Procyanidin B3

Procyanidin B3 is a polyphenol flavonoid dimer of (+)-catechin (Cay-70940) that has been found in G. biloba and has diverse biological activities. It inhibits aggregation of amyloid-beta (1-42) (Abeta42, Cay-20574) with an IC50 value of 3.54 µM and destabilizes preformed Abeta42 fibrils (EC50 = 5.12 µM). Procyanidin B3 (1 mM) reduces oxidation of linoleic acid and scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805) free radicals in cell-free assays. It inhibits hydrogen peroxide-induced production of inducible nitric oxide synthase (iNOS) and apoptosis in primary murine chondrocytes. Procyanidin B3 (0.01 mg/kg) reduces chondrocyte apoptosis, pseudocapsule thickness, and the frequency of ectopic cartilage formation in a mouse model of surgically induced osteoarthritis.Formal Name: (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-[4,8'-bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol. CAS Number: 23567-23-9. Synonyms: (+)-Catechin-(4alpha->8)-(+)-catechin, Proanthocyanidin B3, Procyanidol B3. Molecular Formula: C30H26O12. Formula Weight: 578.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: soluble, Methanol: soluble. SMILES: OC1=C(O)C=C([C@@]2([H])OC(C=C(O)C=C3O)=C3[C@](C4=C(O)C=C(O)C5=C4O[C@@](C6=CC(O)=C(O)C=C6)([H])[C@@H](O)C5)([H])[C@@H]2O)C=C1. InChi Code: 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+/m0/s1. InChi Key: XFZJEEAOWLFHDH-AVFWISQGSA-N. Origin: Plant/Grape seeds.