1.0 2011-03-22 22:52:05 UTC 2025-11-18 22:16:33 UTC FDB000235 Gallagic acid Constituent of Punica granatum (pomegranate) [CCD] C28H12O16 604.3853 604.012534336 4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.0²,¹¹.0³,⁸.0¹³,³¹.0¹⁷,²⁶.0¹⁸,²³.0²⁸,³²]dotriaconta-1(31),2(11),3(8),4,6,12,16(32),18(23),19,21,27-undecaene-9,15,24,30-tetrone 4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.0²,¹¹.0³,⁸.0¹³,³¹.0¹⁷,²⁶.0¹⁸,²³.0²⁸,³²]dotriaconta-1(31),2(11),3(8),4,6,12,16(32),18(23),19,21,27-undecaene-9,15,24,30-tetrone OC1=CC2=C(C3C(OC2=O)C(O)=C2OC(=O)C4=C5C(OC(=O)C3=C25)=C(O)C2=C4C3=C(C=C(O)C(O)=C3O)C(=O)O2)C(O)=C1O InChI=1S/C28H12O16/c29-5-1-3-7(17(33)15(5)31)9-13-11-12-14(28(40)44-23(11)19(35)21(9)41-25(3)37)10-8-4(2-6(30)16(32)18(8)34)26(38)42-22(10)20(36)24(12)43-27(13)39/h1-2,9,21,29-36H FMQVGTFRDKFGPD-UHFFFAOYSA-N belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Hydrolyzable tannins Organic compounds Phenylpropanoids and polyketides Tannins Hydrolyzable tannins Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2-benzopyrans Carboxylic acid esters Gallic acid and derivatives Heteroaromatic compounds Hydrocarbon derivatives Isocoumarins and derivatives Lactones Linear pyranocoumarins Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols Pyranochromenes Pyranones and derivatives 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-benzopyran Aromatic heteropolycyclic compound Benzenoid Benzopyran Carboxylic acid derivative Carboxylic acid ester Coumarin Gallic acid or derivatives Heteroaromatic compound Hydrocarbon derivative Hydrolyzable tannin Isochromane Isocoumarin Lactone Linear pyranocoumarin Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Pyran Pyranochromene Pyranocoumarin Pyranone logp 2.77 ALOGPS logs -2.97 ALOGPS solubility 6.41e-01 g/l ALOGPS logp 1.33 ChemAxon pka_strongest_acidic 4.25 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 4,5,6,12,19,20,21,27-octahydroxy-10,14,25,29-tetraoxaoctacyclo[14.14.2.0²,¹¹.0³,⁸.0¹³,³¹.0¹⁷,²⁶.0¹⁸,²³.0²⁸,³²]dotriaconta-1(31),2(11),3(8),4,6,12,16(32),18(23),19,21,27-undecaene-9,15,24,30-tetrone ChemAxon average_mass 604.3853 ChemAxon mono_mass 604.012534336 ChemAxon smiles OC1=CC2=C(C3C(OC2=O)C(O)=C2OC(=O)C4=C5C(OC(=O)C3=C25)=C(O)C2=C4C3=C(C=C(O)C(O)=C3O)C(=O)O2)C(O)=C1O ChemAxon formula C28H12O16 ChemAxon inchi InChI=1S/C28H12O16/c29-5-1-3-7(17(33)15(5)31)9-13-11-12-14(28(40)44-23(11)19(35)21(9)41-25(3)37)10-8-4(2-6(30)16(32)18(8)34)26(38)42-22(10)20(36)24(12)43-27(13)39/h1-2,9,21,29-36H ChemAxon inchikey FMQVGTFRDKFGPD-UHFFFAOYSA-N ChemAxon polar_surface_area 267.04 ChemAxon refractivity 140.85 ChemAxon polarizability 54.04 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 12 ChemAxon donor_count 8 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21421 Specdb::CMs 41238 Specdb::CMs 475000 Specdb::CMs 475001 Specdb::CMs 475002 Specdb::CMs 475003 Specdb::CMs 475004 Specdb::CMs 475005 Specdb::CMs 475006 Specdb::CMs 475007 Specdb::CMs 475008 Specdb::CMs 475009 Specdb::CMs 475010 Specdb::CMs 475011 Specdb::CMs 475012 Specdb::CMs 475013 Specdb::CMs 475014 Specdb::CMs 475015 Specdb::CMs 475016 Specdb::CMs 475017 Specdb::CMs 475018 Specdb::CMs 475019 Specdb::CMs 475020 Specdb::CMs 475021 Specdb::CMs 475022 Specdb::MsMs 313654 Specdb::MsMs 313655 Specdb::MsMs 313656 Specdb::MsMs 359191 Specdb::MsMs 359192 Specdb::MsMs 359193 Specdb::MsMs 2742937 Specdb::MsMs 2742938 Specdb::MsMs 2742939 Specdb::MsMs 2935250 Specdb::MsMs 2935251 Specdb::MsMs 2935252 HMDB29275