Isosteviol
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Isosteviol ((-)-Isosteviol) is a derivative of Stevioside through acid catalyzed hydrolysis of Stevioside. Isosteviol inhibits DNA polymerase and DNA topoisomerase and has antibacterial, anticancer and anti-tuberculosis effects.
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- Pureza: 99.86%
- No. CAS: 27975-19-5
- Fòrmula: C20H30O3
- Peso molecular:318.45
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Almacenamiento:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year
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Actividad biológica
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Chemical Information
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Solvente y solubilidad
- Pureza y Documentación
- Referencias
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Help & FAQs
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Actividad biológica
Descripciòn
IC50 & Target
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DNA Polymerase |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
>50 μM
Compound: 1
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Cytotoxicity against human A549 cells after 48 hrs by MTT assay
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
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[PMID: 23347685] |
| A549 | IC50 |
>50 μM
Compound: 1, Isosteviol
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Antiproliferative activity against human A549 cells after 48 hrs by MTT assay
Antiproliferative activity against human A549 cells after 48 hrs by MTT assay
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[PMID: 23693151] |
| B16-F10 | IC50 |
>100 μM
Compound: 1, Isosteviol
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Cytotoxicity against mouse B16F10 cells after 48 hrs by MTT assay
Cytotoxicity against mouse B16F10 cells after 48 hrs by MTT assay
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[PMID: 24685545] |
| EC9706 | IC50 |
>100 μM
Compound: 1
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Antiproliferative activity against human EC9706 cells after 72 hrs by MTT assay
Antiproliferative activity against human EC9706 cells after 72 hrs by MTT assay
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[PMID: 22901386] |
| ECa-109 cell line | IC50 |
>100 μM
Compound: 1
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Antiproliferative activity against human ECA109 cells after 72 hrs by MTT assay
Antiproliferative activity against human ECA109 cells after 72 hrs by MTT assay
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[PMID: 22901386] |
| HCT-116 | IC50 |
>100 μM
Compound: 1
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Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
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[PMID: 22901386] |
| HCT-116 | IC50 |
>100 μM
Compound: 1; Isosteviol
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Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by MTT assay
Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by MTT assay
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[PMID: 26994841] |
| HCT-116 | IC50 |
>150 μM
Compound: 1
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Cytotoxicity against human HCT116 cells assessed as decrease in cell proliferation after 72 hrs by MTT assay
Cytotoxicity against human HCT116 cells assessed as decrease in cell proliferation after 72 hrs by MTT assay
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[PMID: 27777008] |
| HeLa | IC50 |
>50 μM
Compound: 1
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Cytotoxicity against human HeLa cells after 48 hrs by MTT assay
Cytotoxicity against human HeLa cells after 48 hrs by MTT assay
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[PMID: 23347685] |
| HeLa | IC50 |
>50 μM
Compound: 1, Isosteviol
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Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay
Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay
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[PMID: 23693151] |
| HepG2 | IC50 |
>100 μM
Compound: 1, Isosteviol
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Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
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[PMID: 24685545] |
| HGC-27 | IC50 |
>100 μM
Compound: 1; Isosteviol
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Cytotoxicity against human HGC27 cells assessed as growth inhibition after 72 hrs by MTT assay
Cytotoxicity against human HGC27 cells assessed as growth inhibition after 72 hrs by MTT assay
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[PMID: 26994841] |
| HL-60 | IC50 |
75 μM
Compound: 1, isosteviol
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Cytotoxicity against human HL60 cells by MTT assay
Cytotoxicity against human HL60 cells by MTT assay
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[PMID: 26042548] |
| JeKo-1 | IC50 |
>100 μM
Compound: 1; Isosteviol
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Cytotoxicity against human JeKo1 cells assessed as growth inhibition after 72 hrs by MTT assay
Cytotoxicity against human JeKo1 cells assessed as growth inhibition after 72 hrs by MTT assay
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[PMID: 26994841] |
| JeKo-1 | IC50 |
>150 μM
Compound: 1
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Cytotoxicity against human JeKo1 cells assessed as decrease in cell proliferation after 72 hrs by MTT assay
Cytotoxicity against human JeKo1 cells assessed as decrease in cell proliferation after 72 hrs by MTT assay
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[PMID: 27777008] |
| MCF7 | IC50 |
2.18 μg/mL
Compound: 3
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Antiproliferative activity against human MCF7 cells
Antiproliferative activity against human MCF7 cells
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[PMID: 30059803] |
| PC-3 | IC50 |
>100 μM
Compound: 1
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Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay
Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay
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[PMID: 22901386] |
| Raji | IC50 |
>50 μM
Compound: 1
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Cytotoxicity against human Raji cells after 48 hrs by MTT assay
Cytotoxicity against human Raji cells after 48 hrs by MTT assay
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[PMID: 23347685] |
| Raji | IC50 |
>50 μM
Compound: 1, Isosteviol
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Antiproliferative activity against human Raji cells after 48 hrs by MTT assay
Antiproliferative activity against human Raji cells after 48 hrs by MTT assay
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[PMID: 23693151] |
| Raji | IC50 |
321 μM
Compound: 7
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Inhibition of TPA-induced EBV-early antigen activation in human Raji cells after 48hrs by indirect immunofluorescence technique
Inhibition of TPA-induced EBV-early antigen activation in human Raji cells after 48hrs by indirect immunofluorescence technique
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[PMID: 19131254] |
| SGC-7901 | IC50 |
>50 μM
Compound: 1
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Cytotoxicity against human SGC7901 cells after 48 hrs by MTT assay
Cytotoxicity against human SGC7901 cells after 48 hrs by MTT assay
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[PMID: 23347685] |
| SGC-7901 | IC50 |
>50 μM
Compound: 1, Isosteviol
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Antiproliferative activity against human SGC7901 cells after 48 hrs by MTT assay
Antiproliferative activity against human SGC7901 cells after 48 hrs by MTT assay
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[PMID: 23693151] |
In Vitro
Isosteviol ((-)-Isosteviol) dose-dependently relaxed the vasopressin (10-8 M)-induced vasoconstriction in isolated aortic rings with or without endothelium. However, in the presence of potassium chloride (3×10-2 M), the vasodilator effect of isosteviol on arterial strips disappeared. Only the inhibitors specific for the ATP-sensitive potassium (KATP) channel or small conductance calcium-activated potassium (SKCa) channel inhibited the vasodilator effect of isosteviol in isolated aortic rings contracted with 10-8 M vasopressin[1].
