51330-27-9

Basic information

• Product Name: SOYASAPONIN I
• Synonyms: SOYASAPONIN I;β-D-Glucopyranosiduronic acid, (3β,4β,22β)-22,23-dihydroxyolean-12-en-3-yl O-6-deoxy-α-L-Mannopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→2)-;2)-O-b-D-galactopyranosyl-(1®b-D-Glucopyranosiduronic acid, (3b,4b,22b)-22,23-dihydroxyolean-12-en-3-yl O-6-deoxy-a-L-Mannopyranosyl-(1®SoyasaponinⅠ(Soyasaponin Bb);SCM 3B
• CAS NO: 51330-27-9
• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.12
• Product Categories: Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 51330-27-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 1024.2 °C at 760 mmHg
• Flash Point: 291.2 °C
• Appearance: /
• Density: 1.41
• Storage Temp.: 2-8°C
• Solubility: ethanol: soluble1mg/mL, clear, colorless
• PKA: 2.76±0.70(Predicted)
• CAS DataBase Reference: SOYASAPONIN I(CAS DataBase Reference)
• NIST Chemistry Reference: SOYASAPONIN I(51330-27-9)
• EPA Substance Registry System: SOYASAPONIN I(51330-27-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 51330-27-9(Hazardous Substances Data)

Usage

Description

Soyasaponin Bb is a triterpenoid saponin that has been found in soy and has enzyme inhibitory, antimetastatic, anti-inflammatory, and neuroprotective biological activities. 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. 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. 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. 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 .

Uses

Soyasaponin I has been used:to test its effect on migration and invasion of ovarian cancer cell linesas standard for the quantification of saponins from quinoa and fenugreek samplesas L-15 medium supplement for Zebrafish liver cell lines

General Description

Soyasaponin I is an oleanene-type triterpenoid aglycone and is a group B soyasaponin. It is an amphiphilic molecule and is metabolized by intestinal bacteria into sugars and aglycones.

Biochem/physiol Actions

Antioxidant and anti-inflammatory saponin found in soybean. Attenuates TNBS-induced colitis in mice. The structure consists of a glycoside moiety and triterpene derivative. Sialytransferase inhibitor and renin inhibitor.

Upstream product

• 553664-53-2 soyasaponin β_g 

Downstream Products

• 65892-76-4 3β,24-dihydroxy-22β-methoxyolean-13(18)-en 
• 595-14-2 soyasapogenol C 
• 124862-79-9 soyasapogenol B 
• 489-91-8 D-glucuronic acid 
• 6014-42-2 L-rhamnose 
• 7296-64-2 β-D-galactopyranoside 
• 55304-02-4 Soyasaponin III 
• 10257-28-0 D-Galactose 
• 18281-92-0 β-D-glucurono-6,3-lactone 
• 73-34-7 L-rhamnose 
• 99541-89-6 Soyasapogenol B 3-O-β-D-glucuronopyranoside 
• 55304-02-4 Soyasaponin III 

Relevant articles and documents

PLANT COMPOSITIONS ENRICHED IN DEHYDROSOYASAPONIN I (D-I) AND METHODS OF PRODUCING SUCH COMPOSITIONS

There is provided a method of producing a plant composition comprising dehydrosoyasaponin I (D-I), the method comprising the steps of extracting a plant flour with a solvent capable of extracting soyasaponins to produce an extract, and treating the extract with light. Also provided are compositions produced according to the method of the present invention.