Procyanidin A1

Procyanidin A1 is a polyphenol flavonoid dimer of (-)-epicatechin (Cay-11807) and (+)-catechin (Cay-70940) that has been found in R. spiciferum and has diverse biological activities. It binds to placenta growth factor (PlGF) and VEGF (Kds = 394 and 476 nM, respectively) and increases the activity of JAK2 (EC50 = 660 nM). Procyanidin A1 scavenges superoxide radicals (IC50 = 14.7 µM) and inhibits the cytopathic effects of HIV-1 in MT-4 cells (IC50 = 14 µg/ml). It increases the proliferation of isolated mouse splenocytes and peritoneal macrophages when used at concentrations ranging from 25 to 100 µM and DAMI megakaryoblasts (EC50 = 8.58 µM). Procyanidin A1 (50 mg/kg) prevents decreases in the number of platelets in peripheral blood and megakaryocytes in the bone marrow in a mouse model of thrombocytopenia induced by the DNA cross-linking agent carboplatin (Cay-13112).Formal Name: (2R,3S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-8,14-methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol. CAS Number: 103883-03-0. Synonyms: Epicatechin-(4beta->8,2beta->O->7)-catechin, Proanthocyanidin A1, Procyanidol A1. Molecular Formula: C30H24O12. Formula Weight: 576.5. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 5 mg/ml. SMILES: OC1=C(C[C@H](O)[C@@H](C2=CC(O)=C(O)C=C2)O3)C3=C([C@@]([C@H]4O)([H])C(C(O)=CC(O)=C5)=C5O[C@@]4(C6=CC(O)=C(O)C=C6)O7)C7=C1. InChi Code: InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26+,27+,29+,30-/m0/s1. InChi Key: NSEWTSAADLNHNH-TXZJYACMSA-N. Origin: Plant/Grape seeds.