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CHEBI:75619 - procyanidin B6

ChEBI IDCHEBI:75619
ChEBI Nameprocyanidin B6
Stars
DefinitionA proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 6' in α-configuration. Procyanidin B6 is isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants. It can also be found in grape seeds and in beer.
Last Modified22 November 2013
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+/m0/s1
InChIKeyGMISZFQPFDAPGI-ZBRHZRBFSA-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 B6 (CHEBI:75619) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B6 (CHEBI:75619) has role metabolite (CHEBI:25212)
procyanidin B6 (CHEBI:75619) is a biflavonoid (CHEBI:50128)
procyanidin B6 (CHEBI:75619) is a hydroxyflavan (CHEBI:72010)
procyanidin B6 (CHEBI:75619) is a proanthocyanidin (CHEBI:26267)
IUPAC Name 
(2R,2'R,3S,3'S,4R)-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
C-(4,6)-CHMDB
Procyanidin dimer B6HMDB
Catechin(4a→6)catechinHMDB
Catechin-(4α→6)-catechinHMDB
Manual XrefsDatabases
Procyanidin_B6Wikipedia
HMDB0038367HMDB
Registry NumbersSources
Reaxys:3586527Reaxys
Citations