1.02010-04-08 22:04:27 UTC2019-11-26 02:54:32 UTCFDB000138Apigenin 7-O-glucuronideApigenin 7-o-glucuronide is a member of the class of compounds known as flavonoid-7-o-glucuronides. Flavonoid-7-o-glucuronides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Apigenin 7-o-glucuronide is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Apigenin 7-o-glucuronide can be found in globe artichoke, which makes apigenin 7-o-glucuronide a potential biomarker for the consumption of this food product. C21H18O11446.361446.084911418(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylic acidO[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)O[C@@H]([C@H]1O)C(O)=OInChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1JBFOLLJCGUCDQP-ZFORQUDYSA-N belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.Flavonoid-7-O-glucuronidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids4'-hydroxyflavonoids5-hydroxyflavonoidsAcetalsBenzene and substituted derivativesBeta hydroxy acids and derivativesCarbonyl compoundsCarboxylic acidsChromonesFlavonesFlavonoid-7-O-glycosidesHeteroaromatic compoundsHydrocarbon derivativesMonocarboxylic acids and derivativesMonosaccharidesO-glucuronidesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPhenolic glycosidesPolyolsPyranones and derivativesSecondary alcoholsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid1-o-glucuronide4'-hydroxyflavonoid5-hydroxyflavonoidAcetalAlcoholAromatic heteropolycyclic compoundBenzenoidBenzopyranBeta-hydroxy acidCarbonyl groupCarboxylic acidCarboxylic acid derivativeChromoneFlavoneFlavonoid-7-o-glucuronideFlavonoid-7-o-glycosideGlucuronic acid or derivativesGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxy acidHydroxyflavonoidMonocarboxylic acid or derivativesMonocyclic benzene moietyMonosaccharideO-glucuronideO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenolic glycosidePolyolPyranPyranoneSecondary alcoholVinylogous acidlogp1.03logs-2.52solubility1.35e+00 g/lmelting_point347.5 oClogp0.76pka_strongest_acidic2.74pka_strongest_basic-3.7iupac(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acidaverage_mass446.361mono_mass446.084911418smilesO[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)O[C@@H]([C@H]1O)C(O)=OformulaC21H18O11inchiInChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1inchikeyJBFOLLJCGUCDQP-ZFORQUDYSA-Npolar_surface_area183.21refractivity104.93polarizability41.8rotatable_bond_count4acceptor_count11donor_count6physiological_charge-1formal_charge0Specdb::CMs158500Specdb::MsMs60360Specdb::MsMs60361Specdb::MsMs60362Specdb::MsMs116673Specdb::MsMs116674Specdb::MsMs116675Specdb::MsMs2236221Specdb::MsMs2237176Specdb::MsMs2240435Specdb::MsMs2241281Specdb::MsMs2242524Specdb::MsMs2243312Specdb::MsMs2444320Specdb::MsMs2444321Specdb::MsMs2444322Specdb::MsMs2520881Specdb::MsMs2520882Specdb::MsMs2520883Globe artichokeType 1specificCynara scolymus598957.47.4000002157.400000215mg/100 g