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

Description

(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 organic molecule that is a derivative of chromen, a type of flavonoid. It features 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-7yl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid's structure endows it with antioxidant properties due to the multiple hydroxyl groups, while the carboxylic acid group imparts acidic characteristics, which may be involved in biochemical processes such as chelation of metal ions or binding to proteins. This chemical compound holds potential for pharmaceutical and biomedical applications due to its intricate structure and functional groups.

Uses

Used in Pharmaceutical Applications:
(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 used as a pharmaceutical agent for its potential antioxidant properties. The multiple hydroxyl groups in its structure can contribute to neutralizing free radicals and reducing oxidative stress, which is beneficial in the treatment and prevention of various diseases associated with oxidative damage.
Used in Biomedical Research:
In biomedical research, (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 used as a compound for studying its interactions with proteins and metal ions due to its carboxylic acid group. This can provide insights into its potential use in drug development and understanding its biochemical activities.
Used in Drug Delivery Systems:
(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 can be utilized in drug delivery systems to improve the bioavailability and targeting of therapeutic agents. Its ability to bind with proteins and potentially chelate metal ions may enhance the effectiveness of drug delivery platforms.
Used in Chemical Synthesis:
In the chemical synthesis industry, (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 may serve as a key intermediate or building block for the synthesis of more complex molecules with specific pharmaceutical or biological activities. Its unique structure and functional groups make it a candidate for creating novel compounds with tailored properties.

Upstream product

• 529-53-3 scutellarein 
• 2616-64-0 UDP-glucuronic acid 
• 1432474-26-4 C₂₆H₂₅NO₁₅ 
• 1432474-27-5 C₂₈H₂₉NO₁₅ 
• 1432474-28-6 C₃₂H₂₉NO₁₅ 
• 1432474-29-7 C₂₈H₂₇NO₁₇ 
• 1432474-30-0 C₂₇H₂₅NO₁₇ 
• 1180-46-7 4,5,6,7-tetra-O-acetylflavone 
• 54917-66-7 5,6,4'-triacetoxy-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester) 
• 119262-68-9 scutellarein 7-O-β-D-glucuronopyranoside methyl ester 
• 33507-92-5 7-(benzyloxy)-5,6-diacetoxy-2-(4-acetoxyphenyl)-4H-chromen-4-one 
• 33507-93-6 7-hydroxy-5,6-diacetoxy-2-(4'-acetoxyphenyl)-4H-1-benzopyran-4-one 
• 642-71-7 3,4,5-trimethoxyphenol 
• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 

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 
• 1447-88-7 hispidulin 
• 1258506-19-2 5,6-dihydroxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one 
• 1402607-44-6 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-(methoxymethoxy)-4H-chromen-4-one 
• 1105056-24-3 9-hydroxy-6-(4-hydroxyphenyl)-2,2-diphenyl-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one 
• 1402607-40-2 9-hydroxy-2,2-diphenyl-6-[4-(phenylmethoxy)phenyl]-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one 
• 1351585-69-7 5,6,7-trihydroxy-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one 
• 62252-32-8 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one 
• 28736-83-6 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-6-methoxy-4H-chromen-4-one 
• 1619254-61-3 5-hydroxy-6,7-bis(methoxymethoxy)-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one 

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.