1.02010-04-08 22:04:27 UTC2019-11-26 02:54:32 UTCFDB000139Luteolin 7-malonylglucosideLuteolin 7-malonylglucoside, also known as luteolin 7-O-B-D-(6''-O-malonyl) glucopyranoside, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Luteolin 7-malonylglucoside is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Luteolin 7-malonylglucoside can be found in celery leaves, globe artichoke, and wild celery, which makes luteolin 7-malonylglucoside a potential biomarker for the consumption of these food products. Luteolin 7-malonylglucosideLuteolin 7-O-malonyl-glucosideC24H22O14534.4231534.1009554123-{[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid3-{[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acid98767-38-5O[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C(O)=C2)[C@@H]1OInChI=1S/C24H22O14/c25-11-2-1-9(3-12(11)26)15-6-14(28)20-13(27)4-10(5-16(20)37-15)36-24-23(34)22(33)21(32)17(38-24)8-35-19(31)7-18(29)30/h1-6,17,21-27,32-34H,7-8H2,(H,29,30)/t17-,21-,22+,23-,24-/m1/s1RNDGJCZQVKFBPI-ASDZUOGYSA-N belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.Flavonoid-7-O-glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1,3-dicarbonyl compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoidsAcetalsBenzene and substituted derivativesCarboxylic acid estersCarboxylic acidsCatecholsChromonesDicarboxylic acids and derivativesFlavonesHeteroaromatic compoundsHydrocarbon derivativesMonosaccharidesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPhenolic glycosidesPolyolsPyranones and derivativesSecondary alcoholsVinylogous acids1,3-dicarbonyl compound1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoidAcetalAlcoholAromatic heteropolycyclic compoundBenzenoidBenzopyranCarbonyl groupCarboxylic acidCarboxylic acid derivativeCarboxylic acid esterCatecholChromoneDicarboxylic acid or derivativesFlavoneFlavonoid-7-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyMonosaccharideO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenolic glycosidePolyolPyranPyranoneSecondary alcoholVinylogous acidFlavones and Flavonolsbeta-D-glucosideflavonesglycosyloxyflavonemalonate estertrihydroxyflavonelogp1.26logs-2.92solubility6.41e-01 g/llogp0.47pka_strongest_acidic3.37pka_strongest_basic-3.6iupac3-{[(2R,3S,4S,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-3-oxopropanoic acidaverage_mass534.4231mono_mass534.100955412smilesO[C@H]1[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C(O)=C2)[C@@H]1OformulaC24H22O14inchiInChI=1S/C24H22O14/c25-11-2-1-9(3-12(11)26)15-6-14(28)20-13(27)4-10(5-16(20)37-15)36-24-23(34)22(33)21(32)17(38-24)8-35-19(31)7-18(29)30/h1-6,17,21-27,32-34H,7-8H2,(H,29,30)/t17-,21-,22+,23-,24-/m1/s1inchikeyRNDGJCZQVKFBPI-ASDZUOGYSA-Npolar_surface_area229.74refractivity122.53polarizability49.8rotatable_bond_count8acceptor_count13donor_count7physiological_charge-1formal_charge0Specdb::MsMs43971Specdb::MsMs43972Specdb::MsMs43973Specdb::MsMs167991Specdb::MsMs167992Specdb::MsMs167993Specdb::MsMs3596671Specdb::MsMs3596672Specdb::MsMs3596673Specdb::MsMs3596674Specdb::MsMs3596675Specdb::MsMs3596676Celery leavesType 1specificApium graveolens var. secalinum9415886.666.6600004836.660000483mg/100 gGlobe artichokeType 1specificCynara scolymus598950.00.00.0mg/100 gWild celeryType 1specificApium graveolens404592.092.092.0mg/100 g