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Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin

PubChem CID: 14309769

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Compound Synonyms Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin, (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-((2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl)-6-((2R,3R,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, (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(2R,3R,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, Epicatechin-(4b->6)-epicatechin-(4b->8)-catechin, Epicatechin-(4I2->6)-epicatechin-(4I2->8)-catechin, 82801-35-2
Topological Polar Surface Area 331.0
Hydrogen Bond Donor Count 15.0
Heavy Atom Count 63.0
Description Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin is a member of the class of compounds known as biflavonoids and polyflavonoids. Biflavonoids and polyflavonoids are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin can be found in common grape, which makes epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 1550.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(2R,3R,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
Prediction Hob 0.0
Class Flavonoids
Xlogp 3.3
Superclass Phenylpropanoids and polyketides
Subclass Biflavonoids and polyflavonoids
Molecular Formula C45H38O18
Prediction Swissadme 0.0
Inchi Key SXEONTJNLWOUBB-XKDUFCMJSA-N
Fcsp3 0.2
Logs -4.975
Rotatable Bond Count 5.0
Logd 1.692
Synonyms Epicatechin-(4-beta-6)-epicatechin-(4-beta-8)-catechin, Epicatechin-(4b->6)-epicatechin-(4b->8)-catechin, Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin, Epicatechin-(4β->6)-epicatechin-(4β->8)-catechin
Compound Name Epicatechin-(4beta->6)-epicatechin-(4beta->8)-catechin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 866.206
Formal Charge 0.0
Monoisotopic Mass 866.206
Hydrogen Bond Acceptor Count 18.0
Molecular Weight 866.8
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -7.392199342857148
Inchi InChI=1S/C45H38O18/c46-18-10-27(54)33-31(11-18)61-43(16-2-5-21(48)25(52)8-16)40(59)37(33)34-29(56)14-32-36(39(34)58)38(41(60)44(62-32)17-3-6-22(49)26(53)9-17)35-28(55)13-23(50)19-12-30(57)42(63-45(19)35)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37+,38-,40+,41+,42+,43+,44+/m0/s1
Smiles C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=C(C(=C4)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
Nring 9.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Biflavonoids and polyflavonoids