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

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

Uses

Used in Pharmaceutical Industry:
Isoastilbin is used as a therapeutic agent for its potential anti-cancer properties, as it has shown promising effects in inhibiting the growth of cancer cells in various experimental studies. Its anti-inflammatory and antioxidant capabilities also contribute to its potential use in treating various diseases.
Used in Nutraceutical Industry:
Isoastilbin is used as a dietary supplement for its potential health benefits, including its antioxidant and anti-inflammatory properties, which may help protect against oxidative stress and reduce inflammation.
Used in Cosmetic Industry:
Isoastilbin is used as an ingredient in cosmetic products for its potential skin health benefits, such as its antioxidant and anti-inflammatory properties, which may help protect the skin from environmental stressors and reduce inflammation.
Used in Food and Beverage Industry:
Isoastilbin is used as a natural additive in food and beverage products for its potential health benefits, including its antioxidant and anti-inflammatory properties, which may contribute to overall health and well-being.

Upstream product

• 29838-67-3 astilbin 
• 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 
• 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 
• 20728-73-8 5,7,3',4'-tetra-O-benzyl-(+)-catechin 
• 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 
• 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 

Downstream Products

• 73-34-7 L-rhamnose 
• 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 
• 215257-15-1 3,3',4',5,7-pentahydroxy flavanone 
• 6563-36-6 (+)-3',4',5,7-tetra-O-methyl-2,3-trans-dihydroquercetin 

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.

PROCESS FOR PREPARING FLAVONOIDS

A simple and easy process for preparing pharmacologically useful flavonoid compound having reductase inhibitory effect, active oxygen extinguishing effect, carcinogenesis promotion inhibitory effect, anti-inflammatory effect, and so on. Particularly, a process for preparing the compound of the formula (I): ???wherein, R2 is a substituted or un-substituted phenyl group; ???R7 is a hydrogen atom or a hydroxyl group; and n is an integer of 1 to 4; by bonding a sugar derivative to catechins as the starting compound selectively via O-glycoside bond and then oxidizing the 4-position of flavanoid skeleton of the obtained compound.

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.