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Procyanidin B3

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

Description
Procyanidin b3, also known as C-(4a, 8)-C, belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Thus, procyanidin B3 is considered to be a flavonoid lipid molecule. Procyanidin b3 is considered to be a practically insoluble (in water) and relatively neutral molecule. Within the cell, procyanidin B3 is primarily located in the cytoplasm. Procyanidin b3 participates in a number of enzymatic reactions. In particular, procyanidin B3 can be biosynthesized from (+)-catechin. Procyanidin b3 can also be converted into procyanidin B3 3'-O-gallate and procyanidin B3 3-O-gallate. Outside of the human body, procyanidin B3 can be found in a number of food items such as fox grape, grape wine, eggplant, and yellow wax bean.

SMILES
C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O

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+/m0/s1

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