1.0 2010-04-08 22:07:19 UTC 2025-11-18 23:02:54 UTC FDB006838 1,6-di-O-Galloylglucose 1,6-di-o-galloylglucose, also known as 1-o,6-O-digalloyl-beta-D-glucose or dgg16 cpd, is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). 1,6-di-o-galloylglucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1,6-di-o-galloylglucose can be found in garden rhubarb, which makes 1,6-di-o-galloylglucose a potential biomarker for the consumption of this food product. 1-O,6-O-Digalloyl-beta-D-glucose 1-O6-O-DIGALLOYL-BETA-D-GLUCOSE 1,6-bis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose 1,6-bis-O-galloyl-beta-D-glucose Gallic acid, 21,5-diester with 2-C-(hydroxymethyl)-D-ribose C20H20O14 484.366 484.085305324 [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate 1,6-bis-O-galloyl-β-D-glucose 617-45-8 [H][C@]1(COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@]([H])(OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1 LYGRISUQIZNHGM-IVABAYMNSA-N belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Tannins Organic compounds Phenylpropanoids and polyketides Tannins Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Benzoyl derivatives Carboxylic acid esters Dicarboxylic acids and derivatives Galloyl esters Hydrocarbon derivatives Monosaccharides Organic oxides Oxacyclic compounds Oxanes 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 Acetal Alcohol Aromatic heteromonocyclic compound Benzenetriol Benzenoid Benzoate ester Benzoic acid or derivatives Benzoyl Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Gallic acid or derivatives Galloyl ester Hydrocarbon derivative M-hydroxybenzoic acid ester Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane P-hydroxybenzoic acid alkyl ester P-hydroxybenzoic acid ester Phenol Polyol Pyrogallol derivative Secondary alcohol Tannin gallate ester galloyl beta-D-glucose logp 0.67 ALOGPS logs -2.33 ALOGPS solubility 2.25e+00 g/l ALOGPS logp 0.24 ChemAxon pka_strongest_acidic 7.79 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate ChemAxon average_mass 484.366 ChemAxon mono_mass 484.085305324 ChemAxon smiles [H][C@]1(COC(=O)C2=CC(O)=C(O)C(O)=C2)O[C@@]([H])(OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O ChemAxon formula C20H20O14 ChemAxon inchi InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1 ChemAxon inchikey LYGRISUQIZNHGM-IVABAYMNSA-N ChemAxon polar_surface_area 243.9 ChemAxon refractivity 107.45 ChemAxon polarizability 42.56 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 12 ChemAxon donor_count 9 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 90618 Specdb::MsMs 90619 Specdb::MsMs 90620 Specdb::MsMs 153807 Specdb::MsMs 153808 Specdb::MsMs 153809 Specdb::MsMs 3603368 Specdb::MsMs 3603369 Specdb::MsMs 3603370 Specdb::MsMs 3603371 Specdb::MsMs 3603372 Specdb::MsMs 3603373 Garden rhubarb Type 1 specific Rheum rhabarbarum 3621