576-02-3

Basic information

• Product Name: MARITIMETIN
• Synonyms: 6,7-Dihydroxy-2-[(Z)-3,4-dihydroxybenzylidene]benzofuran-3(2H)-one;6,7-Dihydroxy-2-[(Z)-3,4-dihydroxyphenylmethylene]benzofuran-3(2H)-one
• CAS NO: 576-02-3
• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24
• Product Categories: Aurones
• Mol File: 576-02-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 631.5°Cat760mmHg
• Flash Point: 245.4°C
• Appearance: /
• Density: 1.708g/cm³
• Vapor Pressure: 1.54E-16mmHg at 25°C
• Refractive Index: 1.832
• PKA: 7.35±0.20(Predicted)
• CAS DataBase Reference: MARITIMETIN(CAS DataBase Reference)
• NIST Chemistry Reference: MARITIMETIN(576-02-3)
• EPA Substance Registry System: MARITIMETIN(576-02-3)

Safety Data

• Hazardous Substances Data: 576-02-3(Hazardous Substances Data)

Usage

Definition

ChEBI: A hydroxyaurone that is aurone substituted by hydroxy groups at positions 6, 7, 3' and 4' respectively.

InChI:InChI=1/C15H10O6/c16-9-3-1-7(5-11(9)18)6-12-13(19)8-2-4-10(17)14(20)15(8)21-12/h1-6,16-18,20H/b12-6-

Upstream product

• 6272-27-1 6,7-dihydroxybenzofuran-3[2H]-one 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 134955-54-7 (Z)-7-O-β-D-glucopyranosyl-6,7,3',4'-tetrahydroxyaurone 
• 490-54-0 (Z)-6-O-β-D-glucopyranosyl-6,7,3',4'-tetrahydroxyaurone 
• 17345-68-5 ω-chloro-2,3,4-trihydroxyacetophenone 
• 87-66-1 2-hydroxyresorcinol 
• 134955-55-8 (Z)-6-O-(6-O-p-coumaroyl-β-D-glucopyranosyl)-6,7,3',4'-tetrahydroxyaurone 

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.

"On water" synthesis of aurones: First synthesis of 4,5,3',4',5'-pentamethoxy-6-hydroxyaurone from Smilax riparia

A simple and green method for the synthesis of aurones by condensation of benzofuranone with aromatic aldehyde in neat water has been developed. The main advantages of this protocol include good yields, absence of catalyst, reagent, organic solvent, work-up and chromatographic purification. 4,5,3',4',5'-Pentamethoxy-6-hydroxyaurone, isolated from Smilax riparia was synthesized for the first time from 3-benzyloxy-4,5-dimethoxybenzaldehyde in five steps. {figure presented}.

New aurone glucosides and new phenylpropanoid glucosides from Bidens pilosa

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