Procyanidin C1

Flavonoids

NP1983

37064-30-5

Procyanidin C1

Procyanidin C1 is extracted from the fruits of Vitis vinifera L. It is a B type proanthocyanidin and found in grape. It belongs to a polyphenol flavonoid epicatechin trimer. It can decrease cytokine production of mast cells and Fc epsilon RI-mediated degranulation in vitro dose-dependently. It inhibits ROS generation in stimulated mast cells and the tyrosine phosphorylation of Syk and linker for activation of T cells. It may be used for the treatment of cardiovascular diseases and may be useful as a lead compound to develop inhibitors of cancer metastasis and other diseases related to EMT. It has HIV-related, antioxidant and anti-inflammatory effects. It also inhibits the activity of 15-lipoxygenase and α-glucosidase. It could scavenge 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radicals.

Procyanidol C1; (2R,2'R,2''R,3R,3'R,3''R,4R,4'S)-2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-[4,8':4',8''-ter-2H-1-benzopyran]-3,3',3'',5,5',5'',7,7',7''-nonol; Proanthocyanidin C1; Cinnamtannin A1; [Epicatechin-(4beta->8)]2-epicatechin

(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

866.77

C45H38O18

C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O

InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1

MOJZMWJRUKIQGL-XILRTYJMSA-N

97.5%

Brown powder

Powder

10 mg