Art. -Nr.: HY-N0872

Isosteviol

(Synonyms: (-)-Isosteviol; iso-Steviol)

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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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Reinheit: 99.86%
CAS. Nr.: 27975-19-5
Formel: C₂₀H₃₀O₃
Molecular Weight:318.45

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Isosteviol Chemical Structure

CAS. Nr.: 27975-19-5

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

DNA Polymerase

Alle DNA/RNA Synthesis Isoform-spezifische Produkte anzeigen :

Alle Interleukin Related Isoform-spezifische Produkte anzeigen :

Alle Topoisomerase Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	>50 μM Compound: 1	Cytotoxicity against human A549 cells after 48 hrs by MTT assay Cytotoxicity against human A549 cells after 48 hrs by MTT assay	[PMID: 23347685]
A549	IC₅₀	>50 μM Compound: 1, Isosteviol	Antiproliferative activity against human A549 cells after 48 hrs by MTT assay Antiproliferative activity against human A549 cells after 48 hrs by MTT assay	[PMID: 23693151]
B16-F10	IC₅₀	>100 μM Compound: 1, Isosteviol	Cytotoxicity against mouse B16F10 cells after 48 hrs by MTT assay Cytotoxicity against mouse B16F10 cells after 48 hrs by MTT assay	[PMID: 24685545]
EC9706	IC₅₀	>100 μM Compound: 1	Antiproliferative activity against human EC9706 cells after 72 hrs by MTT assay Antiproliferative activity against human EC9706 cells after 72 hrs by MTT assay	[PMID: 22901386]
ECa-109 cell line	IC₅₀	>100 μM Compound: 1	Antiproliferative activity against human ECA109 cells after 72 hrs by MTT assay Antiproliferative activity against human ECA109 cells after 72 hrs by MTT assay	[PMID: 22901386]
HCT-116	IC₅₀	>100 μM Compound: 1	Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay	[PMID: 22901386]
HCT-116	IC₅₀	>100 μM Compound: 1; Isosteviol	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	[PMID: 26994841]
HCT-116	IC₅₀	>150 μM Compound: 1	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	[PMID: 27777008]
HeLa	IC₅₀	>50 μM Compound: 1	Cytotoxicity against human HeLa cells after 48 hrs by MTT assay Cytotoxicity against human HeLa cells after 48 hrs by MTT assay	[PMID: 23347685]
HeLa	IC₅₀	>50 μM Compound: 1, Isosteviol	Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay	[PMID: 23693151]
HepG2	IC₅₀	>100 μM Compound: 1, Isosteviol	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	[PMID: 24685545]
HGC-27	IC₅₀	>100 μM Compound: 1; Isosteviol	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	[PMID: 26994841]
HL-60	IC₅₀	75 μM Compound: 1, isosteviol	Cytotoxicity against human HL60 cells by MTT assay Cytotoxicity against human HL60 cells by MTT assay	[PMID: 26042548]
JeKo-1	IC₅₀	>100 μM Compound: 1; Isosteviol	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	[PMID: 26994841]
JeKo-1	IC₅₀	>150 μM Compound: 1	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	[PMID: 27777008]
MCF7	IC₅₀	2.18 μg/mL Compound: 3	Antiproliferative activity against human MCF7 cells Antiproliferative activity against human MCF7 cells	[PMID: 30059803]
PC-3	IC₅₀	>100 μM Compound: 1	Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay	[PMID: 22901386]
Raji	IC₅₀	>50 μM Compound: 1	Cytotoxicity against human Raji cells after 48 hrs by MTT assay Cytotoxicity against human Raji cells after 48 hrs by MTT assay	[PMID: 23347685]
Raji	IC₅₀	>50 μM Compound: 1, Isosteviol	Antiproliferative activity against human Raji cells after 48 hrs by MTT assay Antiproliferative activity against human Raji cells after 48 hrs by MTT assay	[PMID: 23693151]
Raji	IC₅₀	321 μM Compound: 7	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	[PMID: 19131254]
SGC-7901	IC₅₀	>50 μM Compound: 1	Cytotoxicity against human SGC7901 cells after 48 hrs by MTT assay Cytotoxicity against human SGC7901 cells after 48 hrs by MTT assay	[PMID: 23347685]
SGC-7901	IC₅₀	>50 μM Compound: 1, Isosteviol	Antiproliferative activity against human SGC7901 cells after 48 hrs by MTT assay Antiproliferative activity against human SGC7901 cells after 48 hrs by MTT assay	[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

CAS. Nr. 27975-19-5
Appearance Solid
Molecular Weight 318.45
Formel C₂₀H₃₀O₃
Color White to off-white
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
Synonyms

(-)-Isosteviol; iso-Steviol
Structure Classification
- Terpenoids
- Diterpenoids
Initial Source
- Plants
- other families
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Lösungsmittel & Löslichkeit

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.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.1402 mL

15.7011 mL

31.4021 mL

5 mM

0.6280 mL

3.1402 mL

6.2804 mL

10 mM

0.3140 mL

1.5701 mL

3.1402 mL

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.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

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.

Protocol 1

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.

Protocol 2

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.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.75 mg/mL (8.64 mM); Clear solution

This protocol yields a clear solution of ≥ 2.75 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (27.5 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
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

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (278 KB)
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)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[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]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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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Isosteviol

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Alle DNA/RNA Synthesis Isoform-spezifische Produkte anzeigen

Alle Interleukin Related Isoform-spezifische Produkte anzeigen

Alle Topoisomerase Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Isosteviol Related Classifications

HY-N0872 Related Classifications