CHEBI:75618 - procyanidin B8

Main ChEBI Ontology Automatic Xrefs
ChEBI Name procyanidin B8
ChEBI ID CHEBI:75618
Definition A proanthocyanidin that is (+)-catechin and (−)-epicatechin units joined by a bond between positions 4 and 6' respectively in an α-configuration. Procyanidin B8 is found in acorn and is present in fruit and leaves of blackberry (Rubus fruticosus), raspberry (Rubus idaeus) and cowberry (Vaccinium vitis idaea). It can be also found in grape seeds and in beer.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Save molfile Download Molfile
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
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-JJYFIROESA-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 B8 (CHEBI:75618) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B8 (CHEBI:75618) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B8 (CHEBI:75618) has role metabolite (CHEBI:25212)
procyanidin B8 (CHEBI:75618) is a biflavonoid (CHEBI:50128)
procyanidin B8 (CHEBI:75618) is a hydroxyflavan (CHEBI:72010)
procyanidin B8 (CHEBI:75618) is a polyphenol (CHEBI:26195)
procyanidin B8 (CHEBI:75618) is a proanthocyanidin (CHEBI:26267)
IUPAC Name
(2R,2'R,3S,3'R,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
Synonym Source
catechin-(4α→6)-epicatechin HMDB
Database Links Databases
HMDB38369 HMDB
Procyanidin_B8 Wikipedia
View more database links
Registry Numbers Types Sources
12798-60-6 CAS Registry Number HMDB
4902614 Reaxys Registry Number Reaxys
Last Modified
22 November 2013