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Epigallocatechin 3-O-caffeate

PubChem CID: 14284598

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Compound Synonyms Epigallocatechin 3-O-caffeate, Epigallocatechin 3-caffeate, LMPK12020118
Topological Polar Surface Area 177.0
Hydrogen Bond Donor Count 7.0
Heavy Atom Count 34.0
Description Epigallocatechin 3-caffeate is a member of the class of compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety. Thus, epigallocatechin 3-caffeate is considered to be a flavonoid lipid molecule. Epigallocatechin 3-caffeate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Epigallocatechin 3-caffeate can be found in tea, which makes epigallocatechin 3-caffeate a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 719.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Prediction Hob 0.0
Class Flavonoids
Xlogp 2.0
Superclass Phenylpropanoids and polyketides
Subclass Flavans
Molecular Formula C24H20O10
Prediction Swissadme 0.0
Inchi Key BNLVODKLELGOBT-WEDYXYFPSA-N
Fcsp3 0.125
Rotatable Bond Count 5.0
Synonyms (-)-Epigallocatechin 3-caffeate, Epigallocatechin 3-caffeate, Epigallocatechin 3-O-caffeate, Epigallocatechin 3-O-caffeic acid, Epigallocatechin 3-caffeic acid
Compound Name Epigallocatechin 3-O-caffeate
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 468.106
Formal Charge 0.0
Monoisotopic Mass 468.106
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 468.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -4.034431505882353
Inchi InChI=1S/C24H20O10/c25-13-8-16(27)14-10-21(33-22(31)4-2-11-1-3-15(26)17(28)5-11)24(34-20(14)9-13)12-6-18(29)23(32)19(30)7-12/h1-9,21,24-30,32H,10H2/b4-2+/t21-,24-/m1/s1
Smiles C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)O
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Epigallocatechins

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