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(3R,4R)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol

PubChem CID: 131752346

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Topological Polar Surface Area 221.0
Hydrogen Bond Donor Count 10.0
Heavy Atom Count 42.0
Description Present in fruit and leaves of blackberry (Rubus fruticosus), raspberry (Rubus idaeus) and cowberry (Vaccinium vitis idaea). Procyanidin B8 is found in many foods, some of which are fruits, red raspberry, lingonberry, and common grape.
Isotope Atom Count 0.0
Molecular Complexity 925.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (3R,4R)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol
Nih Violation True
Class Flavonoids
Xlogp 1.6
Superclass Phenylpropanoids and polyketides
Is Pains True
Subclass Flavans
Molecular Formula C30H26O12
Inchi Key OHIUVDQGXUITJQ-VDKDFJRPSA-N
Rotatable Bond Count 3.0
Synonyms Catechin-(4alpha->6)-epicatechin, Catechin(4a->6) epicatechin, Procyanidin B8
Compound Name (3R,4R)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol
Kingdom Organic compounds
Exact Mass 578.142
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 578.142
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 578.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Inchi InChI=1S/C30H26O12/c31-13-7-20(36)23-22(8-13)42-30(12-2-4-17(33)19(35)6-12)28(40)25(23)24-21(37)9-14-15(26(24)38)10-41-29(27(14)39)11-1-3-16(32)18(34)5-11/h1-9,25,27-40H,10H2/t25-,27+,28-,29+,30+/m0/s1
Smiles C1C2=C(C(=C(C=C2[C@H]([C@H](O1)C3=CC(=C(C=C3)O)O)O)O)[C@H]4[C@@H]([C@H](OC5=CC(=CC(=C45)O)O)C6=CC(=C(C=C6)O)O)O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Catechins

  • 1. Outgoing r'ship FOUND_IN to/from Rubus Idaeus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Source_db:fooddb_chem_all