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Soyasaponin Bb

Cat No.:V30337 Purity: ≥98%
Soyasaponin Bb is a soybean saponin extracted from the Phaseolus vulgaris family and can act as an aldose reductase differential inhibitor (ARDI).
Soyasaponin Bb
Soyasaponin Bb Chemical Structure CAS No.: 51330-27-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Soyasaponin Bb is a soybean saponin extracted from the Phaseolus vulgaris family and can act as an aldose reductase differential inhibitor (ARDI).
Biological Activity I Assay Protocols (From Reference)
Targets
- Soyasaponin Bb exerts biological effects by targeting aldose reductase (AR), an enzyme involved in the polyol pathway; the IC50 value for inhibiting AR activity was 12.5 ± 0.8 μM [1]
ln Vitro
- In aldose reductase (AR) inhibition assay: Soyasaponin Bb (1, 5, 10, 25, 50 μM) was incubated with AR and its substrate. The results showed that Soyasaponin Bb inhibited AR activity in a dose-dependent manner. At 10 μM, the inhibition rate was 48.3 ± 3.2%; at 25 μM, the inhibition rate reached 72.1 ± 2.9%; and at 50 μM, the inhibition rate was 89.5 ± 2.7%. Further analysis confirmed that Soyasaponin Bb showed no inhibitory effect on other carbohydrate-metabolizing enzymes (e.g., hexokinase, glucose-6-phosphate dehydrogenase) at concentrations up to 50 μM, indicating high specificity for AR [1]
Enzyme Assay
- Aldose reductase (AR) activity assay: AR was extracted and purified from bovine lens. The reaction system (total volume 1 mL) contained 50 mM sodium phosphate buffer (pH 6.2), 0.15 mM NADPH (coenzyme), 10 mM DL-glyceraldehyde (substrate), and different concentrations of Soyasaponin Bb (1–50 μM). The reaction was initiated by adding AR (0.1 U/mL) and incubated at 37°C for 10 minutes. The decrease in absorbance at 340 nm (due to NADPH oxidation) was measured continuously using a spectrophotometer. The inhibition rate was calculated as [(A0 - A1)/A0] × 100% (A0: absorbance of control group without Soyasaponin Bb; A1: absorbance of experimental group with Soyasaponin Bb). The IC50 value was obtained by fitting the dose-inhibition curve with GraphPad Prism software [1]
References

[1]. Soyasaponins from Zolfino bean as aldose reductase differential inhibitors. J Enzyme Inhib Med Chem. 2019 Dec;34(1):350-360.

Additional Infomation
Soy saponin I is a triterpenoid saponin composed of soy saponin B and α-L-rhamnosyl-(1→2)-β-D-galactosyl-(1→2)-β-D-glucuronic acid moiety linked at the 3 position by a glycosidic bond. It has the function of sialyltransferase inhibitor. It is a pentacyclic triterpenoid compound, triterpenoid saponin, trisaccharide derivative and carbohydrate derivative. It is functionally related to soy saponin B. It is the conjugate acid of soy saponin I (1-). Soy saponin I has been reported to exist in Crotalaria albida, Hedysarum polybotrys and other organisms with relevant data. Soy saponin Bb is a triterpenoid saponin isolated and purified from the ethanol extract of Zolfino bean (a traditional Italian bean). Its chemical structure is characterized by soy saponin B aglycone linked to sugar chains (glucose, galactose, rhamnose) [1].
- Soybean saponin Bb inhibits aldose reductase (AR) through competitive inhibition: it binds to the active site of AR and competes with the natural substrate (DL-glyceraldehyde) for the binding site, thereby reducing the catalytic activity of AR. Lineweaver-Burk plotting analysis confirmed this mechanism, showing that after treatment with soybean saponin Bb, the Km value increased (from 0.85 ± 0.06 mM to 1.72 ± 0.11 mM), while the Vmax value remained unchanged [1]. Soybean saponin Bb has potential application value in the prevention and treatment of diabetic complications (such as diabetic neuropathy and retinopathy) because excessive activation of androgen receptor (AR) in diabetes leads to excessive accumulation of sorbitol (a product of the polyol pathway), which causes cellular osmotic stress and tissue damage [1].
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C48H78O18
Molecular Weight
943.1221
Exact Mass
942.518
CAS #
51330-27-9
PubChem CID
122097
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
1024.2±65.0 °C at 760 mmHg
Melting Point
222 °C
Flash Point
291.2±27.8 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.622
LogP
8.99
Hydrogen Bond Donor Count
11
Hydrogen Bond Acceptor Count
18
Rotatable Bond Count
9
Heavy Atom Count
66
Complexity
1820
Defined Atom Stereocenter Count
25
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C[C@H]8O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
InChi Key
PTDAHAWQAGSZDD-IOVCITQVSA-N
InChi Code
InChI=1S/C48H78O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-38,40-42,49-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25+,26+,27+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1
Chemical Name
(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 (~106.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.65 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 1.0603 mL 5.3016 mL 10.6031 mL
5 mM 0.2121 mL 1.0603 mL 2.1206 mL
10 mM 0.1060 mL 0.5302 mL 1.0603 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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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.
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