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6-Glucopyranosylprocyanidin B2

PubChem CID: 131752185

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Compound Synonyms 6-Glucopyranosylprocyanidin B2, 6-C-Glucopyranosylprocyanidin B2, CHEBI:191576, (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Topological Polar Surface Area 311.0
Hydrogen Bond Donor Count 14.0
Inchi Key VRCSTDIDMJHJBX-XXXODXNESA-N
Rotatable Bond Count 5.0
Substituent Name Proanthocyanidin, Bi- and polyflavonoid skeleton, Flavonoid c-glycoside, Catechin, Hydroxyflavonoid, Flavan-3-ol, 7-hydroxyflavonoid, 5-hydroxyflavonoid, 4'-hydroxyflavonoid, 3-hydroxyflavonoid, 3'-hydroxyflavonoid, Flavan, Glycosyl compound, C-glycosyl compound, 1-benzopyran, Benzopyran, Chromane, Resorcinol, 1,2-diphenol, Phenol, Alkyl aryl ether, Benzenoid, Oxane, Monosaccharide, Saccharide, Monocyclic benzene moiety, Secondary alcohol, Polyol, 1,2-diol, Oxacycle, Organoheterocyclic compound, Ether, Dialkyl ether, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Alcohol, Aromatic heteropolycyclic compound
Synonyms 6-C-Glucopyranosylprocyanidin B2, 6-Glucopyranosylprocyanidin B2, Procyanidin B2 6-C-glucoside
Heavy Atom Count 53.0
Compound Name 6-Glucopyranosylprocyanidin B2
Kingdom Organic compounds
Description Isolated from Chinese cinnamon bark (Cinnamomum cassia) and Rheum species (rhubarb). Procyanidin B2 6-C-glucoside is found in chinese cinnamon, herbs and spices, and green vegetables.
Exact Mass 740.195
Formal Charge 0.0
Monoisotopic Mass 740.195
Isotope Atom Count 0.0
Molecular Complexity 1230.0
Hydrogen Bond Acceptor Count 17.0
Molecular Weight 740.7
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 9.0
Iupac Name (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Class Tannins
Inchi InChI=1S/C36H36O17/c37-10-23-28(46)31(49)32(50)36(52-23)25-20(44)9-22-26(29(25)47)27(30(48)34(51-22)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-21(45)33(53-35(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,21,23,27-28,30-34,36-50H,7,10H2/t21-,23-,27+,28-,30-,31+,32-,33-,34-,36?/m1/s1
Smiles C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=C(C(=C4)O)C5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O
Xlogp -0.1
Superclass Phenylpropanoids and polyketides
Defined Bond Stereocenter Count 0.0
Subclass Proanthocyanidins
Molecular Formula C36H36O17

  • 1. Outgoing r'ship FOUND_IN to/from Cinnamomum Aromaticum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cinnamomum Cassia (Plant) Rel Props:Source_db:fooddb_chem_all