CHEBI:75621 - procyanidin B5

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ChEBI Name procyanidin B5
ChEBI ID CHEBI:75621
Definition A proanthocyanidin consisting of two molecules of (−)-epicatechin joined by a bond between positions 4 and 6' in β-configuration. It can be found in grape seeds, in Hibiscus cannabinus (kenaf) root and bark, in apple and in cacao.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H26O12
Net Charge 0
Average Mass 578.52020
InChI InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29-,30-/m1/s1
InChIKey GMISZFQPFDAPGI-CVJZBMGUSA-N
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
Roles Classification
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing procyanidin B5 (CHEBI:75621) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B5 (CHEBI:75621) has role metabolite (CHEBI:25212)
procyanidin B5 (CHEBI:75621) is a biflavonoid (CHEBI:50128)
procyanidin B5 (CHEBI:75621) is a hydroxyflavan (CHEBI:72010)
procyanidin B5 (CHEBI:75621) is a polyphenol (CHEBI:26195)
procyanidin B5 (CHEBI:75621) is a proanthocyanidin (CHEBI:26267)
IUPAC Name
(2R,2'R,3R,3'R,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3',5,5',7,7'-hexol
Synonyms Sources
EC-(4b,6)-EC HMDB
Epicatechin(4b→6)epicatechin HMDB
Epicatechin-(4β→6)-epicatechin HMDB
Proanthocyanidin B5 HMDB
Procyanidin dimer B5 HMDB
Procyanidol B5 KEGG COMPOUND
Database Links Databases
C17640 KEGG COMPOUND
HMDB38366 HMDB
Procyanidin_B5 Wikipedia
View more database links
Registry Numbers Types Sources
12798-57-1 CAS Registry Number ChemIDplus
3586528 Reaxys Registry Number Reaxys
Last Modified
28 July 2014