The attenuation by isosteviol of the vasopressin- and phenylephrine-induced increase in [Ca2+]i was inhibited by glibenclamide, apamin and 4-aminopyridine but not by charybdotoxin. Furthermore, the inhibitory action of isosteviol on [Ca 2+]i was blocked when A7r5 cells co-treated with glibenclamide and apamin in conjunction with 4-aminopyridine were present[2].
Isosteviol (1-100 micromol/l) inhibits angiotensin-II-induced DNA synthesis and endothelin-1 secretion. Measurements of 2'7'-dichlorofluorescin diacetate, a redox-sensitive fluorescent dye, showed an isosteviol-mediated inhibition of intracellular reactive oxygen species generated by the effects of angiotensin II[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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No. CAS 27975-19-5
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Appearance Solid
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Peso molecular 318.45
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Fòrmula C20H30O3
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Color White to off-white
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SMILES
C[C@]([C@]1([H])CC2)(CCC[C@@]1(C)C(O)=O)[C@@]3([H])[C@@]2(CC4=O)C[C@]4(C)CC3
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Synonyms
(-)-Isosteviol; iso-Steviol
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Structure Classification
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Initial Source
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Powder -20°C 3 years 4°C 2 years In solvent -80°C 2 years -20°C 1 year
Solvente y solubilidad
In Vitro:
DMSO : ≥ 100 mg/mL (314.02 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
* "≥" means soluble, but saturation unknown.
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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
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.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.75 mg/mL (8.64 mM); Clear solution
This protocol yields a clear solution of ≥ 2.75 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (27.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.75 mg/mL (8.64 mM); Clear solution
This protocol yields a clear solution of ≥ 2.75 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (27.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
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.
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.
Pureza y Documentación
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Ficha de datos (278 KB)
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SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
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Instrucciones de manejo (2659 KB)
Referencias
[1]. Wong KL, et al. Isosteviol acts on potassium channels to relax isolated aortic strips of Wistar rat. Life Sci. 2004 Mar 26;74(19):2379-87. [Content Brief]
[2]. Wong KL, et al. Isosteviol as a potassium channel opener to lower intracellular calcium concentrations in cultured aortic smooth muscle cells. Planta Med. 2004 Feb;70(2):108-12. [Content Brief]
[3]. Wong KL, et al. Antiproliferative effect of isosteviol on angiotensin-II-treated rat aortic smooth muscle cells. Pharmacology. 2006;76(4):163-9. [Content Brief]
[4]. Asad Ullah, et al. Bioactivity Profile of the Diterpene Isosteviol and its Derivatives. Molecules. 2019 Feb 14;24(4):678. [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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.1402 mL | 15.7011 mL | 31.4021 mL | 78.5053 mL |
| 5 mM | 0.6280 mL | 3.1402 mL | 6.2804 mL | 15.7011 mL | |
| 10 mM | 0.3140 mL | 1.5701 mL | 3.1402 mL | 7.8505 mL | |
| 15 mM | 0.2093 mL | 1.0467 mL | 2.0935 mL | 5.2337 mL | |
| 20 mM | 0.1570 mL | 0.7851 mL | 1.5701 mL | 3.9253 mL | |
| 25 mM | 0.1256 mL | 0.6280 mL | 1.2561 mL | 3.1402 mL | |
| 30 mM | 0.1047 mL | 0.5234 mL | 1.0467 mL | 2.6168 mL | |
| 40 mM | 0.0785 mL | 0.3925 mL | 0.7851 mL | 1.9626 mL | |
| 50 mM | 0.0628 mL | 0.3140 mL | 0.6280 mL | 1.5701 mL | |
| 60 mM | 0.0523 mL | 0.2617 mL | 0.5234 mL | 1.3084 mL | |
| 80 mM | 0.0393 mL | 0.1963 mL | 0.3925 mL | 0.9813 mL | |
| 100 mM | 0.0314 mL | 0.1570 mL | 0.3140 mL | 0.7851 mL |
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