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CHEBI:28472 - proanthocyanidin A2

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:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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
Proanthocyanidin A2KEGG COMPOUND
Epicatechin-(2β→7,4β→8)-epicatechinChEBI
Manual XrefsDatabases
C10237KEGG COMPOUND
US2011275598Patent
WO2010086319Patent
HMDB0037655HMDB
Proanthocyanidin_A2Wikipedia
C00002934KNApSAcK
Registry NumbersSources
Reaxys:1304336Reaxys
CAS:41743-41-3KEGG COMPOUND
CAS:41743-41-3ChemIDplus
Citations