Point
133-135℃
Flash Point
211.8±23.6 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.667
LogP
5.05
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
25
Complexity
554
Defined Atom Stereocenter Count
0
InChi Key
YGCCASGFIOIXIN-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3
Chemical Name
5,7-dihydroxy-3-(4-hydroxyphenyl)-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: 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 : ~100 mg/mL (~295.55 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.39 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 2.9555 mL 14.7776 mL 29.5552 mL
5 mM 0.5911 mL 2.9555 mL 5.9110 mL
10 mM 0.2956 mL 1.4778 mL 2.9555 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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g/mol

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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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