1.02010-04-08 22:13:00 UTC2019-11-26 03:14:37 UTCFDB017304Peonidin 3-arabinosideIsolated from grapes and many other plant subspecies Peonidin 3-arabinoside is found in many foods, some of which are common grape, black crowberry, lingonberry, and american cranberry.Peonidin 3-arabinosidePeonidin 3-O-arabinosideC21H21O10433.3854433.1134718923-{[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ⁴-chromen-1-ylium3-{[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ⁴-chromen-1-ylium27214-74-0COC1=C(O)C=CC(=C1)C1=[O+]C2=C(C=C1O[C@H]1O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=CC(O)=C2InChI=1S/C21H20O10/c1-28-15-4-9(2-3-12(15)24)20-16(30-21-19(27)18(26)17(8-22)31-21)7-11-13(25)5-10(23)6-14(11)29-20/h2-7,17-19,21-22,26-27H,8H2,1H3,(H2-,23,24,25)/p+1/t17-,18-,19+,21+/m1/s1KGHFAKPGOXLHAB-BNDYYXHWSA-O belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.Anthocyanidin-5-O-glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids4'-hydroxyflavonoids7-hydroxyflavonoidsAcetalsAnthocyanidinsCarbonyl compoundsCatecholsCinnamic acid estersCoumaric acids and derivativesEnoate estersFatty acid estersHeteroaromatic compoundsHexosesHydrocarbon derivativesMonocarboxylic acids and derivativesO-glycosyl compoundsOrganic cationsOrganic oxidesOxacyclic compoundsOxanesPhenolic glycosidesPolyolsPrimary alcoholsSecondary alcoholsStyrenes1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid4'-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAlpha,beta-unsaturated carboxylic esterAnthocyanidinAnthocyanidin-5-o-glycosideAromatic heteropolycyclic compoundBenzenoidBenzopyranCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCatecholCinnamic acid esterCinnamic acid or derivativesCoumaric acid or derivativesEnoate esterFatty acid esterFatty acylGlycosyl compoundHeteroaromatic compoundHexose monosaccharideHydrocarbon derivativeHydroxycinnamic acid or derivativesHydroxyflavonoidMonocarboxylic acid or derivativesMonocyclic benzene moietyMonosaccharideO-glycosyl compoundOrganic cationOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenolic glycosidePolyolPrimary alcoholSecondary alcoholStyrenelogp1.62logs-3.31solubility2.29e-01 g/llogp1.09pka_strongest_acidic6.4pka_strongest_basic-3iupac3-{[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1λ⁴-chromen-1-yliumaverage_mass433.3854mono_mass433.113471892smilesCOC1=C(O)C=CC(=C1)C1=[O+]C2=C(C=C1O[C@H]1O[C@H](CO)[C@@H](O)[C@@H]1O)C(O)=CC(O)=C2formulaC21H21O10inchiInChI=1S/C21H20O10/c1-28-15-4-9(2-3-12(15)24)20-16(30-21-19(27)18(26)17(8-22)31-21)7-11-13(25)5-10(23)6-14(11)29-20/h2-7,17-19,21-22,26-27H,8H2,1H3,(H2-,23,24,25)/p+1/t17-,18-,19+,21+/m1/s1inchikeyKGHFAKPGOXLHAB-BNDYYXHWSA-Opolar_surface_area162.21refractivity114.78polarizability42.34rotatable_bond_count5acceptor_count9donor_count6physiological_charge0formal_charge1Specdb::CMs15528Specdb::CMs45669Specdb::CMs130504Specdb::CMs138238Specdb::MsMs53142Specdb::MsMs53143Specdb::MsMs53144Specdb::MsMs166296Specdb::MsMs166297Specdb::MsMs166298Specdb::MsMs3067184Specdb::MsMs3067185Specdb::MsMs3067186HMDB38089#<Reference:0x00005556763af080>American cranberryType 1specificVaccinium macrocarpon137509.6147219.6147212989.614721298mg/100 gBilberryType 1specificVaccinium myrtillus1807633.33.33.3mg/100 gBlack chokeberryType 1specificPhotinia melanocarpa6613390.00.00.0mg/100 gBlack crowberryType 1specificEmpetrum nigrum191066Common grapeType 1specificVitis vinifera297600.00.00.0mg/100 gFruitsUnknowngenericGarden onionType 1specificAllium cepa4679Highbush blueberryType 1specificVaccinium corymbosum692660.2933330.2933333320.293333332mg/100 gLingonberryType 1specificVaccinium vitis-idaea1807720.00.00.0mg/100 gLowbush blueberryType 1specificVaccinium angustifolium472369Rabbiteye blueberryType 1specificVaccinium virgatumRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gSummer grapeType 1specificVitis aestivalis36050.00.00.0mg/100 g