54081-48-0

Basic information

• Product Name: Isoastilbin
• Synonyms: Isoastilbin
• CAS NO: 54081-48-0
• Molecular Formula: C₂₁H₂₂O₁₁
• Molecular Weight: 450.39278
• Mol File: 54081-48-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 278-280 °C (decomp)
• Boiling Point: 801.1±65.0 °C(Predicted)
• Appearance: /
• Density: 1.74±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 7.34±0.60(Predicted)
• CAS DataBase Reference: Isoastilbin(CAS DataBase Reference)
• NIST Chemistry Reference: Isoastilbin(54081-48-0)
• EPA Substance Registry System: Isoastilbin(54081-48-0)

Safety Data

• Hazardous Substances Data: 54081-48-0(Hazardous Substances Data)

Usage

General Description

Isoastilbin is a dihydroflavonol, belonging to the flavonoid family, that is widely found in various plants including sorghum and grape seeds. It has been studied for its potential antioxidant, anti-inflammatory, and anti-cancer properties. Isoastilbin has shown promising effects in inhibiting the growth of cancer cells and reducing inflammation in various experimental studies. Additionally, it has been investigated for its potential role in protecting against oxidative stress and potential therapeutic benefits for various diseases. Further research is needed to fully understand the pharmacological and therapeutic potential of isoastilbin.

Upstream product

• 29838-67-3 astilbin 
• 80152-99-4 1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-α-L-mannose 
• 104495-20-7 2,3,4-tris-O-(phenylmethyl)-α-L-rhamnopyranosyl fluoride 
• 294203-78-4 (2R,3S,4S)-5,7-Bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-chroman-4-ol 
• 294203-76-2 (2R,3S)-5,7-Bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-chroman 
• 20728-73-8 5,7,3',4'-tetra-O-benzyl-(+)-catechin 
• 294203-79-5 (2R,3R)-5,7-Bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-chroman-4-one 

Downstream Products

• 122147-54-0 (2R)-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3t-α-L-rhamnopyranosyloxy-chroman-4-one 
• 121707-94-6 (2R)-5,7-diacetoxy-2r-(3,4-diacetoxy-phenyl)-3t-(tri-O-acetyl-α-L-rhamnopyranosyloxy)-chroman-4-one 
• 29838-67-3 (2S,3R)-dihydroquercetin 3-O-α-L-rhamnoside 
• 480-18-2 (+/-)-taxifolin 
• 480-18-2 taxifolin 
• 54081-47-9 Neoastilbin 
• 29838-67-3 (2R,3S)-dihydroquercetin 3-O-α-L-rhamnoside 
• 6563-36-6 (+)-3',4',5,7-tetra-O-methyl-2,3-trans-dihydroquercetin 
• 73-34-7 L-rhamnose 
• 215257-15-1 3,3',4',5,7-pentahydroxy flavanone 

Relevant articles and documents

Cationic zirconocene- or hafnocene-based Lewis acids in organic synthesis: Glycoside-flavonoid analogy

Cationic metallocene species, generated from Cp2MCl2 and AgClO4 (M=Zr, Hf), were used for the glycosylation of catechin derivative 2, enabling a concise synthesis of a glycosyl flavonoid, astilbin (1). Further study revealed the efficiency of this Lewis acidic species for SN1-type activation of the C(4) position of catechin derivative 11, enabling selective substitution with various nucleophiles.

First synthesis of astilbin, biologically active glycosyl flavonoid isolated from Chinese folk medicine

A synthetic route to a biologically active glycosyl flavonoid, astilbin (1), was developed. The tetra-benzyl ether 4, derived from (+)-catechin, was glycosylated with the L-rhamnosyl donor 10 by using Cp2HfCl2-AgClO4, and subsequent oxidation of the C(4)position of the flavan skeleton followed by deprotection gave 1. (C) 2000 Elsevier Science Ltd.