1.0 2010-04-08 22:04:38 UTC 2025-11-18 22:20:15 UTC FDB000605 Isorhamnetin 3-galactoside Isorhamnetin 3-galactoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Isorhamnetin 3-galactoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isorhamnetin 3-galactoside can be synthesized from beta-D-galactose. Isorhamnetin 3-galactoside can also be synthesized into isorhamnetin. Isorhamnetin 3-galactoside can be found in a number of food items such as caraway, common bean, almond, and green bean, which makes isorhamnetin 3-galactoside a potential biomarker for the consumption of these food products. Cacticin Isorhamnetin 3-galactoside Isorhamnetin 3-O-galactoside C22H22O12 478.4029 478.111126168 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one 6743-92-6 COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1 InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18+,19-,22+/m1/s1 CQLRUIIRRZYHHS-UVHBULKNSA-N belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Flavonoid-3-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-O-methylated flavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Anisoles Chromones Flavones Heteroaromatic compounds Hexoses Hydrocarbon derivatives Methoxybenzenes Methoxyphenols O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenoxy compounds Polyols Primary alcohols Pyranones and derivatives Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Flavone Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid beta-D-galactoside glycosyloxyflavone monomethoxyflavone monosaccharide derivative trihydroxyflavone logp 0.64 ALOGPS logs -2.59 ALOGPS solubility 1.22e+00 g/l ALOGPS melting_point Mp 267-269° logp 0.0011 ChemAxon pka_strongest_acidic 6.44 ChemAxon pka_strongest_basic -3 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one ChemAxon average_mass 478.4029 ChemAxon mono_mass 478.111126168 ChemAxon smiles COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1 ChemAxon formula C22H22O12 ChemAxon inchi InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16+,18+,19-,22+/m1/s1 ChemAxon inchikey CQLRUIIRRZYHHS-UVHBULKNSA-N ChemAxon polar_surface_area 195.6 ChemAxon refractivity 113.76 ChemAxon polarizability 45.5 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 78558 Specdb::MsMs 78559 Specdb::MsMs 78560 Specdb::MsMs 138927 Specdb::MsMs 138928 Specdb::MsMs 138929 Specdb::MsMs 3597145 Specdb::MsMs 3597146 Specdb::MsMs 3597147 Specdb::MsMs 3597148 Specdb::MsMs 3597149 Specdb::MsMs 3597150 Almond Type 1 specific Prunus dulcis 3755 0.588275 0.588274993 0.588274993 mg/100 g Asian pear Type 1 specific Pyrus pyrifolia 3767 Caraway Type 1 specific Carum carvi 48032 Common bean Type 1 specific Phaseolus vulgaris 3885 Green bean Type 1 specific Phaseolus vulgaris 3885 Pear Type 1 specific Pyrus communis 23211 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 Hepatoprotective 981 Any compound that is able to prevent damage to the liver.