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Procyanidin B-5 3,3'-di-O-gallate

PubChem CID: 3086518

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Compound Synonyms Procyanidin B-5 3,3'-di-O-gallate, 106533-60-2, [(2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate, PROCYANIDINB533DIOGALLATE, 3,3'-Di-O-galloylprocyanidin B5, Procyanidin B5 3,3'-di-O-gallate, DTXSID20147643, CHEBI:185582, HY-N9777, AKOS040762692, DA-66882, CS-0203770, F92801, 3-O-Galloylepicatechin-(4beta->6)-epicatechin-3-O-gallate, (2R,2'R,3R,3'R,4S)-2,2'-bis(3,4-Dihydroxyphenyl)-5,5',7,7'-tetrahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3'-diyl bis(3,4,5-trihydroxybenzoate), (2R,3R)-2-(3,4-Dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate, (2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3,4,5-trihydroxyphenyl)carbonyloxy]-3,4-dihydro-2H-1-benzopyran-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate, [(2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-4-yl]-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate
Topological Polar Surface Area 354.0
Hydrogen Bond Donor Count 14.0
Heavy Atom Count 64.0
Description Constituent of commercial rhubarb (Rheum subspecies). Procyanidin B5 3,3'-digallate is found in tea and green vegetables.
Isotope Atom Count 0.0
Molecular Complexity 1580.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Prediction Hob 0.0
Class Flavonoids
Xlogp 4.7
Superclass Phenylpropanoids and polyketides
Subclass Biflavonoids and polyflavonoids
Molecular Formula C44H34O20
Prediction Swissadme 0.0
Inchi Key LFBGVECYPPCVDS-QNPRKUGLSA-N
Fcsp3 0.1363636363636363
Logs -4.113
Rotatable Bond Count 9.0
Logd 1.559
Synonyms 3-O-Galloylepicatechin-(4beta->6)-epicatechin-3-O-gallate, 3,3'-Di-O-galloylprocyanidin B5, Procyanidin b-5 3,3'-di-O-gallate, Procyanidin B5 3,3'-di-O-gallate, Procyanidin B5 3,3'-digallate, Procyanidin b5 3,3'-di-O-gallate, (2R,3R)-2-(3,4-Dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2H-1-benzopyran-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid, Procyanidin b5 3,3'-digallic acid
Compound Name Procyanidin B-5 3,3'-di-O-gallate
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 882.164
Formal Charge 0.0
Monoisotopic Mass 882.164
Hydrogen Bond Acceptor Count 20.0
Molecular Weight 882.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -8.096213200000005
Inchi InChI=1S/C44H34O20/c45-19-11-25(50)34-32(12-19)62-41(16-2-4-22(47)24(49)6-16)42(64-44(60)18-9-29(54)39(58)30(55)10-18)36(34)35-26(51)14-31-20(37(35)56)13-33(40(61-31)15-1-3-21(46)23(48)5-15)63-43(59)17-7-27(52)38(57)28(53)8-17/h1-12,14,33,36,40-42,45-58H,13H2/t33-,36-,40-,41-,42-/m1/s1
Smiles C1[C@H]([C@H](OC2=C1C(=C(C(=C2)O)[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
Nring 8.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Biflavonoids and polyflavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Camellia Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Rheum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Rheum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Rheum Palmatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Rheum Tanguticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all