EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:75651 - procyanidin B1 3-O-gallate

ChEBI IDCHEBI:75651
ChEBI Nameprocyanidin B1 3-O-gallate
Stars
ASCII Nameprocyanidin B1 3-O-gallate
DefinitionA gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of procyanidin B1.
Last Modified25 November 2013
Submittermwilliams
DownloadsMolfile
FormulaC37H30O16
Net Charge0
Average Mass730.631
Monoisotopic Mass730.15338
SMILESO=C(O[C@@H]1[C@@H](c2c(O)cc(O)c3c2O[C@H](c2ccc(O)c(O)c2)[C@@H](O)C3)c2c(O)cc(O)cc2O[C@@H]1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChIInChI=1S/C37H30O16/c38-16-9-23(44)29-28(10-16)51-34(14-2-4-19(40)22(43)6-14)36(53-37(50)15-7-25(46)32(49)26(47)8-15)31(29)30-24(45)12-20(41)17-11-27(48)33(52-35(17)30)13-1-3-18(39)21(42)5-13/h1-10,12,27,31,33-34,36,38-49H,11H2/t27-,31+,33+,34+,36+/m0/s1
InChIKeyBXWABJPTCUDBMM-NNJCKQBNSA-N
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 B1 3-O-gallate (CHEBI:75651) has functional parent gallic acid (CHEBI:30778)
procyanidin B1 3-O-gallate (CHEBI:75651) has functional parent procyanidin B1 (CHEBI:75633)
procyanidin B1 3-O-gallate (CHEBI:75651) has role metabolite (CHEBI:25212)
procyanidin B1 3-O-gallate (CHEBI:75651) is a biflavonoid (CHEBI:50128)
procyanidin B1 3-O-gallate (CHEBI:75651) is a gallate ester (CHEBI:37576)
procyanidin B1 3-O-gallate (CHEBI:75651) is a polyphenol (CHEBI:26195)
procyanidin B1 3-O-gallate (CHEBI:75651) is a proanthocyanidin (CHEBI:26267)
IUPAC Name 
(2R,2'R,3R,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate
Synonym  Source
(−)-epicatechin-(4β→8)-(+)-catechin-3-O-gallateChEBI
Registry NumbersSources
Reaxys:4903057Reaxys