Compound: (-)-Epigallocatechin gallate
SMILES: O=C(O[C@H]1[C@H](Oc2cc(O)cc(c2C1)O)c3cc(O)c(O)c(c3)O)c4cc(O)c(O)c(c4)O
InChIKey: WMBWREPUVVBILR-WIYYLYMNSA-N
Synonyms: (-)-Epigallocatechin gallate, 989-51-5, EGCG, Epigallocatechin gallate, Tea catechin, (-)-Epigallocatechin-3-o-gallate, Epigallocatechin-3-gallate, Teavigo, (-)-Epigallocatechol gallate, L-Epigallocatechin gallate, PF-EGCg 90, Epigallocatechingallate, NVP-XAA 723, DTXSID1029889, BQM438CTEL, epigallocatechin-3-O-gallate, (-)-Epigallocatechin-3-gallate, Epigallocatechin-gallate, EPIGALLOCATECHIN 3-O-GALLATE, DTXCID80567, CHEBI:4806, (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate, 3-O-Galloyl-(-)-epigallocatechin, EGCG cpd, epigallo-catechin gallate, RefChem:5796, ((2R,3R)-2-(3,4,5-trihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl) 3,4,5-trihydroxybenzoate, ((2S,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl) 3,4,5-trihydroxybenzoate, (2R-cis)-3,4-Dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl 3,4,5-Trihydroxybenzoate, Epigallocatechin 3-gallate, Epigallocatechin-3-monogallate, (-)-epigallocatechin 3-gallate, (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate, Catechin deriv., (-)-epigallocatechin 3-O-gallate, MFCD00075940, [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate, Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate, CHEMBL297453, (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate, C22H18O11, Benzoic acid, 3,4,5-trihydroxy-,(2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (-)-Epigallocatechin Gallate (Standard), M01719, CAS-989-51-5, SMR000449288, (-)-EGCG, CCRIS 3729, SR-01000759328, UNII-BQM438CTEL, Epigallocate, Sunphenon, EPIGALOCATECHIN GALLATE, Epigallocic acid, 2kdh, 3oob, 4awm, KDH, Epigallocatechol, 3-gallate, (-)-, Epigallocatcchin Gallate, Spectrum_000316, SpecPlus_000277, Spectrum2_000168, Spectrum3_000244, Spectrum4_001541, Spectrum5_000102, GlyTouCan:G31622WS, Galloyl-L-epigallocatechol, EGCG [WHO-DD], EGCG [MI], (-)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate, (-)-Epigallocatechin gallat, (-)-Epigallocatehin gallate, SCHEMBL35258, BSPBio_001628, epigallocatechin-gallate-(-), KBioGR_002002, KBioSS_000796, SPECTRUM210239, cid_65064, MLS000758300, MLS001424000, DivK1c_006373, SPBio_000035, Epigallocatechin monogallate, B, GTPL7002, MEGxp0_001166, orb1304766, SCHEMBL30014282, ACon1_001054, KBio1_001317, KBio2_000796, KBio2_003364, KBio2_005932, KBio3_001128, (-)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate, EGCG (Epigallocatechin gallate ), GLXC-04918, HMS2051K21, HMS3649E08, G31622WS, MSK40118, Tox21_201468, Tox21_303457, BDBM50070942, CCG-38378, FR-109, HY-13653R, LMPK12030005, s2250, AKOS015918182, 3-O-(4-Hydroxybenzoyl)epigallocatechin, CS-1258, DB12116, DS-9030, EBC-409044, FE09970, NC00078, SDCCGMLS-0066550.P001, (-)-Epigallocatechin gallate, >=95%, (-)-Epigallocatechin-3-gallate; EGCG, (-)-Epigallocatechin-3-O-gallate CRS, NCGC00164319-01, NCGC00164319-02, NCGC00164319-03, NCGC00164319-04, NCGC00164319-06, NCGC00164319-07, NCGC00164319-09, NCGC00164319-10, NCGC00257243-01, NCGC00259019-01, (-)-Epigallocatechin gallate (85% (-)-epigallocatechin gallate, 10% (-)-epigallocatechin, 5% (-)- epicatechin gallate), AC-34075, BP-30205, HY-13653, ST097428, SY029068, CS-0694875, E0694, NS00015163, SW197458-3, C09731, (-)-Epigallocatechin gallate, >=97.0% (HPLC), (-)-Epigallocatechin gallate, analytical standard, Gallic acid, 3-ester with epigallocatechol, (-)-, Q393339, SR-01000946601, (-)-EPIGALLOCATECHIN-3-O-GALLATE [USP-RS], Q-100914, SR-01000759328-5, SR-01000759328-6, SR-01000946601-1, BRD-K55591206-001-18-1, BRD-K55591206-001-19-9, BRD-K55591206-001-20-7, Epigallocatechin-3-gallate 1000 microg/mL in Acetonitrile, (-)-Epigallocatechin gallate, >=80% (HPLC), from green tea, Epigallocatechin gallate, primary pharmaceutical reference standard, (-)-Epigallocatechin-3-O-gallate, United States Pharmacopeia (USP) Reference Standard, (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxyb enzoate, (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl3,4,5-trihydroxybenzoate, Epigallocatechin gallate, Pharmaceutical Secondary Standard; Certified Reference Material, (-)-cis-3,4-Dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1(2H)-benzopyran-3-yl Gallate, (-)-EPIGALLOCATECHIN GALLATE (85% (-)-EPIGALLOCATECHIN GALLATE, 10% (-)-EPIGALLOCATECHIN, 5% (-)-EPICATECHIN GALLATE), (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl-3,4,5-trihydroxybenzoate, [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]3,4,5-trihydroxybenzoate, 2041570-28-7, 3,4-Dihydro-5,7-dihydroxy-2R-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3R-yl-3,4,5-trihydroxybenzoate, Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester, (2R-cis)-
Theoretical properties:
molecular_formula: C22H18O11
molecular_weight: 458.4 g/mol
exact_mass: 458.08491139 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 4
heavy_atom_count: 33
topological_polar_surface_area: 197 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 140 - 142 °C
Descriptions:
pubchem: (-)-epigallocatechin 3-gallate is a gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of ()-epigallocatechin. It has a role as a geroprotector, an antioxidant, an antineoplastic agent, a neuroprotective agent, a Hsp90 inhibitor, an apoptosis inducer and a plant metabolite. It is a polyphenol, a gallate ester and a member of flavans. It is functionally related to a (-)-epigallocatechin.
chebi: A gallate ester obtained by the formal condensation of gallic acid with the (3<i>R</i>)-hydroxy group of (−)-epigallocatechin.
chembl: EPIGALOCATECHIN GALLATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Epigallocatechin gallate (EGCG), also known as epigallocatechin-3-gallate, is the ester of epigallocatechin and gallic acid, and is a type of catechin.
EGCG—the most abundant catechin in tea—is a polyphenol under basic research for its potential to affect human health and disease.  EGCG is used in numerous dietary supplements.