Procyanidin B5

Procyanidin B5

Names
IUPAC name (2R,2ʼR,3R,3ʼR,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3ʼ,4,4ʼ-tetrahydro-2H,2ʼH-4,6ʼ-bichromene-3,3ʼ,5,5ʼ,7,7ʼ-hexol
Other names Procyanidin B5
Identifiers
ChEBI	CHEBI:75621
Jmol interactive 3D	Image
PubChem	124017
SMILES O[C@@H]1Cc2c(O[C@@H]1c1ccc(O)c(O)c1)cc(O)c([C@@H]1[C@@H](O)[C@H](Oc3cc(O)cc(O)c13)c1ccc(O)c(O)c1)c2O
Properties
Chemical formula	C30H26O12
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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Infobox references

Procyanidin B5 is a B type proanthocyanidin.

Procyanidin B5 is an epicatechin-(4β → 6)-epicatechin dimer. It can be found in grape seeds^[1] and in Hibiscus cannabinus (kenaf) root and bark.^[2]

References

1. Procyanidin dimers and trimers from grape seeds. Jorge M. Ricardo da Silva, Jacques Rigaud, Véronique Cheynier, Annie Cheminat and Michel Moutounet, Phytochemistry, Volume 30, Issue 4, 1991, Pages 1259-1264
2. Dimeric proanthocyanidins of Hibiscus cannabinus. Fam Van Tkhin', B. Makhsudova and O. S. Otroshchenko, Chemistry of Natural Compounds, Volume 18, Number 3, pages 310-314, doi:10.1007/BF00580458