1.0 2011-03-17 23:28:33 UTC 2019-11-26 03:20:50 UTC FDB021740 Gallocatechin 3-gallate Gallocatechin gallate (GCG) is the ester of gallocatechin and gallic acid and a type of catechin. It is an epimer of epigallocatechin gallate (EGCG). [Wikipedia]. Gallocatechin 3-gallate is found in many foods, some of which are common walnut, peanut, almond, and common hazelnut. (+)-Gallocatechin 3-O-gallate 3-Galloylgallocatechin 3,3',4',5,5',7-Hexahydroxyflavan; (2R,3S)-form, 3-O-(3,4,5-Trihydroxybenzoyl) Gallocatechin 3-gallate Gallocatechin 3-O-gallate C22H18O11 458.3717 458.084911418 (2R,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate gallocatechin 3-O-gallate 5127-64-0 OC1=CC(O)=C2C[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C1=CC(O)=C(O)C(O)=C1 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 WMBWREPUVVBILR-GHTZIAJQSA-N belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. Catechin gallates Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzoyl derivatives Carboxylic acid esters Epigallocatechins Galloyl esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols Pyrogallols and derivatives m-Hydroxybenzoic acid esters p-Hydroxybenzoic acid alkyl esters 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzopyran Benzoyl Carboxylic acid derivative Carboxylic acid ester Catechin gallate Chromane Epigallocatechin Ether Gallic acid or derivatives Galloyl ester Hydrocarbon derivative Hydroxyflavonoid M-hydroxybenzoic acid ester Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle P-hydroxybenzoic acid alkyl ester P-hydroxybenzoic acid ester Phenol Polyol Pyrogallol derivative Flavans, Flavanols and Leucoanthocyanidins logp 2.38 ALOGPS logs -3.80 ALOGPS solubility 7.28e-02 g/l ALOGPS logp 3.08 ChemAxon pka_strongest_acidic 7.99 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac (2R,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate ChemAxon average_mass 458.3717 ChemAxon mono_mass 458.084911418 ChemAxon smiles OC1=CC(O)=C2C[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C1=CC(O)=C(O)C(O)=C1 ChemAxon formula C22H18O11 ChemAxon 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 ChemAxon inchikey WMBWREPUVVBILR-GHTZIAJQSA-N ChemAxon polar_surface_area 197.37 ChemAxon refractivity 111.75 ChemAxon polarizability 42.87 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22346 Specdb::CMs 47406 Specdb::CMs 147320 Specdb::CMs 157129 Specdb::CMs 280157 Specdb::MsMs 315643 Specdb::MsMs 315644 Specdb::MsMs 315645 Specdb::MsMs 361702 Specdb::MsMs 361703 Specdb::MsMs 361704 Specdb::MsMs 2747827 Specdb::MsMs 2747828 Specdb::MsMs 2747829 Specdb::MsMs 2931588 Specdb::MsMs 2931589 Specdb::MsMs 2931590 HMDB41598 #<Reference:0x000055ce326f5530> Almond Type 1 specific Prunus dulcis 3755 0.46 0.460000008 0.460000008 mg/100 g Avocado Type 1 specific Persea americana 3435 0.0 0.0 0.0 mg/100 g Banana Type 1 specific Musa acuminata 4641 0.0 0.0 0.0 mg/100 g Black tea Type 1 2.787678 8.853999877 0.009333333 mg/100 g Brazil nut Type 1 specific Bertholletia excelsa 3645 0.0 0.0 0.0 mg/100 g Cashew nut Type 1 specific Anacardium occidentale 171929 0.0 0.0 0.0 mg/100 g Common grape Type 1 specific Vitis vinifera 29760 Common hazelnut Type 1 specific Corylus avellana 13451 0.4 0.4 0.4 mg/100 g Common walnut Type 1 specific Juglans regia 51240 0.0 0.0 0.0 mg/100 g German camomile Type 1 specific Matricaria recutita 127986 0.36 0.360000014 0.360000014 mg/100 g Green tea Type 1 2.787678 8.853999877 0.009333333 mg/100 g Herbal tea Type 1 Kiwi Type 1 specific Actinidia chinensis 3625 0.0 0.0 0.0 mg/100 g Macadamia nut (M. tetraphylla) Type 1 specific Macadamia tetraphylla 512563 0.0 0.0 0.0 mg/100 g Peanut Type 1 specific Arachis hypogaea 3818 0.0 0.0 0.0 mg/100 g Pecan nut Type 1 specific Carya illinoinensis 32201 0.8 0.799999986 0.799999986 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 0.0 0.0 0.0 mg/100 g Pine nut Type 1 specific Pinus 3337 0.0 0.0 0.0 mg/100 g Pineapple Type 1 specific Ananas comosus 4615 0.0 0.0 0.0 mg/100 g Pistachio Type 1 specific Pistacia vera 55513 0.5 0.5 0.5 mg/100 g Red tea Type 1 Sea-buckthornberry Type 1 specific Hippophae rhamnoides 193516 Sweet orange Type 1 specific Citrus sinensis 2711 0.0 0.0 0.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442 2.787678 8.853999877 0.009333333 mg/100 g