1.02010-04-08 22:04:27 UTC2019-11-26 02:54:33 UTCFDB000163Quercetin 3-O-acetyl-rhamnosideQuercetin 3-o-acetyl-rhamnoside 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. Quercetin 3-o-acetyl-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-o-acetyl-rhamnoside can be found in common grape, highbush blueberry, rubus (blackberry, raspberry), and summer grape, which makes quercetin 3-o-acetyl-rhamnoside a potential biomarker for the consumption of these food products. C23H22O12490.4136490.111126168(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetate(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetateC[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](OC(C)=O)[C@H](O)[C@H]1OInChI=1S/C23H22O12/c1-8-17(29)19(31)22(33-9(2)24)23(32-8)35-21-18(30)16-14(28)6-11(25)7-15(16)34-20(21)10-3-4-12(26)13(27)5-10/h3-8,17,19,22-23,25-29,31H,1-2H3/t8-,17-,19+,22+,23-/m0/s1QYSPPPJDISHVRH-ZKLNTULWSA-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-glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1,2-diols1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAcetalsBenzene and substituted derivativesCarbonyl compoundsCarboxylic acid estersCatecholsChromonesFlavonesHeteroaromatic compoundsHexosesHydrocarbon derivativesMonocarboxylic acids and derivativesO-glycosyl compoundsOrganic oxidesOxacyclic compoundsOxanesPyranones and derivativesSecondary alcoholsVinylogous acids1,2-diol1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAromatic heteropolycyclic compoundBenzenoidBenzopyranCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCatecholChromoneFlavoneFlavonoid-3-o-glycosideGlycosyl compoundHeteroaromatic compoundHexose monosaccharideHydrocarbon derivativeHydroxyflavonoidMonocarboxylic acid or derivativesMonocyclic benzene moietyMonosaccharideO-glycosyl compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPyranPyranoneSecondary alcoholVinylogous acidlogp2.39logs-2.63solubility1.15e+00 g/llogp1.34pka_strongest_acidic6.43pka_strongest_basic-3.6iupac(2S,3R,4R,5R,6S)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-methyloxan-3-yl acetateaverage_mass490.4136mono_mass490.111126168smilesC[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](OC(C)=O)[C@H](O)[C@H]1OformulaC23H22O12inchiInChI=1S/C23H22O12/c1-8-17(29)19(31)22(33-9(2)24)23(32-8)35-21-18(30)16-14(28)6-11(25)7-15(16)34-20(21)10-3-4-12(26)13(27)5-10/h3-8,17,19,22-23,25-29,31H,1-2H3/t8-,17-,19+,22+,23-/m0/s1inchikeyQYSPPPJDISHVRH-ZKLNTULWSA-Npolar_surface_area192.44refractivity116.88polarizability46.27rotatable_bond_count5acceptor_count11donor_count6physiological_charge-1formal_charge0Specdb::MsMs93126Specdb::MsMs93127Specdb::MsMs93128Specdb::MsMs156855Specdb::MsMs156856Specdb::MsMs156857Specdb::MsMs3596710Specdb::MsMs3596711Specdb::MsMs3596712Specdb::MsMs3596713Specdb::MsMs3596714Specdb::MsMs3596715Common grapeType 1specificVitis vinifera297600.00.00.0mg/100 gHighbush blueberryType 1specificVaccinium corymbosum692665.665.6599998475.659999847mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gSummer grapeType 1specificVitis aestivalis36050.00.00.0mg/100 g