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Stevioside

Cat No.:V8655 Purity: ≥98%
Stevioside is a natural sweetener found in stevia leaves that has anti-cancer activity.
Stevioside
Stevioside Chemical Structure CAS No.: 57817-89-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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250mg
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Product Description
Stevioside is a natural sweetener found in stevia leaves that has anti-cancer activity.
Stevioside (CAS 57817-89-7) is an orally active natural sweetener isolated from Stevia rebaudiana. It is a diterpenoid glycoside (ent-kaurane diterpenoid) with multiple pharmacological activities. It exhibits antihypertensive, antihyperglycemic, antioxidant, anti-inflammatory, and anti-tumor activities. It is a non-caloric natural sweetener widely used in food products.
Biological Activity I Assay Protocols (From Reference)
Targets
Stevioside targets multiple pathways: it potentiates insulin secretion, increases insulin sensitivity, and enhances acetyl-CoA carboxylase (ACC) gene expression. It acts as a Ca2+ influx inhibitor and has immunomodulatory activity, increasing phagocytic activity, haemagglutination antibody titre, and delayed type hypersensitivity.
ln Vitro
In vitro, stevioside exhibits antioxidant, anti-inflammatory, and anticancer activities. It potentiates insulin secretion and enhances ACC gene expression. It increases insulin sensitivity and acts as a Ca2+ influx inhibitor. It has immunomodulatory effects, including increased phagocytic activity. Cell viability assays have been used to evaluate its effects.
ln Vivo
In vivo, stevioside can reduce postprandial blood glucose levels in type 2 diabetic patients, indicating beneficial effects on glucose metabolism. It has antihypertensive and antihyperglycemic effects. It has anti-inflammatory effects against dextran sulfate sodium-induced ulcerative colitis in mice and protects against rhabdomyolysis-induced acute kidney injury via PPAR-γ agonism in rats.
Enzyme Assay
General protocols for glucose metabolism assays use pancreatic beta-cells or intestinal epithelial cells. Cells are treated with stevioside (10-1000 µM) for 1-24 hours. Insulin secretion is measured by ELISA. Glucose uptake is assessed using 2-NBDG or [3H]-2-deoxyglucose. ACC gene expression is quantified by RT-qPCR. Intracellular calcium levels are measured using Fluo-4 or Fura-2 imaging.
Cell Assay
General protocols for cell viability and anticancer assays use various cancer cell lines (e.g., HeLa, MCF-7). Cells are seeded in 96-well plates and treated with stevioside at various concentrations (1-500 µM) for 24-72 hours. Cell viability is assessed by MTT or CCK-8 assays. Apoptosis is evaluated by caspase-3/7 activity or Annexin V/PI staining. IC50 values are calculated from dose-response curves. Positive controls (e.g., doxorubicin) and negative controls (vehicle only) are included.
Animal Protocol
General protocols for in vivo antihyperglycemic studies use diabetic animal models (e.g., streptozotocin-induced diabetic rats or db/db mice). Stevioside is administered orally at doses of 50-500 mg/kg daily for 2-4 weeks. Fasting blood glucose, postprandial glucose, and HbA1c levels are measured. Oral glucose tolerance tests (OGTT) are performed. Serum insulin levels are measured by ELISA. Pancreatic tissues are collected for histological analysis. Body weight and food intake are monitored.
ADME/Pharmacokinetics
Stevioside has a molecular weight of 804.87 g/mol (C38H60O18). It is a diterpenoid glycoside that is orally active. It is a natural sweetener isolated from Stevia rebaudiana. It is slightly soluble in water and soluble in ethanol. Following oral administration, it is metabolized by intestinal microbiota to steviol, which is absorbed and excreted via the kidneys. Stevioside has a favorable pharmacokinetic profile with a long duration of action.
Toxicity/Toxicokinetics
Stevioside is generally recognized as safe (GRAS) as a food additive and natural sweetener. It has a favorable safety profile with no significant toxicity at typical consumption levels. High doses may cause gastrointestinal discomfort. It has been extensively studied for safety and is approved as a food additive in many countries. No significant adverse effects have been reported at recommended intake levels.
References

Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.

