1.02010-04-08 22:13:00 UTC2019-11-26 03:14:37 UTCFDB017305Peonidin 3-rutinosidePeonidin 3-rutinoside 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. Peonidin 3-rutinoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Peonidin 3-rutinoside can be found in a number of food items such as european plum, blackcurrant, lima bean, and french plantain, which makes peonidin 3-rutinoside a potential biomarker for the consumption of these food products. Peonidin 3-O-rutinosidePeonidin 3-rutinosideC28H33O15609.5526609.1819453865,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium27539-32-8[H][C@@]1(C)O[C@@]([H])(OC[C@@]2([H])O[C@@]([H])(OC3=CC4=C(C=C(O)C=C4O)[O+]=C3C3=CC(OC)=C(O)C=C3)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])OInChI=1S/C28H32O15/c1-10-20(32)22(34)24(36)27(40-10)39-9-19-21(33)23(35)25(37)28(43-19)42-18-8-13-15(31)6-12(29)7-16(13)41-26(18)11-3-4-14(30)17(5-11)38-2/h3-8,10,19-25,27-28,32-37H,9H2,1-2H3,(H2-,29,30,31)/p+1/t10-,19+,20-,21+,22+,23-,24+,25+,27+,28+/m0/s1ONQVTPMFYSRRLL-HUJUZFAXSA-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 flavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAcetalsAlkyl aryl ethersAnisolesAnthocyanidinsDisaccharidesFlavonoid-3-O-glycosidesHeteroaromatic compoundsHydrocarbon derivativesMethoxybenzenesMethoxyphenolsO-glycosyl compoundsOrganic cationsOxacyclic compoundsOxanesPhenoxy compoundsPolyolsSecondary alcohols1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3p-methoxyflavonoid-skeleton4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAlkyl aryl etherAnisoleAnthocyanidinAnthocyanidin-3-o-glycosideAromatic heteropolycyclic compoundBenzenoidBenzopyranDisaccharideEtherFlavonoid-3-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMethoxybenzeneMethoxyphenolMonocyclic benzene moietyO-glycosyl compoundOrganic cationOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenol etherPhenoxy compoundPolyolSecondary alcohollogp0.77logs-2.95solubility7.21e-01 g/llogp-0.61pka_strongest_acidic6.4pka_strongest_basic-3.6iupac5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-yliumaverage_mass609.5526mono_mass609.181945386smiles[H][C@@]1(C)O[C@@]([H])(OC[C@@]2([H])O[C@@]([H])(OC3=CC4=C(C=C(O)C=C4O)[O+]=C3C3=CC(OC)=C(O)C=C3)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])OformulaC28H33O15inchiInChI=1S/C28H32O15/c1-10-20(32)22(34)24(36)27(40-10)39-9-19-21(33)23(35)25(37)28(43-19)42-18-8-13-15(31)6-12(29)7-16(13)41-26(18)11-3-4-14(30)17(5-11)38-2/h3-8,10,19-25,27-28,32-37H,9H2,1-2H3,(H2-,29,30,31)/p+1/t10-,19+,20-,21+,22+,23-,24+,25+,27+,28+/m0/s1inchikeyONQVTPMFYSRRLL-HUJUZFAXSA-Opolar_surface_area241.36refractivity151.61polarizability58.81rotatable_bond_count7acceptor_count15donor_count9physiological_charge0formal_charge1Specdb::MsMs70905Specdb::MsMs70906Specdb::MsMs70907Specdb::MsMs129477Specdb::MsMs129478Specdb::MsMs129479AsparagusType 1specificAsparagus officinalis4686BananaType 1specificMusa acuminata4641Black chokeberryType 1specificPhotinia melanocarpa6613390.00.00.0mg/100 gBlack elderberryType 1specificSambucus nigra42020.00.00.0mg/100 gBlackcurrantType 1specificRibes nigrum785110.640131.2802591520.0mg/100 gCommon wheatType 1specificTriticum aestivum4565European plumType 1specificPrunus domestica37584.854.8499999054.849999905mg/100 gFrench plantainType 1specificMusa X paradisiaca89151GooseberryType 1specificRibes uva-crispa1355180.1085150.1085151170.108515117mg/100 gLima beanType 1specificPhaseolus lunatus3884Lowbush blueberryType 1specificVaccinium angustifolium4723690.00.00.0mg/100 gPrunus (Cherry, Plum)Type 1specificPrunus3754Red raspberryType 1specificRubus idaeus322470.00.00.0mg/100 gRedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRose hipType 1specificRosa3764Rubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gRyeType 1specificSecale cereale4550Sour cherryType 1specificPrunus cerasus1403111.352.7000000480.0mg/100 gStrawberryType 1specificFragaria X ananassa37470.00.00.0mg/100 gSweet cherryType 1specificPrunus avium422294.6711977.4168949571.925499916mg/100 g