1.0 2010-04-08 22:06:14 UTC 2025-11-18 22:56:14 UTC FDB004421 4-Gallocatechol Ent-gallocatechin, also known as (2s,3r)-flavan-3,3',4',5,5',7-hexol or (2s,3r)-gallocatechin, 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. Ent-gallocatechin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Ent-gallocatechin can be found in common grape and tea, which makes ent-gallocatechin a potential biomarker for the consumption of these food products. C15H14O7 306.2675 306.073952802 (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol epigallocatechin O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@H]1C1=CC(O)=C(O)C(O)=C1 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1 XMOCLSLCDHWDHP-DOMZBBRYSA-N belongs to the class of organic 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. Epigallocatechins 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 Benzene and substituted derivatives Hydrocarbon derivatives Oxacyclic compounds Polyols Pyrogallols and derivatives Secondary alcohols 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 Benzopyran Chromane Epigallocatechin Ether Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Pyrogallol derivative Secondary alcohol gallocatechin logp 0.71 ALOGPS logs -2.55 ALOGPS solubility 8.71e-01 g/l ALOGPS logp 1.49 ChemAxon pka_strongest_acidic 8.73 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 306.2675 ChemAxon mono_mass 306.073952802 ChemAxon smiles O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@H]1C1=CC(O)=C(O)C(O)=C1 ChemAxon formula C15H14O7 ChemAxon inchi InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1 ChemAxon inchikey XMOCLSLCDHWDHP-DOMZBBRYSA-N ChemAxon polar_surface_area 130.61 ChemAxon refractivity 75.98 ChemAxon polarizability 29.05 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 7 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 77022 Specdb::MsMs 77023 Specdb::MsMs 77024 Specdb::MsMs 137022 Specdb::MsMs 137023 Specdb::MsMs 137024 Specdb::MsMs 285796 Specdb::MsMs 285797 Specdb::MsMs 285798 Specdb::MsMs 285799 Specdb::MsMs 285800 Specdb::MsMs 1479219 Specdb::MsMs 1479317 Specdb::MsMs 3600488 Specdb::MsMs 3600489 Specdb::MsMs 3600490 Specdb::MsMs 3600491 Specdb::MsMs 3600492 Specdb::MsMs 3600493 Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442