1.02010-04-08 22:04:25 UTC2019-11-26 02:54:30 UTCFDB000041Petunidin 3-(6''-p-coumaroyl-glucoside)Petunidin 3-(6''-p-coumaroyl-glucoside) 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. Petunidin 3-(6''-p-coumaroyl-glucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Petunidin 3-(6''-p-coumaroyl-glucoside) can be found in a number of food items such as black elderberry, redcurrant, highbush blueberry, and black chokeberry, which makes petunidin 3-(6''-p-coumaroyl-glucoside) a potential biomarker for the consumption of these food products.Petunidin 3-O-(6''-p-coumaroyl-glucoside)C31H29O14625.5536625.1557306362-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium147-85-3[H][C@]1(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(OC)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])OInChI=1S/C31H28O14/c1-41-22-9-15(8-20(35)26(22)37)30-23(12-18-19(34)10-17(33)11-21(18)43-30)44-31-29(40)28(39)27(38)24(45-31)13-42-25(36)7-4-14-2-5-16(32)6-3-14/h2-12,24,27-29,31,38-40H,13H2,1H3,(H4-,32,33,34,35,36,37)/p+1/t24-,27-,28+,29-,31?/m1/s1KTFQEFWNLAUGAX-YQUABMASSA-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 compounds1,3-dicarbonyl compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAcetalsAnthocyanidinsBenzene and substituted derivativesCarboxylic acid estersCarboxylic acidsCatecholsDicarboxylic acids and derivativesDisaccharidesFlavonoid-3-O-glycosidesHeteroaromatic compoundsHydrocarbon derivativesO-glycosyl compoundsOrganic cationsOrganic oxidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcohols1,3-dicarbonyl compound1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAnthocyanidinAnthocyanidin-3-o-glycosideAromatic heteropolycyclic compoundBenzenoidBenzopyranCarbonyl groupCarboxylic acidCarboxylic acid derivativeCarboxylic acid esterCatecholDicarboxylic acid or derivativesDisaccharideFlavonoid-3-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyO-glycosyl compoundOrganic cationOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPolyolPrimary alcoholSecondary alcohollogp2.75logs-4.19solubility4.25e-02 g/llogp3.55pka_strongest_acidic6.39pka_strongest_basic-3.6iupac2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1lambda4-chromen-1-yliumaverage_mass625.5536mono_mass625.155730636smiles[H][C@]1(COC(=O)\C=C\C2=CC=C(O)C=C2)OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(OC)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])OformulaC31H29O14inchiInChI=1S/C31H28O14/c1-41-22-9-15(8-20(35)26(22)37)30-23(12-18-19(34)10-17(33)11-21(18)43-30)44-31-29(40)28(39)27(38)24(45-31)13-42-25(36)7-4-14-2-5-16(32)6-3-14/h2-12,24,27-29,31,38-40H,13H2,1H3,(H4-,32,33,34,35,36,37)/p+1/t24-,27-,28+,29-,31?/m1/s1inchikeyKTFQEFWNLAUGAX-YQUABMASSA-Opolar_surface_area228.97refractivity164.27polarizability60.99rotatable_bond_count9acceptor_count13donor_count8physiological_charge0formal_charge1Specdb::MsMs50073Specdb::MsMs50074Specdb::MsMs50075Specdb::MsMs130527Specdb::MsMs130528Specdb::MsMs130529Black chokeberryType 1specificPhotinia melanocarpa6613390.00.00.0mg/100 gBlack elderberryType 1specificSambucus nigra42020.00.00.0mg/100 gBlackcurrantType 1specificRibes nigrum785115.4605955.4605950515.460595051mg/100 gCommon grapeType 1specificVitis vinifera297600.050.0500000010.050000001mg/100 gGooseberryType 1specificRibes uva-crispa1355180.00.00.0mg/100 gGrape wineType 2specific0.392220.3922196980.392219698mg/100 gHighbush blueberryType 1specificVaccinium corymbosum692660.00.00.0mg/100 gRedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gSummer grapeType 1specificVitis aestivalis36051.521.5199999811.519999981mg/100 g