5786-54-9

Basic information

• Product Name: 6,4''-DIHYDROXYAURONE
• Synonyms: (2Z)-6-hydroxy-2-(4-hydroxybenzylidene)-1-benzofuran-3(2H)-one; 3(2H)-benzofuranone, 6-hydroxy-2-[(4-hydroxyphenyl)methylene]-, (2Z)-
• CAS NO: 5786-54-9
• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.2375
• Product Categories: Aurones
• Mol File: 5786-54-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 286-288 °C
• Boiling Point: 523.8°Cat760mmHg
• Flash Point: 205.7°C
• Appearance: /
• Density: 1.489g/cm³
• Vapor Pressure: 1.37E-11mmHg at 25°C
• Refractive Index: 1.755
• PKA: 7.59±0.20(Predicted)
• CAS DataBase Reference: 6,4''-DIHYDROXYAURONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,4''-DIHYDROXYAURONE(5786-54-9)
• EPA Substance Registry System: 6,4''-DIHYDROXYAURONE(5786-54-9)

Safety Data

• Hazardous Substances Data: 5786-54-9(Hazardous Substances Data)

Usage

Definition

ChEBI: A hydroxyaurone that is aurone substituted by hydroxy groups at positions 6 and 4' respectively.

InChI:InChI=1/C15H10O4/c16-10-3-1-9(2-4-10)7-14-15(18)12-6-5-11(17)8-13(12)19-14/h1-8,16-17H/b14-7-

Upstream product

• 2688-49-5 6-hydroxy-2-oxo-3H-benzofuran-2-one 
• 123-08-0 4-hydroxy-benzaldehyde 
• 108-46-3 recorcinol 
• 755722-84-0 imine 
• 25015-92-3 2-chloro-1-(2,4-dihydroxyphenyl)ethanone 
• 6272-26-0 6-hydroxybenzofuran-3-one 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 

Downstream Products

• 82358-52-9 6-hydroxy-2-(4-hydroxybenzyl)benzofuran-3(2H)-one 

Relevant articles and documents

Design, synthesis and biological activities of dihydroaurones

To widen aurones applicability in achromatic food and cosmetic applications, a series of dihydroaurones were designed to mimic natural aurones as well as synthetic aurones. Dihydroaurones have been synthesized from the corresponding aurones by hydrogenation. These dihydroaurones and their corresponding aurones were screened for antioxidant, anti-inflammatory and tyrosinase enzyme inhibitory activity. Synthesized dihydroaurones (3b-f) displayed superior antioxidant activity in superoxide free radical scavenging assay than the standard gallic acid. Dihydroaurones (3b-f) also exhibited significant tyrosinase enzyme inhibitory activity and two dihydroaurones (3h, 3j) showed promising 5-lipoxygenase inhibitory activity.

Composition for preventing or treating inflammatory bowel disease comprising benzylidene benzofuranone compound as an active ingredient

The present invention relates to a composition for preventing and treating inflammatory bowel disease comprising a benzylidene benzofuranone derivative compound as an active ingredient. The benzylidene benzofuranone derivative compound is effective in maintaining the thickness of small intestine and the length of large intestine to normal states, and inhibiting inflammation with respect to large intestine, thereby being used as a pharmaceutical composition for preventing and treating inflammatory bowel disease.

Synthesis of aurones and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells

Sulfuretin is one of major constituents of Rhus verniciflua that exerts anti-inflammatory activities. Some of aurones were synthesized as sulfuretin derivatives and evaluated for their abilities to inhibit NO and PGE2 production in LPS-induced RAW 264.7 cells in order to reveal the relationship. Of the aurones synthesized in the present study, 2h and 2i, which possess C-6 hydroxyl group in A-ring and methoxy substituents in B-ring, more potently inhibited NO and PGE2 production and were less cytotoxic than sulfuretin.