128428-25-1

Basic information

• Product Name: (2R,3R,4S,2'R,3'S)-4,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-3,5,7,3',5',7'-hexaol
• Synonyms: (2R,3R,4S,2'R,3'S)-4,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-3,5,7,3',5',7'-hexaol
• CAS NO: 128428-25-1
• Molecular Weight: 578.529
• Mol File: 128428-25-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S,2'R,3'S)-4,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-3,5,7,3',5',7'-hexaol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S,2'R,3'S)-4,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-3,5,7,3',5',7'-hexaol(128428-25-1)
• EPA Substance Registry System: (2R,3R,4S,2'R,3'S)-4,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-3,5,7,3',5',7'-hexaol(128428-25-1)

Safety Data

• Hazardous Substances Data: 128428-25-1(Hazardous Substances Data)

Upstream product

• 23567-23-9 procyanidin B₃ 

Relevant articles and documents

Oligomeric flavanoids. Part 7. Novel base-catalysed pyran rearrangements of procyanidins

Procyanidin B-3 (1) is subject to readily occurring c-ring isomerizations in NaHCO3-Na2CO3 buffer solution to form a novel 8,9-cis-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-h;]chromene (3) and a series of 2,3-cis-3,4-trans-4-aryl-2-flavanylbenzopyrans (6), (9), and (12) in which the C-2 pyrocatechol and C-4 ( + )-catechin moieties are interchanged relative to their positions in the biflavanoid (1). These compounds presumably originate via 1,3-aryl migrations in intermediate quinone-methides with concomitant inversion of the absolute configuration at C-3. The lability of the interflavanyl bond at alkaline pH is reflected by the presence of considerable quantities of (+)-catechin as well as high-molecular-mass analogues of precursor (1).