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ChemicalBook--->CAS DataBase List--->51330-27-9

51330-27-9

51330-27-9 Structure

51330-27-9 Structure
IdentificationBack Directory
[Name]

SOYASAPONIN I
[CAS]

51330-27-9
[Synonyms]

SCM 3B
SOYASAPONIN I
SOYASAPONIN I USP/EP/BP
SoyasaponinⅠ(Soyasaponin Bb)
SOYASAPONIN BB; SOYASAPONIN I
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®
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)-
[Molecular Formula]

C48H78O18
[MDL Number]

MFCD02752366
[MOL File]

51330-27-9.mol
[Molecular Weight]

943.12
Chemical PropertiesBack Directory
[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
[form ]

powder
[pka]

2.76±0.70(Predicted)
[color ]

White
[biological source]

Glycine max (soybean)
[Stability:]

Hygroscopic
[InChIKey]

PTDAHAWQAGSZDD-IOVCITQVSA-N
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29389090
Hazard InformationBack Directory
[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 (Item No. 14584).
[Uses]

Soyasaponin 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

[Definition]

ChEBI: 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 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.
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