152-95-4

Basic information

• Product Name: Sophoricoside
• Synonyms: SOPHORICOSIDE;ISOGENISTIN;GENISTEIN-4'-GLUCOSIDE;GENISTEIN-4'-O-GLUCOSIDE;5,7-dihydroxy-3-[4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one;4'-beta-D-glucopyranosyloxy-5,7-dihydroxyisoflavone;4H-1-Benzopyran-4-one,3-[4-(β-;D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-
• CAS NO: 152-95-4
• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.38
• Product Categories: Miscellaneous Natural Products;Natural Plant Extract
• Mol File: 152-95-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 298°
• Boiling Point: 466.08°C (rough estimate)
• Flash Point: 271.5 °C
• Appearance: /
• Density: 1.3597 (rough estimate)
• Refractive Index: 1.5376 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Aqueous Base (Slightly), DMSO (Slightly, Heated), Pyridine (Slightly, Sonicated)
• PKA: 6.45±0.20(Predicted)
• CAS DataBase Reference: Sophoricoside(CAS DataBase Reference)
• NIST Chemistry Reference: Sophoricoside(152-95-4)
• EPA Substance Registry System: Sophoricoside(152-95-4)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 152-95-4(Hazardous Substances Data)

Usage

Description

Sophoricoside, also known as Genistein 4''-β-D-glucopyranoside, is a metabolite of Genistein derived from various plant sources. It is a light yellow solid and exhibits specific inhibitory activity against tyrosine kinases, including the autophosphorylation of epidermal growth factor receptor kinase. Sophoricoside also inhibits other protein kinases through competitive inhibition of ATP, making it a promising candidate for various applications in the pharmaceutical and medical industries.

Uses

Used in Pharmaceutical Applications:
Sophoricoside is used as an inhibitor for tyrosine kinases, particularly in the autophosphorylation of epidermal growth factor receptor kinase (IC50 2.6uM). It is used for its ability to inhibit tumor cell proliferation and induce tumor cell differentiation, making it a potential candidate for cancer treatment.
Used in Drug Development:
Sophoricoside is used as a lead compound in the development of new drugs targeting protein kinases. Its ability to inhibit various protein kinases through competitive inhibition of ATP makes it a valuable tool in the development of novel therapeutics for various diseases, including cancer.
Used in Research:
Sophoricoside is used as a research tool to study the role of tyrosine kinases and protein kinases in cellular processes. Its specific inhibitory activity allows researchers to investigate the effects of these enzymes on cell signaling and proliferation, contributing to a better understanding of their roles in disease development and progression.
Used in Drug Delivery Systems:
Sophoricoside can be used in the development of drug delivery systems to improve its bioavailability and therapeutic outcomes. By incorporating Sophoricoside into various carriers, such as organic and metallic nanoparticles, its delivery and efficacy against cancer cells can be enhanced, potentially leading to more effective treatments.

Upstream product

• 67337-79-5 2,3,4,6-tetra-O-acetyl-α-L-glucopyranosyl bromide 
• 446-72-0 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on 
• 133-89-1 UDP-glucose 
• 874532-59-9 5-hydroxy-3-(4-hydroxy-phenyl)-7-(4-nitro-benzyloxy)-chromen-4-one 

Downstream Products

• 23643-63-2 hexaacetylsophoricoside 
• 446-72-0 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on 
• 956976-99-1 4-{5,7-dihydroxy-6,8-bis[(4-methylpiperidin-1-yl)methyl]-4-oxo-4H-chromen-3-yl}phenyl-β-D-glucopyranoside 
• 1177931-66-6 4-{5,7-dihydroxy-6,8-bis[(3-methylpiperidin-1-yl)methyl]-4-oxo-4H-chromen-3-yl}phenyl-β-D-glucopyranoside 
• 956814-81-6 4-{5,7-dihydroxy-6,8-bis[(2-methylpiperidin-1-yl)methyl]-4-oxo-4H-chromen-3-yl}phenyl-β-D-glucopyranoside 
• 956972-02-4 4-{5,7-dihydroxy-6,8-bis[(4-methylpiperazin-1-yl)methyl]-4-oxo-4H-chromen-3-yl}phenyl-β-D-glucopyranoside 
• 956814-75-8 4-[5,7-dihydroxy-6,8-bis(morpholin-4-ylmethyl)-4-oxo-4H-chromen-3-yl]phenyl-β-D-glucopyranoside 
• 1177461-07-2 4-(5,7-dihydroxy-6,8-bis{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-4-oxo-4H-chromen-3-yl)phenyl-β-D-glucopyranoside 
• 956923-35-6 4-[5,7-dihydroxy-4-oxo-6,8-bis(piperidin-1-ylmethyl)-4H-chromen-3-yl]phenyl-β-D-glucopyranoside 
• 1370700-68-7 4-{5,7-dihydroxy-4-oxo-6,8-bis[(pyrrolidin-1-yl)methyl]-4H-chromen-3-yl}phenyl-β-D-glucopyranoside 
• 187656-35-5 5,7-diethoxy-3-(4-ethoxyphenyl)chromen-4-one 
• 5995-97-1 4',5,7-Triacetoxyisoflavone 
• 34086-51-6 4',7-dimethoxy-5-hydroxyisoflavone 

Related news

Effective bioconversion of Sophoricoside (cas 152-95-4) to genistein from Fructus sophorae using immobilized Aspergillus niger and Yeast09/30/2019

In this study, sophoricoside from Fructus sophorae was highly bioconversed to genistein by co-immobilized Aspergillus niger and Yeast. Bioconversion conditions for genistein were optimized with single-factor experiments. The optimal conditions were as follows: microbial concentration 1.5 × 107 ...detailed

A simple and sensitive UHPLC–Q–TOF–MS/MS method for Sophoricoside (cas 152-95-4) metabolism study in vitro and in vivo09/29/2019

Sophoricoside (SOPH) is an isoflavone glycoside isolated from Fructus Sophorae, and it has the effects on reproductive system. Currently, a strategy was firstly developed to identify the metabolites of SOPH in vitro and in vivo using ultra high performance liquid chromatography coupled with hybr...detailed

Hepatoprotective Effects of Sophoricoside (cas 152-95-4) against Fructose‐Induced Liver Injury via Regulating Lipid Metabolism, Oxidation, and Inflammation in Mice09/28/2019

The dried fruit of Sophora japonica L. is a traditional Chinese herb tea rich in sophoricoside that is an isoflavone glycoside. The aim of current study was to investigate the hepatic protective effect of sophoricoside in high fructose (HF) diet fed mice. Healthy male mice were fed 30% fructose ...detailed

Relevant articles and documents

Regiospecific 4'-o-β-glucosidation of isoflavones

The first stereospecific synthesis of isoflavone-4'-O-β-glucosides from unprotected isoflavone aglycones is presented. The procedure, involving a solid/liquid crown ether catalysed phase transfer system has been used for the synthesis of daidzein 4'-O-β-glucoside 3, genistein 4'-O-β-glucoside 4, and of the isoflavone-7-O-β-glucosides genistin and daidzin in improved yields.

COMPOUNDS FOR IMMUNOPOTENTIATION

Methods of stimulating an immune response and treating patients responsive thereto with 3,4-di(1H-indol-3-yl)-1H-pyrrole-2,5-diones, staurosporine analogs, derivatized pyridazines, chromen-4-ones, indolinones, quinazolines, nucleoside analogs, and other small molecules are disclosed.