1.02010-04-08 22:04:29 UTC2019-11-26 02:54:36 UTCFDB0002484-Feruloylquinic acid4-feruloylquinic acid, also known as O-feruloylquinate, belongs to quinic acids and derivatives class of compounds. Those are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. 4-feruloylquinic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 4-feruloylquinic acid can be found in a number of food items such as european plum, peach (variety), jostaberry, and apricot, which makes 4-feruloylquinic acid a potential biomarker for the consumption of these food products.C17H20O9368.3353368.110732238(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid4-O-feruloyl-D-quinic acidCOC1=CC(\C=C\C(=O)O[C@H]2[C@H](O)C[C@@](O)(C[C@H]2O)C(O)=O)=CC=C1OInChI=1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,12-,15-,17+/m1/s1VTMFDSJJVNQXLT-KSQYBWRXSA-N belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.Quinic acids and derivativesOrganic compoundsOrganic oxygen compoundsOrganooxygen compoundsAlcohols and polyolsAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoidsAlkyl aryl ethersAlpha hydroxy acids and derivativesAnisolesCarbonyl compoundsCarboxylic acidsCinnamic acid estersCoumaric acids and derivativesCyclohexanolsDicarboxylic acids and derivativesEnoate estersFatty acid estersHydrocarbon derivativesMethoxybenzenesMethoxyphenolsOrganic oxidesPhenoxy compoundsPolyolsStyrenesTertiary alcohols1-hydroxy-2-unsubstituted benzenoidAlkyl aryl etherAlpha,beta-unsaturated carboxylic esterAlpha-hydroxy acidAnisoleAromatic homomonocyclic compoundBenzenoidCarbonyl groupCarboxylic acidCarboxylic acid derivativeCarboxylic acid esterCinnamic acid esterCinnamic acid or derivativesCoumaric acid or derivativesCyclohexanolDicarboxylic acid or derivativesEnoate esterEtherFatty acid esterFatty acylHydrocarbon derivativeHydroxy acidHydroxycinnamic acid or derivativesMethoxybenzeneMethoxyphenolMonocyclic benzene moietyOrganic oxidePhenolPhenol etherPhenoxy compoundPolyolQuinic acidSecondary alcoholStyreneTertiary alcoholenoate esterquinic acidlogp0.23logs-2.12solubility2.80e+00 g/llogp-0.12pka_strongest_acidic3.39pka_strongest_basic-3.2iupac(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acidaverage_mass368.3353mono_mass368.110732238smilesCOC1=CC(\C=C\C(=O)O[C@H]2[C@H](O)C[C@@](O)(C[C@H]2O)C(O)=O)=CC=C1OformulaC17H20O9inchiInChI=1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,12-,15-,17+/m1/s1inchikeyVTMFDSJJVNQXLT-KSQYBWRXSA-Npolar_surface_area153.75refractivity87.72polarizability35.51rotatable_bond_count6acceptor_count8donor_count5physiological_charge-1formal_charge0Specdb::CMs153911Specdb::NmrOneD73592Specdb::NmrOneD73593Specdb::NmrOneD73594Specdb::NmrOneD73595Specdb::NmrOneD73596Specdb::NmrOneD73597Specdb::NmrOneD73598Specdb::NmrOneD73599Specdb::NmrOneD73600Specdb::NmrOneD73601Specdb::NmrOneD73602Specdb::NmrOneD73603Specdb::NmrOneD73604Specdb::NmrOneD73605Specdb::NmrOneD73606Specdb::NmrOneD73607Specdb::NmrOneD73608Specdb::NmrOneD73609Specdb::NmrOneD73610Specdb::NmrOneD73611Specdb::MsMs81813Specdb::MsMs81814Specdb::MsMs81815Specdb::MsMs143019Specdb::MsMs143020Specdb::MsMs143021Specdb::MsMs2468845Specdb::MsMs2468846Specdb::MsMs2468847Specdb::MsMs2493191Specdb::MsMs2493192Specdb::MsMs2493193AppleType 1specificMalus pumila2832100.00.00.0mg/100 gApricotType 1specificPrunus armeniaca365960.00.00.0mg/100 gArabica coffeeType 1specificCoffea arabica1344310.44855613.2600002298.569999695mg/100 gBlackcurrantType 1specificRibes nigrum785110.2333330.2333333390.233333339mg/100 gCarrotType 1specificDaucus carota ssp. sativus792000.1333330.1333333350.133333335mg/100 gCoffeeType 1genericCoffea134429.0428339.5156669628.569999695mg/100 gEuropean plumType 1specificPrunus domestica37580.00.00.0mg/100 gGooseberryType 1specificRibes uva-crispa1355180.00.00.0mg/100 gHighbush blueberryType 1specificVaccinium corymbosum692660.00.00.0mg/100 gJostaberryType 1specificRibes × nidigrolaria0.20.2000000030.200000003mg/100 gPeach (var.)Type 1specificPrunus persica var. persica3238520.00.00.0mg/100 gPearType 1specificPyrus communis232110.00.00.0mg/100 gRedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRobusta coffeeType 1specificCoffea canephora4939016.04722230.0559997568.569999695mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.00.00.0mg/100 gSour cherryType 1specificPrunus cerasus1403110.0666670.0666666680.066666668mg/100 gStrawberryType 1specificFragaria X ananassa37470.00.00.0mg/100 gSweet cherryType 1specificPrunus avium422290.00.00.0mg/100 g