130878-02-3

Basic information

• Product Name: (2R,3S,4S,8R,9S)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
• CAS NO: 130878-02-3
• Molecular Weight: 576.557
• Mol File: 130878-02-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3S,4S,8R,9S)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4S,8R,9S)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol(130878-02-3)
• EPA Substance Registry System: (2R,3S,4S,8R,9S)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol(130878-02-3)

Safety Data

• Hazardous Substances Data: 130878-02-3(Hazardous Substances Data)

Upstream product

• 119065-90-6 (-)-fisetidinol-(4α,6)-(+)-catechin-O-methyl ether 
• 118964-25-3 (2R,3S,4R,2'R,3'S)-2-(3,4-Dihydroxy-phenyl)-2'-(3-hydroxy-4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,7,3',5',7'-pentaol 
• 123484-74-2 (+)-fisetinidol-(4α,6)-(+)-catechin O-methyl ether 
• 69912-75-0 (2R,3S)-2-(4'-hydroxy-3'-methoxyphenyl)chroman-3,5,7-triol 
• 123484-75-3 (+)-fisetinidol-(4β,6)-(+)-catechin O-methyl ether 

Downstream Products

• 118964-26-4 (2R,3S:6S,7S,8R)-3,7-diacetoxy-2,8-bis(3,4-dimethoxyphenyl)-6-(2,4-dimethoxyphenyl)-2,3-trans-6,7-cis-7,8-trans-3,4,6,7-tetrahydro-2H,8H-pyrano<2,3-g>chromene 
• 118964-28-6 (2R,3S:6R,7S,8R)-3,7-diacetoxy-9-methoxy-2,6-bis(3,4-dimethoxyphenyl)-8-(2,4-dimethoxyphenyl)-2,3-trans-6,7-trans-7,8-trans-3,4,7,8-tetrahydro-2H,6H-pyrano<2,3-f>chromene 
• 118964-28-6 (2R,3S:6S,7S,8R)-3,7-diacetoxy-2,6-bis(3,4-dimethoxyphenyl)-8-(2,4-dimethoxyphenyl)-2,3-trans-6,7-cis-7,8-trans-3,4,7,8-tetrahydro-2H,6H-pyrano<2,3-h>chromene 

Relevant articles and documents

Oligomeric Flavanoids. Part 5. Base-catalysed C-Ring Isomerization of (+)-Fisetinidol-(+)-catechin Profisetinidins

The (+)-fisetinidol-(+)-catechin profisetinidins are subject to similar base-catalyzed C-ring isomerizations to the quasi-enantiomeric (-)-fisetinidol-(+)-catechins.Whereas "upper" 2,3-trans-3,4-trans-flavan-3-ol units are susceptible to stereospecific transformations, those species whith a 2,3-trans-3,4-cis-configuration react more rapidly in a stereospecific manner and are furthermore subject to isomerization with concominant interchange of resorcinol A- and pyrocatechol B-rings.These differences are explicable in terms of the effect of configuration at C-4 on both the rate of formation of intermediate B-ring quinone-methides and the recyclization step.This comparative study not only confirms the mechanism of A/B-ring interchange but also reveals serious shortcomings in the c.d. method for defining absolute configuration of phlobatannins with cis-trans and all-trans configuration of their C-rings.

OLIGOMERIC FLAVANOIDS. PART 4. BASE-CATALYSED CONVERSIONS OF (-)-FISETINIDOL-(+)-CATECHIN PROFISETINIDINS WITH 2,3-TRANS-3,4-CIS-FLAVAN-3-OL CONSTITUENT UNITS

Additional novel members of the class of natural 'phlobaphene' condensed tannins, representing the products of c-ring isomerization of 2,3-trans-3,4-cis-(-)-fisetinidol units present in (4β,6)- and (4β,8)-biflavanoid profisetinidins have been characterize