Additional Infomation
Stevioside is a diterpenoid glycoside, a derivative of steviol glycoside, in which the hydroxyl group at the 2-position of allyl β-D-glucoside is converted to the corresponding β-D-glucoside. It is a natural herbal sweetener, 250-300 times sweeter than sucrose (but slightly bitter), extracted from stevia rebaudiana, native to South America. It has multiple functions, including as a sweetener, antioxidant, antitumor agent, hypoglycemic agent, anti-inflammatory agent, and plant metabolite. It is a diterpenoid glycoside, ent-kaurane diterpenoid, β-D-glucoside, tetracyclic diterpenoid, and bridging compound. Functionally, it is related to steviol and steviol glycosides. Stevioside has been reported in cattle, plants in the Asteraceae family, and stevia rebaudiana, with relevant data available. See also: Stevia rebaudiana leaves (partial).
Stevioside (CAS 57817-89-7) is a natural diterpenoid glycoside sweetener from Stevia rebaudiana with antihypertensive, antihyperglycemic, antioxidant, anti-inflammatory, and anti-tumor activities. It potentiates insulin secretion and increases insulin sensitivity. It is approved as a food additive and sweetener in many countries. It has not been approved as a pharmaceutical drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C38H60O18
Molecular Weight
804.8722
Exact Mass
804.377
CAS #
57817-89-7
PubChem CID
442089
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
963.3±65.0 °C at 760 mmHg
Melting Point
198°C
Flash Point
290.3±27.8 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.646
LogP
1.19
Hydrogen Bond Donor Count
11
Hydrogen Bond Acceptor Count
18
Rotatable Bond Count
10
Heavy Atom Count
56
Complexity
1450
Defined Atom Stereocenter Count
21
SMILES
O([C@]1([H])[C@@]([H])([C@]([H])(C([H])([C@@]([H])(C([H])([H])O[H])O1)O[H])O[H])O[C@@]1([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C([H])([H])O[H])O1)O[H])O[H])O[H])[C@]12C(=C([H])[H])C([H])([H])[C@]3(C([H])([H])C([H])([H])C4([H])[C@@](C(=O)O[C@@]5([H])C([H])([C@]([H])(C([H])([C@@]([H])(C([H])([H])O[H])O5)O[H])O[H])O[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]4(C([H])([H])[H])C3([H])C([H])([H])C1([H])[H])C2([H])[H]
InChi Key
UEDUENGHJMELGK-HYDKPPNVSA-N
InChi Code
InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1
Chemical Name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
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

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 : ~250 mg/mL (~310.61 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (2.58 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 20.8 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.

Solubility in Formulation 2: ≥ 2.08 mg/mL (2.58 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (2.58 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 20.8 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 1.2424 mL 6.2122 mL 12.4244 mL
5 mM 0.2485 mL 1.2424 mL 2.4849 mL
10 mM 0.1242 mL 0.6212 mL 1.2424 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

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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
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05852145 NOT YET RECRUITING Drug: Stevioside Dental Plaque
Microbiome
pH
Hospital Infantil de Mexico Federico Gomez 2023-10 Phase 1
Phase 2
NCT01488383 WITHDRAWN Drug: Purified extract of Rebaudina Stevia-Stevioside
Drug: Sodium saccharin
Hyperglycemia
Hypertension
Basque Health Service 2013-09 Not Applicable
NCT01757990 COMPLETED Dietary Supplement: Effect of Stevioside and Rebaudioside on plaque pH Dental Caries Università degli Studi di Sassari 2012-03 Phase 2
NCT02834715 COMPLETED Dietary Supplement: Stevia rebaudiana liquid extract Diabetes Mellitus Yaounde Central Hospital 2016-03 Not Applicable
NCT03993418 COMPLETED Dietary Supplement: stevia Glucose Intolerance
Obesity
University of Manchester 2019-02-01 Not Applicable
Biological Data
  • (A) Represents treated SKBR3 with different concentration of Stevioside. (B) Represents relative cell viability on SKBR3 cell line treated with different concentrations of stevioside. (C) Represents treated MDA-MB-231 with different concentration of Stevioside. (D) Represents relative cell viability on MDA-MB-231 cell line with different concentration of Stevioside. MTT assay was used to determine the cell viability. All experiments were done in triplets to confirm reproducibility. P < 0.05 compared to the control group.Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.
  • (A) and (B) represent relative cell viability on cell line treated SKBR3 and MDA-MB-231 respectively with 25 µM, 10 µM 5-FU alone, 10 µM stevioside alone and in combination 5-FU 10 µM & 10 µM stevioside. Experiments were done in triplets to confirm reproducibility. * P < 0.05 compared to the control group.Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.
  • (A) Alone and combination treatment of 5-FU and stevioside on cell. Cell lines were seeded after 24 h of drug treatment and stained with propidium iodide and then assayed by flowcytometry. Histograms show the percentages of cells in G1, S, G2/M and sub-G0 phases of the cell cycle. (B) Experiment was conducted to check whether the purified stevioside and 5-FU together are inducing apoptosis or necrosis. Annexin staining showed that the stevioside induced only apoptosis and not necrosis with 24 h treatment and potentiate 5-FU when given in combination. (C) Ros level significantly increased with combination treatment. All experiment was conducted in triplets to confirm reproducibility.Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.
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