1036-54-0

Basic information

• Product Name: 2H-1-Benzopyran-3,4,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R,4R)-
• CAS NO: 1036-54-0
• Molecular Formula: C15H14O6
• Molecular Weight: 290.273
• Mol File: 1036-54-0.mol

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-3,4,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-3,4,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R,4R)-(1036-54-0)
• EPA Substance Registry System: 2H-1-Benzopyran-3,4,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R,4R)-(1036-54-0)

Safety Data

• Hazardous Substances Data: 1036-54-0(Hazardous Substances Data)

Upstream product

• 34620-73-0 ent-Fisetinidol-4β-ol 

Downstream Products

• 1166-04-7 (+/-)-mollisacacidin 7,3',4'-trimethyl ether 
• 20772-33-2 (+/-)-mollisacacidin pentaacetate 
• 490-49-3 (+/-)-2r-(3,4-Dihydroxy-phenyl)-chroman-3t,7-diol 
• 88269-47-0 (2S,3R,4R,2'R,3'S,2''S,3''R,4''R)-2,2',2''-Tris-(3,4-dihydroxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';8',4'']terchromene-3,7,3',5',7',3'',7''-heptaol 
• 88269-48-1 (2S,3R,4S,2'R,3'S,2''S,3''R,4''R)-2,2',2''-Tris-(3,4-dihydroxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';8',4'']terchromene-3,7,3',5',7',3'',7''-heptaol 
• 88216-78-8 (2S,3R,4R,2'R,3'S,2''S,3''R,4''S)-2,2',2''-Tris-(3,4-dihydroxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';8',4'']terchromene-3,7,3',5',7',3'',7''-heptaol 
• 88269-49-2 (2S,3R,4S,2'R,3'S,2''S,3''R,4''S)-2,2',2''-Tris-(3,4-dihydroxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';8',4'']terchromene-3,7,3',5',7',3'',7''-heptaol 
• 78306-05-5 (2S,3R,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 
• 78306-07-7 (2S,3R,4S)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 
• 88269-46-9 (2S,3R,4S,2'R,3'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,7,3',5',7'-pentaol 
• 88269-45-8 (2S,3R,4R,2'R,3'R)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,7,3',5',7'-pentaol 
• 30655-11-9 (3R,4S)-2-(3,4-Dimethoxy-phenyl)-4,7-dimethoxy-chroman-3-ol 
• 1166-04-7 (3R,4S)-2-(3,4-Dimethoxy-phenyl)-7-methoxy-chroman-3,4-diol 
• 4283-55-0 (2rH)-3c,4t-Diacetoxy-7,3',4'-trimethoxy-flavan 

Relevant articles and documents

Polyphenols from the bark of Rhus verniciflua and their biological evaluation on antitumor and anti-inflammatory activities

Bioassay-guided fractionation and chemical investigation of the extract of Rhus verniciflua bark resulted in the identification of six polyphenols, rhusopolyphenols A-F (1-6), together with four known compounds including (2R,3S,10S)-7,8,9,13-tetrahydroxy-2-(3,4-dihydroxyphenyl)-2,3-trans-3,4-cis-2,3, 10-trihydrobenzopyrano[3,4-c]-2-benzopyran-1-one (7), peapolyphenol C (8), cilicione-b (9) and (αR)- α,3,4,2',4'-pentahydroxydihydrochalcone (10). The structures of these polyphenols were elucidated by spectroscopic analysis, including 1D and 2D NMR, and HR-ESIMS, and their absolute configurations were further confirmed by a combination of chemical methods and CD data analysis. All isolates were evaluated for their antiproliferative activities against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15), and compounds 4-6, 9 and 10 showed antiproliferative activity against the tested cells, with IC50 values of 3.31-18.51 μM. On the basis of the expanded understanding that inflammation is a crucial cause of tumor progression, the anti-inflammatory activities of these compounds were determined by measuring nitric oxide (NO) levels in the medium of murine microglia BV-2 cells. Compounds 5 and 10 significantly inhibited NO production in lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cells with IC 50 values of 28.90 and 12.70 μM, respectively.

Oligomeric flavanoids. Part 26. Structure and synthesis of the first profisetinidins with epifisetinidol constituent units

The natural occurrence of the first oligomeric profisetinidins with (2R,3R)-2,3-cis-epifisetinidol chain extender units is demonstrated in the bark of Pithecellobium dulce (Guamuchil). Semi-synthesis using the appropriate flavan-3-ol and flavan-3,4-diol precursors permits unequivocal structural and stereochemical assignment of the novel dimeric epifisetinidol-(4β,8)-catechin and epicatechins 16 and 18, the trimeric bis-epifisetinidol-(4β,6:4β,8)-catechin and epicatechins 33 and 35, the fisetinidol-(4α,8)-catechin-(6,4β)-epifisetinidol 37 and fisetinidol-(4α,8)-epicatechin-(6,4β)-epifisetinidol 39.