676536-34-8

Basic information

• Product Name: (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7- yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid
• Synonyms: (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7- yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid;beta-D-Glucopyranosiduronic acid, 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl;Flavone, 4',5,6,7-tetrahydroxy-, 7-beta-D-glucopyranuronoside;Glucopyranosiduronic acid, 5,6-dihydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, beta-D-;Scutellarein-7beta-D-glucuronide;Scutellarein-7beta-D-glucuronoside;Scutellarein-7-o-beta-D-glucuronide
• CAS NO: 676536-34-8
• Molecular Formula: C21H18O12
• Molecular Weight: 0
• Mol File: 676536-34-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7- yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7- yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid(676536-34-8)
• EPA Substance Registry System: (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7- yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid(676536-34-8)

Safety Data

• Hazardous Substances Data: 676536-34-8(Hazardous Substances Data)

Usage

General Description

The chemical compound "(2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid" is a complex molecule with a structure containing a chromen-7-yl group and multiple hydroxyl and carboxylic acid functional groups. (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7- yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid is a derivative of chromen, a type of flavonoid, and has multiple hydroxyl groups that give it antioxidant properties. The presence of a carboxylic acid group suggests that this compound has acidic characteristics and may be involved in biochemical processes such as chelation of metal ions or binding to proteins. Overall, this chemical compound has potential pharmaceutical and biomedical applications due to its complex structure and functional groups.

Upstream product

• 1168-42-9 5,6,7,4'-tetramethoxyflavone 
• 3877-67-6 1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 
• 529-53-3 scutellarein 
• 642-71-7 3,4,5-trimethoxyphenol 
• 33507-93-6 7-hydroxy-5,6-diacetoxy-2-(4'-acetoxyphenyl)-4H-1-benzopyran-4-one 
• 33507-92-5 7-(benzyloxy)-5,6-diacetoxy-2-(4-acetoxyphenyl)-4H-chromen-4-one 
• 1180-46-7 4,5,6,7-tetra-O-acetylflavone 
• 1432474-30-0 C₂₇H₂₅NO₁₇ 
• 1432474-29-7 C₂₈H₂₇NO₁₇ 
• 1432474-28-6 C₃₂H₂₉NO₁₅ 
• 1432474-27-5 C₂₈H₂₉NO₁₅ 
• 1432474-26-4 C₂₆H₂₅NO₁₅ 
• 2616-64-0 UDP-glucuronic acid 

Downstream Products

• 1373921-90-4 5,6,7,4'-tetraacetoxy-8-chloroflavone 
• 1373922-27-0 5,6,7,4'-tetraacetoxy-3-bromoflavone 
• 1373922-21-4 5,6,7,4'-tetraacetoxy-8-bromoflavone 
• 1374218-52-6 5,6,7,4'-tetraacetoxy-8-iodoflavone 
• 1374218-56-0 5,6,7,4'-tetraacetoxy-8-nitroflavone 
• 70938-60-2 3,4,5-trihydroxy-6-((5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid 

Relevant articles and documents

Total synthesis of scutellarin and apigenin 7-O-β-d-glucuronide

A general protocol for direct glucuronic linkages formation featuring Au(I)-catalyzed appropriately protected glucuronyl o-alkynylbenzoate-involved glycosylation reaction, as well as a concise approach for easy access of scutellarein prominent for the mild and efficient hydroxyl group installation via borylation-oxidation sequence from flavanone derivative, has been established, based on which a novel route for scutellarin derivatives preparation has been devised. The developed strategies, among which the stepwise deprotection process was also included, guarantee the high whole synthetic efficiency, and definitely will find broad application in diversity-oriented synthesis of bioactive flavonoid glycosides.

An improved synthesis of scutellarin-7-O-glucuronid

An eight-step synthesis of scutellarin-7-O-glucuronide via a novel preparation of the intermediate 5,6,7,4′-trimethoxyflavone from a chalcone derivative is described. The conditions of certain steps were studied and optimised to give an overall yield of 20%.

Synthesis and physiochemical property evaluation of carbamate derivatives of scutellarin methyl ester

A series of carbamate prodrugs of scutellarin methyl ester (4a-4e) were prepared in the presence of bis(trichloromethyl) carbonate (BTC) with scutellarin methyl esters and l-amino acid tert-butyl ester hydrochloride as starting materials. In vitro stability and aqueous solubility of target compounds were evaluated. The results indicated that compounds 4d and 4e have higher solubility and in vitro stability than scutellarin respectively.