CHEBI:75632 - procyanidin B2

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ChEBI Name procyanidin B2
Definition A proanthocyanidin consisting of two molecules of (−)-epicatechin joined by a bond between positions 4 and 8' in a β-configuration. Procyanidin B2 can be found in Cinchona pubescens (Chinchona, in the rind, bark and cortex), in Cinnamomum verum (Ceylon cinnamon, in the rind, bark and cortex), in Crataegus monogyna (Common hawthorn, in the flower and blossom), in Uncaria guianensis (Cat's claw, in the root), in Vitis vinifera (Common grape vine, in the leaf), in Litchi chinensis (litchi, in the pericarp), in the apple, in Ecdysanthera utilis and in red wine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H26O12
Net Charge 0
Average Mass 578.52020
Monoisotopic Mass 578.14243
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
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
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
(via tannin )
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ChEBI Ontology
Outgoing procyanidin B2 (CHEBI:75632) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B2 (CHEBI:75632) has role antioxidant (CHEBI:22586)
procyanidin B2 (CHEBI:75632) has role metabolite (CHEBI:25212)
procyanidin B2 (CHEBI:75632) is a biflavonoid (CHEBI:50128)
procyanidin B2 (CHEBI:75632) is a hydroxyflavan (CHEBI:72010)
procyanidin B2 (CHEBI:75632) is a polyphenol (CHEBI:26195)
procyanidin B2 (CHEBI:75632) is a proanthocyanidin (CHEBI:26267)
Incoming procyanidin B2 3'-O-gallate (CHEBI:75647) has functional parent procyanidin B2 (CHEBI:75632)
procyanidin B2 3-O-gallate (CHEBI:75652) has functional parent procyanidin B2 (CHEBI:75632)
Synonyms Sources
EC-(4b,8)-EC HMDB
Epicathechin-(4β→8)-epicathechin HMDB
Proanthocyanidin B2 HMDB
Procyanidol B2 KEGG COMPOUND
Manual Xrefs Databases
HMDB0033973 HMDB
Procyanidin_B2 Wikipedia
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Registry Numbers Types Sources
1279736 Reaxys Registry Number Reaxys
29106-49-8 CAS Registry Number KEGG COMPOUND
29106-49-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
28 July 2014