Lupiwighteone
Based on 1 Customer Validation
Lupiwighteone is an isoflavone present widely in wild-growing plants, with antioxidant, antimicrobial and anticancer effects. Lupiwighteone induces caspase-dependent and -independent apoptosis on human breast cancer cells via inhibiting PI3K/Akt/mTOR pathway.
For research use only. We do not sell to patients.
- Purity: 98.92%
- CAS No.: 104691-86-3
- Formula: C20H18O5
- Molecular Weight:338.35
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Biological Activity
apoptosis[2]
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A-375 | IC50 |
88.5 μM
Compound: 1
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Cytotoxicity against human A-375 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay
Cytotoxicity against human A-375 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay
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[PMID: 35271771] |
| HaCaT | IC50 |
159.8 μM
Compound: 1
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Cytotoxicity against human HaCaT cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay
Cytotoxicity against human HaCaT cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay
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[PMID: 35271771] |
| HCT-116 | IC50 |
187 μM
Compound: 1
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Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay
Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay
|
[PMID: 35271771] |
Lupiwighteone (2-100 μM; 72 hours) shows cytotoxicity towards various cell lines, especially on DU-145 cells and SGC-7901 cells with IC50s of 23.7 μM and 21 μM, respectively[2].
Lupiwighteone (20-60 μM; 48 hours) induces (cell cycle arrest in DU-145 cells[2].
Lupiwighteone (20-60 μM; 48 hours) induces cells apoptosis[2].
Lupiwighteone (20-60 μM; 48 hours) decreases the cell cycle-related protein expressions in a dose-dependent manner in DU-145 cells[2].
Lupiwighteone (20-60 μM; 48 hours) induces a dose-dependent increase in ROS production[2].
Lupiwighteone up-regulates of cytochrome c and caspase-3, and subsequent cleavage of PARP-1 and down-regulates of the p-Akt/Akt ratio and VEGF expression, suggests the activation of mitochondria-based intrinsic apoptosis in DU-145 cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:DU-145 cells, C4-2 cells, SGC-7901 cells, Hela cells, HUVEC, MCF-7 cells, CNE cells, Vero
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Concentration:2 μM, 5 μM, 25 μM, 50 μM, 100 μM
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Incubation Time:72 hours
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Result:Had inhibition on the survival of many cancer cell lines and HUVEC.
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Cell Line:DU-145 cells
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Concentration:20 μM, 40 μM, 60 μM
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Incubation Time:48 hours
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Result:Induced cell cycle arrest.
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Cell Line:DU-145 cells
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Concentration:20 μM, 40 μM, 60 μM
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Incubation Time:48 hours
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Result:Induced apoptosis.
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Cell Line:DU-145 cells
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Concentration:20 μM, 40 μM, 60 μM
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Incubation Time:48 hours
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Result:Decreased CDK1, 2, 4, 6, cyclinD1, and cyclinB1 protein expression in a dose-dependent manner.
Chemical Information
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CAS No. 104691-86-3
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Appearance Solid
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Molecular Weight 338.35
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Formula C20H18O5
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Color Off-white to light yellow
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SMILES
O=C1C2=C(O)C=C(O)C(C/C=C(C)\C)=C2OC=C1C3=CC=C(O)C=C3
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Synonyms
8-prenylgenistein
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 100 mg/mL (295.55 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (278 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Won YS, et al. 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. [Content Brief]
[2]. Ren J, et al. Isoflavone lupiwighteone induces cytotoxic, apoptotic, and antiangiogenic activities in DU-145 prostate cancer cells. Anticancer Drugs. 2015 Jul;26(6):599-611. [Content Brief]
[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. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.9555 mL | 14.7776 mL | 29.5552 mL | 73.8880 mL |
| 5 mM | 0.5911 mL | 2.9555 mL | 5.9110 mL | 14.7776 mL | |
| 10 mM | 0.2956 mL | 1.4778 mL | 2.9555 mL | 7.3888 mL | |
| 15 mM | 0.1970 mL | 0.9852 mL | 1.9703 mL | 4.9259 mL | |
| 20 mM | 0.1478 mL | 0.7389 mL | 1.4778 mL | 3.6944 mL | |
| 25 mM | 0.1182 mL | 0.5911 mL | 1.1822 mL | 2.9555 mL | |
| 30 mM | 0.0985 mL | 0.4926 mL | 0.9852 mL | 2.4629 mL | |
| 40 mM | 0.0739 mL | 0.3694 mL | 0.7389 mL | 1.8472 mL | |
| 50 mM | 0.0591 mL | 0.2956 mL | 0.5911 mL | 1.4778 mL | |
| 60 mM | 0.0493 mL | 0.2463 mL | 0.4926 mL | 1.2315 mL | |
| 80 mM | 0.0369 mL | 0.1847 mL | 0.3694 mL | 0.9236 mL | |
| 100 mM | 0.0296 mL | 0.1478 mL | 0.2956 mL | 0.7389 mL |