Compound: Procyanidin B3
SMILES: O1c2c(c(O)cc(c2C[C@@H]([C@H]1c3cc(O)c(O)cc3)O)O)[C@@H]4c5c(O[C@@H]([C@H]4O)c6cc(O)c(O)cc6)cc(O)cc5O
InChIKey: XFZJEEAOWLFHDH-AVFWISQGSA-N
Synonyms: Procyanidin B3, 23567-23-9, Proanthocyanidin B3, Procyanidin B-3, 2TC1A0KEAQ, CHEBI:75630, (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol, [4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3S,3'S,4S)-, DTXSID60178193, (4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3S,3'S,4S)-, (2R,3S)-2-(3,4-dihydroxyphenyl)-8-((2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl)-3,4-dihydro-2H-chromene-3,5,7-triol, proanthocyanidin B-3, catechin 4-8 catechin, RefChem:868547, catechin 4alpha-8 catechin, DTXCID90100684, catechin-(4alpha->8)-catechin, Catechin(4a->8)catechin, 2,3-trans-proanthocyanidin, CHEMBL501490, C-(4a,8)-C, (2R,2'R,3S,3'S,4S)-2,2'-Bis(3,4-dihydroxyphenyl)-[4,8'-bichromane]-3,3',5,5',7,7'-hexaol, C30H26O12, UNII-2TC1A0KEAQ, PROCYANIDINB3, Procyanidin Impurity 8, PROCYANIDOL B3S, Procyanidin B3 (Standard), Catechin-(4a?8)-catechin, (-)-PROCYANIDIN B3, Catechin-(4?->8)-catechin, SCHEMBL677697, orb1297525, orb3140921, SCHEMBL29802786, SCHEMBL29832881, SCHEMBL31172106, HY-N2345R, XFZJEEAOWLFHDH-AVFWISQGSA-N, Catechin-(4.alpha.-->8)catechin, HY-N2345, BDBM50447858, LMPK12030003, MSK169527, AKOS016009332, EBC-615550, FP65542, (2R-(2alpha,3beta,4alpha(2'R*,3'S*)))-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-(4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, (4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R-(2alpha,3beta,4alpha(2'R*,3'S*)))-, AC-35059, DA-66881, MS-30396, CS-0021307, NS00094744, Q7247553, (2R,2'R,3S,3'S,4S)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-[4,8'-bi-1-benzopyran]-3,3',5,5',7,7'-hexol, (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol, (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol, (2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol, (2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]chromane-3,5,7-triol
Theoretical properties:
molecular_formula: C30H26O12
molecular_weight: 578.5 g/mol
exact_mass: 578.14242626 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 10
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 3
heavy_atom_count: 42
topological_polar_surface_area: 221 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Procyanidin B3 is a proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in alpha-configuration. It can be found in red wine, in barley, in beer, in peach or in Jatropha macrantha, the Huanarpo Macho. It has a role as an antioxidant, a metabolite, an anti-inflammatory agent and an EC 2.3.1.48 (histone acetyltransferase) inhibitor. It is a polyphenol, a proanthocyanidin, a biflavonoid and a hydroxyflavan. It is functionally related to a (+)-catechin.
chebi: A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in α-configuration. It can be found in red wine, in barley, in beer, in peach or in <em>Jatropha macrantha</em>, the Huanarpo Macho.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Procyanidin B3 is a B type proanthocyanidin. Procyanidin B3 is a catechin dimer (catechin-(4α→8)-catechin).