CHEBI:75630 - procyanidin B3

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ChEBI Name procyanidin B3
Definition A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in α-configuration. It can be found in red wine, in barley, in beer, in peach or in Jatropha macrantha, the Huanarpo Macho.
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+/m0/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.
EC (histone acetyltransferase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the function of histone acetyltransferase (EC
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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 B3 (CHEBI:75630) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B3 (CHEBI:75630) has role anti-inflammatory agent (CHEBI:67079)
procyanidin B3 (CHEBI:75630) has role antioxidant (CHEBI:22586)
procyanidin B3 (CHEBI:75630) has role EC (histone acetyltransferase) inhibitor (CHEBI:76395)
procyanidin B3 (CHEBI:75630) has role metabolite (CHEBI:25212)
procyanidin B3 (CHEBI:75630) is a biflavonoid (CHEBI:50128)
procyanidin B3 (CHEBI:75630) is a hydroxyflavan (CHEBI:72010)
procyanidin B3 (CHEBI:75630) is a polyphenol (CHEBI:26195)
procyanidin B3 (CHEBI:75630) is a proanthocyanidin (CHEBI:26267)
Incoming procyanidin B3 3'-O-gallate (CHEBI:75662) has functional parent procyanidin B3 (CHEBI:75630)
procyanidin B3 3-O-gallate (CHEBI:75656) has functional parent procyanidin B3 (CHEBI:75630)
Synonyms Sources
C-(4a,8)-C HMDB
Catechin(4a→8)catechin HMDB
Catechin-(4α→8)-catechin HMDB
Proanthocyanidin B3 HMDB
Manual Xrefs Databases
HMDB0033974 HMDB
KR20100129858 Patent
Procyanidin_B3 Wikipedia
WO2010021935 Patent
View more database links
Registry Numbers Types Sources
23567-23-9 CAS Registry Number ChemIDplus
3586582 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20131846 PubMed citation Europe PMC
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Last Modified
22 November 2013