CHEBI:75643 - procyanidin C1

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ChEBI Name procyanidin C1
Definition A proanthocyanidin consisting of three (−)-epicatechin units joined by two successive (4β→8)-linkages.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C45H38O18
Net Charge 0
Average Mass 866.77240
Monoisotopic Mass 866.20581
InChI InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1
SMILES O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c([C@@H]5[C@@H](O)[C@H](Oc6cc(O)cc(O)c56)c5ccc(O)c(O)c5)c(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
EC (xanthine oxidase) inhibitor
An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC
EC (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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 C1 (CHEBI:75643) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin C1 (CHEBI:75643) has role anti-inflammatory agent (CHEBI:67079)
procyanidin C1 (CHEBI:75643) has role antioxidant (CHEBI:22586)
procyanidin C1 (CHEBI:75643) has role EC (xanthine oxidase) inhibitor (CHEBI:35634)
procyanidin C1 (CHEBI:75643) has role EC (α-glucosidase) inhibitor (CHEBI:67239)
procyanidin C1 (CHEBI:75643) has role lipoxygenase inhibitor (CHEBI:35856)
procyanidin C1 (CHEBI:75643) has role metabolite (CHEBI:25212)
procyanidin C1 (CHEBI:75643) is a hydroxyflavan (CHEBI:72010)
procyanidin C1 (CHEBI:75643) is a polyphenol (CHEBI:26195)
procyanidin C1 (CHEBI:75643) is a proanthocyanidin (CHEBI:26267)
Synonyms Sources
[Epicatechin(4b→8)]2-epicatechin HMDB
[Epicatechin-(4β→8)]2-epicatechin HMDB
Cinnamtannin A1 KEGG COMPOUND
EC-(4b,8)-EC-(4b,8)-EC HMDB
Epicatechin-(4β→8)-epicatechin-(4β→8)-epicatechin HMDB
Proanthocyanidin C1 HMDB
Proanthocyanidin C1 KEGG COMPOUND
Procyanidin C1 KEGG COMPOUND
Procyanidin trimer C1 HMDB
Procyanidol C1 HMDB
Manual Xrefs Databases
HMDB0038370 HMDB
Procyanidin_C1 Wikipedia
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Registry Numbers Types Sources
3647705 Reaxys Registry Number Reaxys
37064-30-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18594151 PubMed citation Europe PMC
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Last Modified
28 July 2014