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proanthocyanidin A2 (CHEBI:28472)

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ChEBI Name proanthocyanidin A2
ChEBI ID CHEBI:28472
Definition A proanthocyanidin obtained by the condensation of (−)-epicatechin units.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:26266, CHEBI:8425
Supplier Information
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Formula Source
C30H24O12 ChEBI
Net Charge 0
Average Mass 576.50440
InChI
InChI=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
InChIKey
NSEWTSAADLNHNH-LSBOWGMISA-N
SMILES
O[C@@H]1Cc2c(O)cc3O[C@@]4(Oc5cc(O)cc(O)c5[C@@H]([C@H]4O)c3c2O[C@@H]1c1ccc(O)c(O)c1)c1ccc(O)c(O)c1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.
Biological Role(s): secondary metabolite
A metabolite that is not directly involved in the normal growth, development or reproduction of an organism.
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
Application(s): anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
anti-angiogenic agent
Any compound that inhibits the growth of new blood vessels from pre-existing vessels.
astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
(via tannin )
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing proanthocyanidin A2 (CHEBI:28472) has functional parent (−)-epicatechin (CHEBI:90)
proanthocyanidin A2 (CHEBI:28472) has role anti-angiogenic agent (CHEBI:67170)
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 secondary metabolite (CHEBI:26619)
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 Sources
Epicatechin-(2β→7,4β→8)-epicatechin ChEBI
Proanthocyanidin A2 KEGG COMPOUND
Database Links Databases
C10237 KEGG COMPOUND
HMDB37655 HMDB
Proanthocyanidin_A2 Wikipedia
US2011275598 Patent
WO2010086319 Patent
View more database links
Registry Numbers Types Sources
1304336 Reaxys Registry Number Reaxys
41743-41-3 CAS Registry Number KEGG COMPOUND
41743-41-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22020306 PubMed citation CiteXplore
23195766 PubMed citation CiteXplore
23268742 PubMed citation CiteXplore
Last Modified
02 April 2013

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