Procyanidin B4 is a B type proanthocyanidin .
Quick Facts Names, Identifiers ...
Procyanidin B4
Chemical structure of procyanidin B
Names
IUPAC name
[(2R ,3S ,4S )-Flavan-3,3′,4′,5,7-pentol]-(4→8)-[(2R ,3R )-flavan-3,3′,4′,5,7-pentol]
Systematic IUPAC name
(2R ,2′R ,3S ,3′R ,4S )-2,2′-Bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro-2H ,2′H -[4,8′-bi-1-benzopyran]-3,3′,5,5′,7,7′-hexol
Other names
Procyanidin B4
Identifiers
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
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
Key: XFZJEEAOWLFHDH-VUGKQVTMSA-N
O[C@@H]1Cc2c(O)cc(O)c([C@H]3[C@H](O)[C@H](Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1
Properties
C30 H26 O12
Molar mass
578.52 g/mol
Except where otherwise noted, data are given for materials in their
standard state (at 25
°C [77
°F], 100
kPa).
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Procyanidin-B4 is a catechin -(4α→8)-epicatechin dimer. It is found in the litchi pericarp,[ 1] in grape seeds,[ 2] and, along with 4-cis-isomer of procyanidin B4, in beer.[ 3]