1.02010-04-08 22:04:25 UTC2019-11-26 02:54:30 UTCFDB000075Delphinidin 3-feruloylglucosideDelphinidin 3-feruloylglucoside is a member of the class of compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. Anthocyanidin 3-o-6-p-coumaroyl glycosides are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Delphinidin 3-feruloylglucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Delphinidin 3-feruloylglucoside can be found in common bean, green bean, and yellow wax bean, which makes delphinidin 3-feruloylglucoside a potential biomarker for the consumption of these food products.Delphinidin 3-O-feruloyl-glucosideC31H29O15641.553641.1506452585,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium[H][C@]1(COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)O[C@@]([H])(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])OInChI=1S/C31H28O15/c1-42-22-6-13(2-4-17(22)33)3-5-25(37)43-12-24-27(39)28(40)29(41)31(46-24)45-23-11-16-18(34)9-15(32)10-21(16)44-30(23)14-7-19(35)26(38)20(36)8-14/h2-11,24,27-29,31,39-41H,12H2,1H3,(H5-,32,33,34,35,36,37,38)/p+1/t24-,27-,28+,29-,31-/m1/s1RHRFAOKZIDUVQO-VEZAKBLNSA-O belongs to the class of organic compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.Anthocyanidin 3-O-6-p-coumaroyl glycosidesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonoid glycosidesAromatic heteropolycyclic compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAcetalsAlkyl aryl ethersAnisolesAnthocyanidin-3-O-glycosidesAnthocyanidinsCarbonyl compoundsCinnamic acid estersCoumaric acids and derivativesEnoate estersFatty acid estersFlavonoid-3-O-glycosidesHeteroaromatic compoundsHydrocarbon derivativesMethoxybenzenesMethoxyphenolsMonocarboxylic acids and derivativesMonosaccharidesO-glycosyl compoundsOrganic cationsOrganic oxidesOxacyclic compoundsOxanesPhenoxy compoundsPolyolsPyrogallols and derivativesSecondary alcoholsStyrenes1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAlkyl aryl etherAlpha,beta-unsaturated carboxylic esterAnisoleAnthocyanidinAnthocyanidin 3-o-6-p-coumaroyl-glycosideAnthocyanidin-3-o-glycosideAnthocyaninAromatic heteropolycyclic compoundBenzenetriolBenzenoidBenzopyranCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCinnamic acid esterCinnamic acid or derivativesCoumaric acid or derivativesEnoate esterEtherFatty acid esterFatty acylFlavonoid-3-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxycinnamic acid or derivativesHydroxyflavonoidMethoxybenzeneMethoxyphenolMonocarboxylic acid or derivativesMonocyclic benzene moietyMonosaccharideO-glycosyl compoundOrganic cationOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPhenol etherPhenoxy compoundPolyolPyrogallol derivativeSecondary alcoholStyrenelogp2.70logs-3.93solubility7.89e-02 g/llogp3.26pka_strongest_acidic6.37pka_strongest_basic-3.7iupac5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-yliumaverage_mass641.553mono_mass641.150645258smiles[H][C@]1(COC(=O)\C=C\C2=CC(OC)=C(O)C=C2)O[C@@]([H])(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])OformulaC31H29O15inchiInChI=1S/C31H28O15/c1-42-22-6-13(2-4-17(22)33)3-5-25(37)43-12-24-27(39)28(40)29(41)31(46-24)45-23-11-16-18(34)9-15(32)10-21(16)44-30(23)14-7-19(35)26(38)20(36)8-14/h2-11,24,27-29,31,39-41H,12H2,1H3,(H5-,32,33,34,35,36,37,38)/p+1/t24-,27-,28+,29-,31-/m1/s1inchikeyRHRFAOKZIDUVQO-VEZAKBLNSA-Opolar_surface_area249.2refractivity166.25polarizability62.03rotatable_bond_count9acceptor_count14donor_count9physiological_charge0formal_charge1Specdb::MsMs107565Specdb::MsMs107566Specdb::MsMs107567Specdb::MsMs174567Specdb::MsMs174568Specdb::MsMs174569Common beanType 1specificPhaseolus vulgaris38850.3666671.1000000240.0mg/100 gGreen beanType 1specificPhaseolus vulgaris38850.00.00.0mg/100 gYellow wax beanType 1specificPhaseolus vulgaris38850.00.00.0mg/100 g