1.02011-03-17 23:26:27 UTC2019-11-26 03:20:43 UTCFDB021681Pelargonidin 3-rutinosidePelargonidin 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. Pelargonidin 3-rutinoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pelargonidin 3-rutinoside can be found in a number of food items such as gooseberry, lowbush blueberry, black chokeberry, and redcurrant, which makes pelargonidin 3-rutinoside a potential biomarker for the consumption of these food products. 3,4',5,7-Tetrahydroxyflavylium(1+), 8CI; 3-O-[a-L-Rhamnopyranosyl-(1->6)-b-D-glucopyranoside]Pelargonidin 3-O-rutinosidePelargonidin 3-rutinosideC27H31O14579.5266579.17138075,7-dihydroxy-2-(4-hydroxyphenyl)-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-hydroxyphenyl)-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-ylium33978-17-5C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1OInChI=1S/C27H30O14/c1-10-19(31)21(33)23(35)26(38-10)37-9-18-20(32)22(34)24(36)27(41-18)40-17-8-14-15(30)6-13(29)7-16(14)39-25(17)11-2-4-12(28)5-3-11/h2-8,10,18-24,26-27,31-36H,9H2,1H3,(H2-,28,29,30)/p+1/t10-,18+,19-,20+,21+,22-,23+,24+,26+,27+/m0/s1IFYOHQQBIKDHFT-ASZXTAQUSA-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 benzenoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAcetalsAnthocyanidinsBenzene and substituted derivativesDisaccharidesFlavonoid-3-O-glycosidesHeteroaromatic compoundsHydrocarbon derivativesO-glycosyl compoundsOrganic cationsOxacyclic compoundsOxanesPolyolsSecondary alcohols1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAcetalAlcoholAnthocyanidinAnthocyanidin-3-o-glycosideAromatic heteropolycyclic compoundBenzenoidBenzopyranDisaccharideFlavonoid-3-o-glycosideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyO-glycosyl compoundOrganic cationOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePhenolPolyolSecondary alcoholAnthocyanidinsAnthocyanidins and anthocyaninsanthocyanin cationdisaccharide derivativerutinosidelogp0.73logs-2.85solubility8.66e-01 g/llogp-0.36pka_strongest_acidic6.4pka_strongest_basic-3.6iupac5,7-dihydroxy-2-(4-hydroxyphenyl)-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_mass579.5266mono_mass579.1713807smilesC[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1OformulaC27H31O14inchiInChI=1S/C27H30O14/c1-10-19(31)21(33)23(35)26(38-10)37-9-18-20(32)22(34)24(36)27(41-18)40-17-8-14-15(30)6-13(29)7-16(14)39-25(17)11-2-4-12(28)5-3-11/h2-8,10,18-24,26-27,31-36H,9H2,1H3,(H2-,28,29,30)/p+1/t10-,18+,19-,20+,21+,22-,23+,24+,26+,27+/m0/s1inchikeyIFYOHQQBIKDHFT-ASZXTAQUSA-Opolar_surface_area232.13refractivity145.15polarizability56.03rotatable_bond_count6acceptor_count14donor_count9physiological_charge0formal_charge1Specdb::MsMs1257835Specdb::MsMs1257836Specdb::MsMs125783731968Black chokeberryType 1specificPhotinia melanocarpa6613390.00.00.0mg/100 gBlack elderberryType 1specificSambucus nigra42020.00.00.0mg/100 gBlackcurrantType 1specificRibes nigrum785111.2413512.4827020370.0mg/100 gCloudberryType 1specificRubus chamaemorus579360.00.00.0mg/100 gFlaxseedType 1specificLinum usitatissimum4006French plantainType 1specificMusa X paradisiaca89151GooseberryType 1specificRibes uva-crispa1355180.00.00.0mg/100 gLowbush blueberryType 1specificVaccinium angustifolium4723690.00.00.0mg/100 gRed raspberryType 1specificRubus idaeus322470.2136530.4273062650.0mg/100 gRedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gStrawberryType 1specificFragaria X ananassa37470.7406331.3174658640.163800004mg/100 gSweet cherryType 1specificPrunus avium422290.6221611.2443225710.0mg/100 g