1.02010-04-08 22:05:01 UTC2019-11-26 02:56:36 UTCFDB001591Petunidin 3-(6''-acetylglucoside)Petunidin 3-o-(acetylglucoside) is a member of the class of compounds known as anthocyanidin-3-o-glycosides. Anthocyanidin-3-o-glycosides are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Petunidin 3-o-(acetylglucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Petunidin 3-o-(acetylglucoside) can be found in a number of food items such as summer grape, common grape, rubus (blackberry, raspberry), and grape wine, which makes petunidin 3-o-(acetylglucoside) a potential biomarker for the consumption of these food products. Petunidin 3-o-(acetylglucoside) may be a unique S.cerevisiae (yeast) metabolite. Petunidin 3-O-(6''-acetyl-glucoside)C24H25O13521.4475521.1295158863-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium122731-05-9[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(OC)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])OInChI=1S/C24H24O13/c1-9(25)34-8-18-20(30)21(31)22(32)24(37-18)36-17-7-12-13(27)5-11(26)6-15(12)35-23(17)10-3-14(28)19(29)16(4-10)33-2/h3-7,18,20-22,24,30-32H,8H2,1-2H3,(H3-,26,27,28,29)/p+1/t18-,20-,21+,22-,24-/m1/s1GPUBWXUQPURXOQ-BKSKZGTRSA-O belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.Anthocyanidin-3-O-glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-O-methylated flavonoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAcetalsAlkyl aryl ethersAnisolesAnthocyanidinsCarbonyl compoundsCarboxylic acid estersCatecholsFlavonoid-3-O-glycosidesHeteroaromatic compoundsHydrocarbon derivativesMethoxybenzenesMethoxyphenolsMonocarboxylic acids and derivativesMonosaccharidesO-glycosyl compoundsOrganic cationsOrganic oxidesOxacyclic compoundsOxanesPhenoxy compoundsPolyolsSecondary alcohols1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid3p-methoxyflavonoid-skeleton4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAlkyl aryl etherAnisoleAnthocyanidinAnthocyanidin-3-o-glycosideAromatic heteropolycyclic compoundBenzenoidBenzopyranCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCatecholEtherFlavonoid-3-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMethoxybenzeneMethoxyphenolMonocarboxylic acid or derivativesMonocyclic benzene moietyMonosaccharideO-glycosyl compoundOrganic cationOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenol etherPhenoxy compoundPolyolSecondary alcohollogp1.85logs-3.17solubility3.80e-01 g/llogp0.56pka_strongest_acidic6.39pka_strongest_basic-3.6iupac3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-yliumaverage_mass521.4475mono_mass521.129515886smiles[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(OC)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])OformulaC24H25O13inchiInChI=1S/C24H24O13/c1-9(25)34-8-18-20(30)21(31)22(32)24(37-18)36-17-7-12-13(27)5-11(26)6-15(12)35-23(17)10-3-14(28)19(29)16(4-10)33-2/h3-7,18,20-22,24,30-32H,8H2,1-2H3,(H3-,26,27,28,29)/p+1/t18-,20-,21+,22-,24-/m1/s1inchikeyGPUBWXUQPURXOQ-BKSKZGTRSA-Opolar_surface_area208.74refractivity131.87polarizability50.16rotatable_bond_count7acceptor_count12donor_count7physiological_charge0formal_charge1Specdb::MsMs104469Specdb::MsMs104470Specdb::MsMs104471Specdb::MsMs170757Specdb::MsMs170758Specdb::MsMs170759Canada blueberryType 1specificVaccinium myrtilloides1503870Common grapeType 1specificVitis vinifera297600.00.00.0mg/100 gGrape wineType 2specific0.5705560.570556060.57055606mg/100 gHighbush blueberryType 1specificVaccinium corymbosum692661.3522941.3522939681.352293968mg/100 gLowbush blueberryType 1specificVaccinium angustifolium4723694.7330944.7330935484.733093548mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gSummer grapeType 1specificVitis aestivalis36052.432.4299998282.429999828mg/100 g