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| Names | |
|---|---|
| IUPAC name [(2R,3R,4R)-Flavan-3,3′,4′,5,7-pentol]-(4→8)-[(2R,3R)-flavan-3,3′,4′,5,7-pentol] | |
| Systematic IUPAC name (2R,2′R,3R,3′R,4R)-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-B2 (−)-Epicatechin-(4β→8)-(−)-epicatechin | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| UNII | |
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| Properties | |
| C30H26O12 | |
| Molar mass | 578.52 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Procyanidin B2 is aB type proanthocyanidin. Its structure is (−)-Epicatechin-(4β→8)-(−)-epicatechin.
Procyanidin B2 can be found inCinchona pubescens (Chinchona: in the rind, bark, and cortex), inCinnamomum verum (Ceylon cinnamon: in the rind, bark, and cortex), inCrataegus monogyna (Common hawthorn: in the flower and blossom), inUncaria guianensis (Cat's claw: in the root), inVitis vinifera (Common grape vine: in the leaf),[1] inLitchi chinensis (litchi: in the pericarp),[2] in theapple,[3] and inEcdysanthera utilis.[4]
Procyanidin B2 can be converted intoprocyanidin A2 by radical oxidation using1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals under neutral conditions.[5]
Procyanidin B2 has been shown to inhibit the formation of theadvanced glycation end-productspentosidine,carboxymethyllysine (CML), andmethylglyoxal (MGO).[6]
