A triterpenoid saponin
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Soyasaponin Bb

Item No. 25140

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,4β,22β)-22,23-dihydroxyolean-12-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→2)-β-D-glucopyranosiduronic acid
CAS Number
51330-27-9
Synonyms
  • Soyasaponin I
Molecular Formula
C48H78O18
Formula Weight
943.1
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/ml
SMILES
CC1(C)C[C@@H](O)[C@@](CC[C@]2(C)C3=CC[C@@]4([H])[C@@]2(C)CC[C@]5([H])[C@]4(C)CC[C@H](O[C@]6([H])O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]6O[C@]7([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]7O[C@]8([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@]5(C)CO)(C)[C@@]3([H])C1
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
InChi Key
PTDAHAWQAGSZDD-IOVCITQVSA-N
Origin
Plant/Soybean
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $268

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    25 mg

    $587

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    Product Description

    Soyasaponin Bb is a triterpenoid saponin that has been found in soy and has enzyme inhibitory, antimetastatic, anti-inflammatory, and neuroprotective biological activities.1,2,3,4,5,6 It selectively inhibits human recombinant and porcine kidney renin (IC50s = 30 and 30 μg/ml, respectively) over bovine trypsin, human urinary kallikrein, and rabbit angiotensin converting enzyme (ACE) when used at a concentration of 100 μg/ml.2 Soyasaponin Bb inhibits the mouse brain sialyltransferase ST3GAL1 (Ki = 2.1 μM) and decreases levels of α2,3-linked sialic acid on the cell surface and decreases migration of B16/F10 mouse melanoma cells in vitro when used at a concentration of 75 μM.3,4 It also dose-dependently increases viability and mRNA expression of heme oxygenase-1 (HO-1) in BRL 3A immortalized rat hepatocytes subjected to alcohol-induced oxidative stress.5 Soyasaponin Bb (10 mg/kg per day) increases the latency to enter the dark chamber in a passive avoidance test and the percentage of spontaneous alterations in the Y-maze test in a rat model of learning and memory impairment induced by ibotenic acid (Item No. 14584).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, W., and Popovich, D.G. Chemical and biological characterization of oleanane triterpenoids from soy. Molecules 14(8), 2959-2975 (2009).

    2. Takahashi, S., Hori, K., Shinbo, M., et al. Isolation of human renin inhibitor from soybean: Soyasaponin I is the novel human renin inhibitor in soybean. Biosci. Biotechnol. Biochem. 72(12), 3232-3236 (2008).

    3. Wu, C.-Y., Hsu, C.-C., Chen, S.-T., et al. Soyasaponin I, a potent and specific sialyltransferase inhibitor. Biochem. Biophys. Res. Commun. 284(2), 466-469 (2001).

    4. Chang, W.-W., Yu, C.-Y., Lin, T.-W., et al. Soyasaponin I decreases the expression of α2,3-linked sialic acid on the cell surface and suppresses the metastatic potential of B16F10 melanoma cells. Biochem. Biophys. Res. Commun. 341(2), 614-619 (2006).

    5. Lijie, Z., Ranran, F., Xiuying, L., et al. Soyasaponin Bb protects rat hepatocytes from alcohol-induced oxidative stress by inducing heme oxygenase-1. Pharmacogn. Mag. 12(48), 302-306 (2016).

    6. Hong, S.-W., Heo, H.-S., Yang, J.-h., et al. Soyasaponin I improved neuroprotection and regeneration in memory deficient model rats. PLoS One 8(12), e81556 (2013).