79907-44-1

Basic information

• Product Name: [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate
• Synonyms: [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate;(2R,3R)-3-o-Galloylepicatechin-4.beta.,8-[(2R,3R)-3-o-galloylepicatechin];Aids082250;Aids-082250;Benzoic acid, 3,4,5-trihydroxy-, (2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-5,5',7,7'-tetrahydroxy[4,8'-bi-2H-1-benzopyran]-3,3'-diyl ester;Benzoic acid, 3,4,5-trihydroxy-, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-5,5',7,7'-tetrahydroxy[4,8'-bi-2H-1-benzopyran]-3,3'-diyl ester, [2R-[2.alpha.,3.alpha.,4.beta.(2'R*,3'R*)]]-;Proanthocyanidin B2 3,3'-o-gallate
• CAS NO: 79907-44-1
• Molecular Formula: C₄₄H₃₄O₂₀
• Molecular Weight: 882.73
• Mol File: 79907-44-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Acetone (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate(79907-44-1)
• EPA Substance Registry System: [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate(79907-44-1)

Safety Data

• Hazardous Substances Data: 79907-44-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 79907-44-1 differently. You can refer to the following data:
1. Procyanidin B2 3,3'-di-O-gallate is an important compound whose activity results in the inhibition of growth pertaining to human prostate carcinoma cell lines. Coming from the group of compounds known as flavonoids, Procyanidin B2 3,3'-di-O-gallate shows interesting biological activities relating to various human cancer diseases.
2. Procyanidin B2 3,3''-di-O-gallate is an important compound whose activity results in the inhibition of growth pertaining to human prostate carcinoma cell lines. Coming from the group of compounds known as flavonoids, Procyanidin B2 3,3''-di-O-gallate shows interesting biological activities relating to various human cancer diseases.

Upstream product

• 223387-28-8 5,7,3',4'-tetra-O-benzyl-(-)-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-(-)-epicatechin] 
• 154-23-4 catechin 
• 223387-33-5 5,7,3',4'-tetra-O-benzyl-3-O-(3,4,5-tri-O-benzylgalloyl)-(-)-epicatechin-(4β,8β)-[5,7,3',4'-tetra-O-benzyl-3-O-(3,4,5-tri-O-benzylgalloyl)-(-)-epicatechin] 
• 106533-61-3 procyanidin C-1 3',3''-di-O-gallate 
• 863-03-6 (-)-epicatechin gallate 
• 108-73-6 3,5-dihydroxyphenol 
• 106533-62-4 epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate 
• 256236-25-6 5,7,3',4'-tetra-O-benzyl-4β-(2-hydroxyethoxy)epicatechin 
• 87292-49-7 5,7,3',4'-tetra-O-benzylepicatechin 
• 20728-73-8 5,7,3',4'-tetra-O-benzyl-(+)-catechin 
• 100-53-8 phenylmethanethiol 
• 87292-54-4 (+)-(2R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-one 

Downstream Products

• 79907-46-3 C₇₂H₆₂O₃₄ 
• 29106-49-8 procyanidin B₂ 
• 149-91-7 3,4,5-trihydroxybenzoic acid 

Relevant articles and documents

The use of extracted-ion chromatograms to quantify the composition of condensed tannin subunits

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Proanthocyanidins and a phloroglucinol derivative from Rumex acetosa L.

From the ethyl acetate soluble fraction of an acetone-water extract of the aerial parts of Rumex acetosa L. (Polygonaceae), a variety of monomeric flavan-3-ols (catechin, epicatechin, epicatechin-3-O-gallate), A- and B-type procyanidins and propelargonidins (15 dimers, 7 trimers, 2 tetramers) were isolated with 5 so far unknown natural products. Dimers: procyanidin B1, B2, B3, B4, B5, B7, A2, epiafzelechin-(4β→8)-epicatechin, epiafzelechin-(4β→8)-epicatechin-3-O-gallate (new natural product), epiafzelechin-(4β→6)-epicatechin-3-O-gallate (new natural product), epiafzelechin-3-O-gallate-(4β→8)-epicatechin-3-O-gallate, B2-3′-O-gallate, B2-3,3′-di-O-gallate, B5-3′-O-gallate, and B5-3,3′-di-O-gallate. Trimers: procyanidin C1, epiafzelechin-(4β→8)-epicatechin-(4β→8)-epicatechin (new natural product), epicatechin-(4β→8)-epicatechin-(4β→8)-catechin, cinnamtannin B1, cinnamtannin B1-3-O-gallate (new natural product), tentatively epicatechin-(2β→7, 4β→8)-epiafzelechin-(4α→8)-epicatechin (new natural product), and epicatechin-3-O-gallate-(4β→8)-epicatechin-3-O-gallate-(4β→8)-epicatechin-3-O-gallate. Tetramers: procyanidin D1 and parameritannin A1. All compounds were elucidated by ESI-MS, CD spectra, 1D- and 2D-NMR experiments as free phenols or peracetylated derivatives and, in part, after partial acid-catalysed degradation with phloroglucinol. A more abundant proanthocyanidin polymer was also isolated, purified and its chemical composition studied by 13C NMR. In addition a so far unknown phloroglucinolglycoside (1-O-β-d-(2,4-dihydroxy-6-methoxyphenyl)-6-O-(4-hydroxy-3,5-dimethoxybenzoyl)-glucopyranoside) was isolated.

Systematic synthesis of galloyl-substituted procyanidin B1 and B2, and their ability of DPPH radical scavenging activity and inhibitory activity of DNA polymerases

Six galloyl-substituted procyanidin B1 and B2, 3-O-gallate, 3″-O-gallate, and 3,3″-di-O-gallate, were systematically synthesized with the condensation method using TMSOTf as a catalyst. Their ability of DPPH radical scavenging activity and DNA polymerase inhibitory activity were also investigated. The results indicated that the galloyl group of these compounds is very important for both activities. 3,3″-Di-O-gallate dimers acted as strong inhibitor against DNA polymerase α and β, whereas the desgalloyl and monogalloyl compounds did not exhibit any appreciable inhibitory activity against the DNA polymerase β.