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cis-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate

PubChem CID: 2824823

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Compound Synonyms CHEMBL338988, cis-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate, 188819-08-1, ent-Epigallocatechin 3-gallate, SCHEMBL1853219, BDBM50135163, 3,4,5-Trihydroxy-benzoic acid (2S,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxy-phenyl)-chroman-3-yl ester
Topological Polar Surface Area 197.0
Hydrogen Bond Donor Count 8.0
Inchi Key WMBWREPUVVBILR-RXVVDRJESA-N
Rotatable Bond Count 4.0
Synonyms (+)-Epigallocatechin gallate, ent-Epigallocatechin 3-gallate, ent-Epigallocatechin gallate
Heavy Atom Count 33.0
Compound Name cis-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate
Description Ent-epigallocatechin 3-gallate is a member of the class of compounds known as catechin gallates. Catechin gallates are organic compounds containing a gallate moiety glycosidically linked to a catechin. Ent-epigallocatechin 3-gallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Ent-epigallocatechin 3-gallate can be found in tea, which makes ent-epigallocatechin 3-gallate a potential biomarker for the consumption of this food product.
Exact Mass 458.085
Formal Charge 0.0
Monoisotopic Mass 458.085
Isotope Atom Count 0.0
Molecular Complexity 667.0
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 458.4
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 2.0
Iupac Name [(2S,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m0/s1
Smiles C1[C@@H]([C@@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
Xlogp 1.2
Defined Bond Stereocenter Count 0.0
Molecular Formula C22H18O11

  • 1. Outgoing r'ship FOUND_IN to/from Camellia Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all