SOYASAPONIN I

SOYASAPONIN I 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;SOYASAPONIN BB; SOYASAPONIN I;SOYASAPONIN I USP/EP/BP
CAS:51330-27-9
MF:C48H78O18
MW:943.13
EINECS:
Product Categories:chemical reagent;pharmaceutical intermediate;Miscellaneous Natural Products;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:51330-27-9.mol
SOYASAPONIN I Structure
SOYASAPONIN I Chemical Properties
Melting point 220-222 °C(Solv: methanol (67-56-1))
Boiling point 1024.2±65.0 °C(Predicted)
density 1.41
storage temp. 2-8°C
solubility ethanol: soluble1mg/mL, clear, colorless
pka2.76±0.70(Predicted)
form powder
color White
Stability:Hygroscopic
InChIKeyPTDAHAWQAGSZDD-IOVCITQVSA-N
Safety Information
WGK Germany 3
HS Code 29389090
MSDS Information
SOYASAPONIN I Usage And Synthesis
DescriptionSoyasaponin 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 .
UsesSoyasaponin I has been used:
  • to test its effect on migration and invasion of ovarian cancer cell lines
  • as standard for the quantification of saponins from quinoa and fenugreek samples
  • as L-15 medium supplement for Zebrafish liver cell lines

DefinitionChEBI: Soyasaponin I is a triterpenoid saponin that is composed of soyasapogenol B having an alpha-L-rhamnopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid moiety attached at the 3-position via a glycosidic linkage. It has a role as a sialyltransferase inhibitor. It is a pentacyclic triterpenoid, a triterpenoid saponin, a trisaccharide derivative and a carbohydrate acid derivative. It is functionally related to a soyasapogenol B. It is a conjugate acid of a soyasaponin I(1-).
General DescriptionSoyasaponin 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 ActionsAntioxidant 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.
SOYASAPONIN I Preparation Products And Raw materials
6''-O-ACETYLGLYCITIN soyosaponin Ab Soyasaponin Aa SOYASAPOGENOL B(P) SOYASAPOGENOL A(P) Daidzein Soyosaponin Ac Soyasaponin Ba Daidzin Glycitin Genistin (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,12aR,14aS,14bR)-9-hydro xy-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,5S)-4,5 -dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy -oxan-2-yl]oxy-3,4-dihydroxy-oxane-2-carboxylic acid 2-[2-(2-METHOXYETHOXY)ETHOXY]ACETIC ACID SOYASAPONIN IV 1,1-Dimethoxy-2-(2-methoxyethoxy)ethane C18E3 SOYASAPONIN III SOYASAPONIN I

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