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Steviolbioside

Alias: CCRIS 6025; CCRIS6025; CCRIS-6025
Cat No.:V15338 Purity: ≥98%
Steviolbioside is a rare sweetener found in stevia leaves.
Steviolbioside
Steviolbioside Chemical Structure CAS No.: 41093-60-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes
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Product Description
Steviolbioside is a rare sweetener found in stevia leaves. Steviolbioside has inhibitory activities on several human cancer/tumor cells and may be used for studying breast cancer.
Steviolbioside (CAS# 41093-60-1) is a diterpene glycoside extracted from the leaves of Stevia rebaudiana. It is a rare natural sweetener with high sweetness potency and low-calorie content. Steviolbioside shows antibacterial effects and has been used in trials studying the treatment of HIV-1 infection.
Biological Activity I Assay Protocols (From Reference)
Targets
Steviolbioside does not have a well-defined pharmacological target. As a natural sweetener, it interacts with sweet taste receptors (T1R2/T1R3). It is a terpenoid compound that is converted into antituberculotic and antibacterial agents. Steviolbioside also displays moderate antituberculosis activity against Mycobacterium tuberculosis.
ln Vitro
Steviolbioside shows antibacterial effects. It displays moderate antituberculosis activity against Mycobacterium tuberculosis. Steviolbioside has inhibitory effects on several human cancer cells, including Hep3B (liver), MDA-MB-231 (breast), and BxPC-3 (pancreatic) cancer cells.
ln Vivo
Specific in vivo efficacy data for steviolbioside are not extensively detailed in standard reference sources. It has been used in trials studying the treatment of HIV-1 infection. As a natural sweetener, it is consumed orally and is generally recognized as safe.
Enzyme Assay
Steviolbioside's antibacterial activity can be assessed using standard broth microdilution or agar diffusion methods. Bacterial strains are cultured in appropriate media and exposed to serial two-fold dilutions of steviolbioside. The minimum inhibitory concentration (MIC) is determined as the lowest concentration that visibly inhibits bacterial growth.
Cell Assay
The cellular activity of steviolbioside is evaluated in cancer cell lines. Cells (e.g., Hep3B, MDA-MB-231, BxPC-3) are treated with increasing concentrations of steviolbioside. Cell viability is assessed using MTT or CellTiter-Glo assays. The compound's inhibitory effects on cancer cell proliferation are determined.
Animal Protocol
Specific in vivo animal experimental protocols for steviolbioside are not extensively detailed in standard reference sources. For evaluating its antibacterial or anticancer activity, steviolbioside would be administered to animal models of infection or cancer. Efficacy would be assessed by measuring bacterial load, tumor growth, and survival.
ADME/Pharmacokinetics
Steviolbioside has a molecular formula of C32H50O13 and a molecular weight of 642.73. It is insoluble in ethanol and water, but soluble in DMSO at ≥42 mg/mL. Specific pharmacokinetic parameters are not extensively detailed in standard reference sources.
Toxicity/Toxicokinetics
The toxicity profile of steviolbioside is not extensively documented. As a natural sweetener derived from Stevia, it is generally considered safe for consumption. Specific LD50 values and organ-specific toxicity data are not readily available.
References

[1]. Production of a bioactive sweetener steviolbioside via specific hydrolyzing ester linkage of stevioside with a β-galactosidase. Food Chem. 2016 Apr 1;196:155-60.

Additional Infomation
Steviolbioside is a β-D-glucoside, formed by converting the 2-hydroxyl group of the glucoside moiety in steviol glycosides to β-D-glucoside. It possesses the functions of a sweetener, plant metabolite, and anti-tuberculosis drug. It is a β-D-glucoside, ent-kaurane diterpenoid, monocarboxylic acid, bridging compound, diterpenoid glycoside, and tetracyclic diterpenoid. Functionally, it is related to steviol glycosides. It is the conjugate acid of steviol glycoside (1-). Steviolbioside has been used in clinical trials for the treatment of HIV-1 infection. Steviolbioside has been discovered in stevia (Stevia rebaudiana), and relevant data have been reported. See also: Stevia rebaudiana leaf (part).
Steviolbioside (CAS# 41093-60-1) is a diterpene glycoside extracted from Stevia rebaudiana leaves. It is a natural sweetener with antibacterial and moderate antituberculosis activity. Steviolbioside has inhibitory effects on several human cancer cell lines. It has been used in trials for HIV-1 infection treatment.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C32H50O13
Molecular Weight
642.74
Exact Mass
642.325
CAS #
41093-60-1
PubChem CID
16401639
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
847.3±65.0 °C at 760 mmHg
Melting Point
190ºC (methanol )
Flash Point
267.6±27.8 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.628
LogP
2.2
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
13
Rotatable Bond Count
7
Heavy Atom Count
45
Complexity
1150
Defined Atom Stereocenter Count
16
SMILES
C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C(=O)O
InChi Key
OMHUCGDTACNQEX-OSHKXICASA-N
InChi Code
InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(40)41)19(31)6-10-32(15,14-31)45-27-25(23(38)21(36)17(13-34)43-27)44-26-24(39)22(37)20(35)16(12-33)42-26/h16-27,33-39H,1,4-14H2,2-3H3,(H,40,41)/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1
Chemical Name
(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-carboxylic acid
Synonyms
CCRIS 6025; CCRIS6025; CCRIS-6025
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 (~155.59 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (3.89 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 25.0 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: ≥ 2.5 mg/mL (3.89 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 25.0 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: ≥ 2.5 mg/mL (3.89 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 1.5558 mL 7.7792 mL 15.5584 mL
5 mM 0.3112 mL 1.5558 mL 3.1117 mL
10 mM 0.1556 mL 0.7779 mL 1.5558 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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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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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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