1.0 2010-04-08 22:05:30 UTC 2025-11-18 22:40:26 UTC FDB002763 Aureusin Aureusin is a member of the class of compounds known as aurone o-glycosides. Aurone o-glycosides are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton. Aureusin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Aureusin can be found in lemon, which makes aureusin a potential biomarker for the consumption of this food product. Aureusidin 6-O-glucoside Aureusidin-6-glucoside Aureusin C21H20O11 448.3769 448.100561482 (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzofuran-3-one (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-3-one 633-15-8 OCC1OC(OC2=CC(O)=C3C(=O)\C(OC3=C2)=C/C2=CC=C(O)C(O)=C2)C(O)C(O)C1O InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)30-9-5-12(25)16-13(6-9)31-14(17(16)26)4-8-1-2-10(23)11(24)3-8/h1-6,15,18-25,27-29H,7H2/b14-4+ AMJCTDBATIKENQ-LNKIKWGQSA-N belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton. Aurone O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Aryl ketones Aurone flavonoids Benzene and substituted derivatives Benzofurans Catechols Coumarans Hexoses Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Secondary alcohols Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Alcohol Aromatic heteropolycyclic compound Aryl ketone Aurone Aurone-6-o-glycoside Benzenoid Benzofuran Catechol Coumaran Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Ketone Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Secondary alcohol Vinylogous acid logp 0.63 ALOGPS logs -2.65 ALOGPS solubility 1.00e+00 g/l ALOGPS melting_point Mp 264.5-265.5° (as hepta-Ac) logp 0.37 ChemAxon pka_strongest_acidic 8.22 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4-hydroxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzofuran-3-one ChemAxon average_mass 448.3769 ChemAxon mono_mass 448.100561482 ChemAxon smiles OCC1OC(OC2=CC(O)=C3C(=O)\C(OC3=C2)=C/C2=CC=C(O)C(O)=C2)C(O)C(O)C1O ChemAxon formula C21H20O11 ChemAxon inchi InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)30-9-5-12(25)16-13(6-9)31-14(17(16)26)4-8-1-2-10(23)11(24)3-8/h1-6,15,18-25,27-29H,7H2/b14-4+ ChemAxon inchikey AMJCTDBATIKENQ-LNKIKWGQSA-N ChemAxon polar_surface_area 186.37 ChemAxon refractivity 107.11 ChemAxon polarizability 43.7 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 84327 Specdb::MsMs 84328 Specdb::MsMs 84329 Specdb::MsMs 146157 Specdb::MsMs 146158 Specdb::MsMs 146159 Specdb::MsMs 3599121 Specdb::MsMs 3599122 Specdb::MsMs 3599123 Specdb::MsMs 3599124 Specdb::MsMs 3599125 Specdb::MsMs 3599126 Lemon Type 1 specific Citrus limon 2708