1.0 2010-04-08 22:13:54 UTC 2019-11-26 03:16:34 UTC FDB018730 Punigluconin A major tannin isolated from the bark of Punica granatum (pomegranate). Punigluconin is found in fruits and pomegranate. 2,3-Di-O-galloyl-4,6-(S)-hexahydroxydiphenoylgluconic acid C34H26O23 802.5564 802.086487138 (2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.0^{2,7}]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis(3,4,5-trihydroxybenzoyloxy)propanoic acid (2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.0^{2,7}]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis(3,4,5-trihydroxybenzoyloxy)propanoic acid 103488-38-6 O[C@@H]1COC(=O)C2=C(C(O)=C(O)C(O)=C2)C2=C(O)C(O)=C(O)C=C2C(=O)O[C@H]1[C@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=O InChI=1S/C34H26O23/c35-12-1-8(2-13(36)21(12)42)31(50)56-28(29(30(48)49)57-32(51)9-3-14(37)22(43)15(38)4-9)27-18(41)7-54-33(52)10-5-16(39)23(44)25(46)19(10)20-11(34(53)55-27)6-17(40)24(45)26(20)47/h1-6,18,27-29,35-47H,7H2,(H,48,49)/t18-,27-,28+,29-/m1/s1 KZEYIYXACMUTRM-WIMKJKQSSA-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 Benzoyl derivatives Carbonyl compounds Carboxylic acid esters Carboxylic acids Galloyl esters Hydrocarbon derivatives Lactones Monosaccharides Organic oxides Oxacyclic compounds Pentacarboxylic acids and derivatives Polyols Pyrogallols and derivatives Secondary alcohols m-Hydroxybenzoic acid esters p-Hydroxybenzoic acid alkyl esters 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alcohol Aromatic heteropolycyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzoyl Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Gallic acid or derivatives Galloyl ester Hydrocarbon derivative Hydrolyzable tannin Lactone M-hydroxybenzoic acid ester Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle P-hydroxybenzoic acid alkyl ester P-hydroxybenzoic acid ester Pentacarboxylic acid or derivatives Phenol Polyol Pyrogallol derivative Secondary alcohol logp 2.64 ALOGPS logs -2.62 ALOGPS solubility 1.91e+00 g/l ALOGPS logp 2.2 ChemAxon pka_strongest_acidic 2.41 ChemAxon pka_strongest_basic -6.1 ChemAxon iupac (2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.0^{2,7}]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis(3,4,5-trihydroxybenzoyloxy)propanoic acid ChemAxon average_mass 802.5564 ChemAxon mono_mass 802.086487138 ChemAxon smiles O[C@@H]1COC(=O)C2=C(C(O)=C(O)C(O)=C2)C2=C(O)C(O)=C(O)C=C2C(=O)O[C@H]1[C@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=O ChemAxon formula C34H26O23 ChemAxon inchi InChI=1S/C34H26O23/c35-12-1-8(2-13(36)21(12)42)31(50)56-28(29(30(48)49)57-32(51)9-3-14(37)22(43)15(38)4-9)27-18(41)7-54-33(52)10-5-16(39)23(44)25(46)19(10)20-11(34(53)55-27)6-17(40)24(45)26(20)47/h1-6,18,27-29,35-47H,7H2,(H,48,49)/t18-,27-,28+,29-/m1/s1 ChemAxon inchikey KZEYIYXACMUTRM-WIMKJKQSSA-N ChemAxon polar_surface_area 405.49 ChemAxon refractivity 180.41 ChemAxon polarizability 70.56 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 19 ChemAxon donor_count 14 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon HMDB39202 #<Reference:0x000055ce300a6cf8> Fruits Unknown generic Pomegranate Type 1 specific Punica granatum 22663 14.0 14.0 14.0 mg/100 g