Procyanidin B4

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]

Procyanidin B4

Names
Other names Procyanidin B4
Identifiers
CAS Number	29106-51-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:27589
ChEMBL	ChEMBL447373
ChemSpider	129882
KEGG	C10238
PubChem CID	147299
UNII	2OP8987K2X
CompTox Dashboard (EPA)	DTXSID50183357
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-/m1/s1 Key: XFZJEEAOWLFHDH-VUGKQVTMSA-N
SMILES 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
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 B4 is a B type proanthocyanidin.

See also

• Phenolic content in wine

References

1. Immunomodulatory and anticancer activities of flavonoids extracted from litchi (Litchi chinensis Sonn.) pericarp. Mouming Zhao; Bao Yang; Jinshui Wang; Yang Liu; Limei Yu; Yueming Jiang, 2007
2. Catechin and proanthocyanidin B4 from grape seeds prevent doxorubicin-induced toxicity in cardiomyocytes. Yu Du and Hongxiang Lou, 2008.
3. Structure elucidation of proanthocyanidins: Direct synthesis and isolation from Pilsener beer. Jan Delcour, 1985 Archived 2011-07-06 at the Wayback Machine