Procyanidin B2

CAS: 29106-49-8

Ref. 3D-FP31144

Product Information

• Name: Procyanidin B2
• Synonyms: 4,8''-Bi-[(+)-epicatechin]cis,cis''-4,8''-Bi(3,3',4',5,7-pentahydroxyflavane), (+)-Procyanidin B₂, (-)-Epicatechin-(4β→8)-(-)-epicatechin, (2R,2'R,3R,3'R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol, (2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol, (2R,2′R,3R,3′R,4R)-2,2′-Bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro[4,8′-bi-2H-1-benzopyran]-3,3′,5,5′,7,7′-hexol, (4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol, Proanthocyanidin B₂, Procyanidin B-2, Procyanidol B₂, [4,8′-Bi-2H-1-benzopyran]-3,3′,5,5′,7,7′-hexol, 2,2′-bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro-, (2R,2′R,3R,3′R,4R)-, [4,8′-Bi-2H-1-benzopyran]-3,3′,5,5′,7,7′-hexol, 2,2′-bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro-, [2R-[2α,3α,4β(2′R*,3′R*)]]-, [4,8′′-Biflavan]-3,3′,3′′,3′′′,4′,4′′′,5,5′′,7,7′′-decol, stereoisomer

Description

Procyanidin B2 is a dietary antioxidant that can be found in foods such as apples, grapes, and cocoa. It has been shown to have an effect on postprandial blood glucose levels and may also have anti-inflammatory properties. The structure of this molecule has been determined using analytical methods including NMR. Procyanidin B2 is produced by the oxidation of caffeic acids and its oligomers are known to inhibit the toll-like receptor signaling pathway. This molecule also inhibits angiogenesis, oxidative injury, mitochondrial functions, and disease activity in HL60 cells. Procyanidin B2 has also been shown to regulate cyclin D2 expression during the cell cycle.

• Brand: Biosynth

Chemical properties

• Molecular weight: 578.52 g/mol
• Formula: C₃₀H₂₆O₁₂
• Purity: Min. 98 Area-%
• Color/Form: Off-White Powder
• InChI: InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
• InChI key: InChIKey=XFZJEEAOWLFHDH-NFJBMHMQSA-N
• SMILES: Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)C2