EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:28472 - proanthocyanidin A2

Default Structure
ChEBI IDCHEBI:28472
ChEBI Nameproanthocyanidin A2
Stars
DefinitionA proanthocyanidin obtained by the condensation of (−)-epicatechin units.
Secondary ChEBI IDsCHEBI:8425, CHEBI:26266
Last Modified28 July 2014
DownloadsMolfile
FormulaC30H24O12
Net Charge0
Average Mass576.510
Monoisotopic Mass576.12678
SMILESOc1cc(O)c2c(c1)O[C@@]1(c3ccc(O)c(O)c3)Oc3cc(O)c4c(c3[C@@H]2[C@H]1O)O[C@H](c1ccc(O)c(O)c1)[C@H](O)C4
InChIInChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26-,27-,29-,30+/m1/s1
InChIKeyNSEWTSAADLNHNH-LSBOWGMISA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
Applications:
angiogenesis modulating agent  An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents.
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
ChEBI Ontology
Outgoing Relation(s)
proanthocyanidin A2 (CHEBI:28472) has functional parent (−)-epicatechin (CHEBI:90)
proanthocyanidin A2 (CHEBI:28472) has role angiogenesis modulating agent (CHEBI:50926)
proanthocyanidin A2 (CHEBI:28472) has role anti-HIV agent (CHEBI:64946)
proanthocyanidin A2 (CHEBI:28472) has role antioxidant (CHEBI:22586)
proanthocyanidin A2 (CHEBI:28472) has role metabolite (CHEBI:25212)
proanthocyanidin A2 (CHEBI:28472) is a hydroxyflavan (CHEBI:72010)
proanthocyanidin A2 (CHEBI:28472) is a proanthocyanidin (CHEBI:26267)
IUPAC Name 
(2R,3R,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocine-3,5,11,13,15-pentol
Synonyms  Source
Epicatechin-(2β→7,4β→8)-epicatechinChEBI
Proanthocyanidin A2KEGG COMPOUND
Manual XrefsDatabases
C00002934KNApSAcK
C10237KEGG COMPOUND
HMDB0037655HMDB
Proanthocyanidin_A2Wikipedia
US2011275598Patent
WO2010086319Patent
Registry NumbersSources
Reaxys:1304336Reaxys
CAS:41743-41-3KEGG COMPOUND
CAS:41743-41-3ChemIDplus
Citations