1.0 2010-04-08 22:05:03 UTC 2025-11-18 22:32:18 UTC FDB001632 Gallocatechin 3'-gallate Gallocatechin 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. Thus, gallocatechin 3'-gallate is considered to be a flavonoid lipid molecule. Gallocatechin 3'-gallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gallocatechin 3'-gallate can be found in tea, which makes gallocatechin 3'-gallate a potential biomarker for the consumption of this food product. (+)-Gallocatechin 3'-O-gallate Gallocatechin 3'-gallate Gallocatechin 3'-O-gallate C22H18O11 458.3717 458.084911418 2,3-dihydroxy-5-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4,5-trihydroxybenzoate gallocatechin 3'-O-gallate 142784-33-6 O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C(O)C(O)=C1 InChI=1S/C22H18O11/c23-10-5-12(24)11-7-16(28)21(32-17(11)6-10)8-1-15(27)20(30)18(4-8)33-22(31)9-2-13(25)19(29)14(26)3-9/h1-6,16,21,23-30H,7H2/t16-,21+/m0/s1 CCCILYAHJRZUQN-HRAATJIYSA-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 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzoyl derivatives Carboxylic acid esters Catechols Depsides and depsidones Epigallocatechins Galloyl esters Hydrocarbon derivatives Hydrolyzable tannins Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Phenol esters Phenoxy compounds Polyols Pyrogallols and derivatives Secondary alcohols m-Hydroxybenzoic acid esters p-Hydroxybenzoic acid esters 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzopyran Benzoyl Carboxylic acid derivative Carboxylic acid ester Catechin gallate Catechol Chromane Depside backbone Epigallocatechin Ether Gallic acid or derivatives Galloyl ester Hydrocarbon derivative Hydrolyzable tannin 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 ester Phenol Phenol ester Phenoxy compound Polyol Pyrogallol derivative Secondary alcohol Tannin Flavans, Flavanols and Leucoanthocyanidins logp 2.07 ALOGPS logs -3.81 ALOGPS solubility 7.08e-02 g/l ALOGPS logp 3.2 ChemAxon pka_strongest_acidic 8 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 2,3-dihydroxy-5-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4,5-trihydroxybenzoate ChemAxon average_mass 458.3717 ChemAxon mono_mass 458.084911418 ChemAxon smiles O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C(O)C(O)=C1 ChemAxon formula C22H18O11 ChemAxon inchi InChI=1S/C22H18O11/c23-10-5-12(24)11-7-16(28)21(32-17(11)6-10)8-1-15(27)20(30)18(4-8)33-22(31)9-2-13(25)19(29)14(26)3-9/h1-6,16,21,23-30H,7H2/t16-,21+/m0/s1 ChemAxon inchikey CCCILYAHJRZUQN-HRAATJIYSA-N ChemAxon polar_surface_area 197.37 ChemAxon refractivity 111.75 ChemAxon polarizability 42.17 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 61479 Specdb::MsMs 61480 Specdb::MsMs 61481 Specdb::MsMs 118020 Specdb::MsMs 118021 Specdb::MsMs 118022 Specdb::MsMs 3597893 Specdb::MsMs 3597894 Specdb::MsMs 3597895 Specdb::MsMs 3597896 Specdb::MsMs 3597897 Specdb::MsMs 3597898 Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442