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CHEBI:75621 - procyanidin B5

ChEBI IDCHEBI:75621
ChEBI Nameprocyanidin B5
Stars
DefinitionA 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.
Last Modified28 July 2014
Submittermwilliams
DownloadsMolfile
FormulaC30H26O12
Net Charge0
Average Mass578.526
Monoisotopic Mass578.14243
SMILESOc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc2c(c1O)C[C@@H](O)[C@@H](c1ccc(O)c(O)c1)O2
InChIInChI=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
InChIKeyGMISZFQPFDAPGI-CVJZBMGUSA-N
Wikipedia
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
ChEBI Ontology
Outgoing Relation(s)
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  Source
Procyanidol B5KEGG COMPOUND
Procyanidin dimer B5HMDB
Proanthocyanidin B5HMDB
Epicatechin-(4β→6)-epicatechinHMDB
EC-(4b,6)-ECHMDB
Epicatechin(4b→6)epicatechinHMDB
Manual XrefsDatabases
Procyanidin_B5Wikipedia
C17640KEGG COMPOUND
HMDB0038366HMDB
Registry NumbersSources
Reaxys:3586528Reaxys
CAS:12798-57-1ChemIDplus
CAS:12798-57-1KEGG COMPOUND