19057-68-2

Basic information

• Product Name: (25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene
• Synonyms: (25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene;[(25R)-Spirost-5-en-3β-yl]4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside;Progenin II;Prosapogenin B
• CAS NO: 19057-68-2
• Molecular Formula: C₃₉H₆₂O₁₂
• Molecular Weight: 722.90238
• Mol File: 19057-68-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene(19057-68-2)
• EPA Substance Registry System: (25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene(19057-68-2)

Safety Data

• Hazardous Substances Data: 19057-68-2(Hazardous Substances Data)

Usage

General Description

(25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene is a complex chemical compound that belongs to the family of spirostanol glycosides. It is a natural steroid compound found in certain plants that is known for its potential pharmacological and medicinal properties. (25R)-3β-(4-O-α-L-Rhamnopyranosyl-β-D-glucopyranosyloxy)spirosta-5-ene is composed of a spirostanol core with a sugar molecule attached to it, making it a glycoside. The presence of the sugar molecule allows for easier absorption and utilization by the body. This chemical has been studied for its anti-inflammatory, antidiabetic, and antioxidant properties, and it has shown potential as a therapeutic agent in various health conditions. Additionally, it may also have potential applications in the pharmaceutical and nutraceutical industries.

Upstream product

• 102115-79-7 pseudoprotodioscin 
• 55056-80-9 protodioscin 
• 60478-68-4 dioscin 

Downstream Products

• 14144-06-0 trillin 
• 512-04-9 diosgenin 

Relevant articles and documents

Microbial transformation of pseudoprotodioscin by Gibberella fujikuroi

Three new (6, 9, and 12) and nine known steroidal saponins were obtained from the fermentation broth of pseudoprotodioscin (PPD) incubated with a fungus Gibberella fujikuroi CGMCC 3.4663. Structures of the metabolites were elucidated by 1-D (1H, 13C), 2-D (HMBC, HSQC, NOESY) NMR, and HR-MS analyses. The biotransformation pathway of pseudoprotodioscin by Gibberella fujikuroi CGMCC 3.4663 was proposed. Compounds 1–11 were tested in vitro for their cytotoxic activities against two human cancer cell lines (HepG2 and Hela). Compounds 1, 6, 9, and 10 exhibited cytotoxic activity against HepG2 cells. Compound 10 exhibited cytotoxicity to Hela cells.

The substrate specificity of a glucoamylase with steroidal saponin-rhamnosidase activity from Curvularia lunata

In previous work, we studied and reported that an enzyme from Curvularia lunata 3.4381 had the novel specificity to hydrolyze the terminal rhamnosyl at C-3 position of steroidal saponin and obtained four transformed products; the enzyme was purified and ascertained as glucoamylase (EC 3.2.1.3 GA). In this work, the enzyme exhibiting steroidal saponin-rhamnosidase activity was systematically studied on 21?steroidal saponins and 6 ginsenosides. The results showed that the α-1,2-linked end-rhamnosyl residues at C-3 position of steroidal saponins could be hydrolyzed to corresponding secondary steroidal saponins, among which 18 compounds were isolated and identified, including 3 new secondary compounds. For the furostanosides having glucosyl residues at the C-26 position, hydrolysis occurred first at end-rhamnosyl at C-3 position to produce secondary furostanosides. The reaction of hydrolyzing glucosyl at C-26 position depended considerably on longer reaction times yielding the corresponding secondary spirostanosides (without rhamnosyl and glucosyl residues). The enzyme had the strict specificity for the terminal α-1,2-linked rhamnosyl residues of linear chain, or the terminal α-1,2-linked rhamnosyl residues with branched chain of 1,4-linked glycosyl residues of sugar chain at C-3 position of steroidal saponins, it was not specific for different aglycones, different glycons, and the number of glycon of sugar chain of steroidal saponin. The end-rhamnosyl of ginsenosides and p-nitrophenyl-α-l-rhamnopyranoside (pNPR) could not be hydrolyzed by the enzyme from C. lunata.