1.02010-04-08 22:05:25 UTC2019-11-26 02:57:37 UTCFDB002562Neochlorogenic acidNeochlorogenic acid, also known as neochlorogenate or 3-O-caffeoylquinic acid, 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. Neochlorogenic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Neochlorogenic acid can be found in a number of food items such as quince, chicory, white cabbage, and grape wine, which makes neochlorogenic acid a potential biomarker for the consumption of these food products. Neochlorogenic acid is a natural polyphenolic compound found in some types of dried fruits and a variety of other plant sources such as peaches. It is an isomer of chlorogenic acid .(E)-Neochlorogenic acid3-Caffeoylquinic acid?3-O-Caffeoylquinic acid?5-(3,4-Dihydroxycinnamoyl)quinic acid5-Caffeoylquinic acidNeochlorogenic acidC16H18O9354.3087354.095082174(1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acidneochlorogenic acid906-33-2O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@H]1O)C(O)=OInChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1CWVRJTMFETXNAD-NXLLHMKUSA-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 benzenoids1-hydroxy-4-unsubstituted benzenoidsAlpha hydroxy acids and derivativesCarbonyl compoundsCarboxylic acidsCatecholsCinnamic acid estersCoumaric acids and derivativesCyclohexanolsDicarboxylic acids and derivativesEnoate estersFatty acid estersHydrocarbon derivativesOrganic oxidesPolyolsStyrenesTertiary alcohols1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAlpha,beta-unsaturated carboxylic esterAlpha-hydroxy acidAromatic homomonocyclic compoundBenzenoidCarbonyl groupCarboxylic acidCarboxylic acid derivativeCarboxylic acid esterCatecholCinnamic acid esterCinnamic acid or derivativesCoumaric acid or derivativesCyclohexanolDicarboxylic acid or derivativesEnoate esterFatty acid esterFatty acylHydrocarbon derivativeHydroxy acidHydroxycinnamic acid or derivativesMonocyclic benzene moietyOrganic oxidePhenolPolyolQuinic acidSecondary alcoholStyreneTertiary alcoholCaffeate derivativescinnamate estercyclitol carboxylic acidlogp0.17logs-2.01solubility3.44e+00 g/llogp-0.27pka_strongest_acidic3.33pka_strongest_basic-3.2iupac(1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acidaverage_mass354.3087mono_mass354.095082174smilesO[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@H]1O)C(O)=OformulaC16H18O9inchiInChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1inchikeyCWVRJTMFETXNAD-NXLLHMKUSA-Npolar_surface_area164.75refractivity83.23polarizability33.12rotatable_bond_count5acceptor_count8donor_count6physiological_charge-1formal_charge0Specdb::CMs2259Specdb::CMs150147Specdb::NmrOneD74012Specdb::NmrOneD74013Specdb::NmrOneD74014Specdb::NmrOneD74015Specdb::NmrOneD74016Specdb::NmrOneD74017Specdb::NmrOneD74018Specdb::NmrOneD74019Specdb::NmrOneD74020Specdb::NmrOneD74021Specdb::NmrOneD74022Specdb::NmrOneD74023Specdb::NmrOneD74024Specdb::NmrOneD74025Specdb::NmrOneD74026Specdb::NmrOneD74027Specdb::NmrOneD74028Specdb::NmrOneD74029Specdb::NmrOneD74030Specdb::NmrOneD74031Specdb::MsMs44799Specdb::MsMs44800Specdb::MsMs44801Specdb::MsMs132639Specdb::MsMs132640Specdb::MsMs132641Specdb::MsMs2239868Specdb::MsMs2241827Specdb::MsMs2244035Specdb::MsMs2246071Specdb::MsMs2246122Specdb::MsMs2248151Specdb::MsMs2248251Specdb::MsMs2250143Specdb::MsMs2250287Specdb::MsMs2252090Specdb::MsMs2323837Specdb::MsMs2323838Specdb::MsMs2323839Specdb::MsMs2615637Specdb::MsMs2615638Specdb::MsMs2615639AppleType 1specificMalus pumila2832100.00.00.0mg/100 gApricotType 1specificPrunus armeniaca365965.385.3800000195.380000019mg/100 gArabica coffeeType 1specificCoffea arabica1344354.85700157.91400194251.799999237mg/100 gBeerType 2specific3.15256.981.37mg/100 gBilberryType 1specificVaccinium myrtillus1807637.514.01.0mg/100 gBlack teaType 10.2905890.3327599760.248418973mg/100 gBlackcurrantType 1specificRibes nigrum785114.34.3000001114.300000111mg/100 gBroccoliType 1specificBrassica oleracea var. italica367745.8681255.8681250485.868125048mg/100 gCabbageType 1specificBrassica oleracea var. capitata3716CarrotType 1specificDaucus carota ssp. sativus792000.0657140.0657142870.065714287mg/100 gChicoryType 1specificCichorium intybus13427CoffeeType 1genericCoffea1344254.85700157.91400194251.799999237mg/100 gCommon grapeType 1specificVitis vinifera29760Common walnutType 1specificJuglans regia51240CornType 1specificZea mays4577EggplantType 1specificSolanum melongena4111European plumType 1specificPrunus domestica375897.238523118.59459995675.882446675mg/100 gEvening primroseType 1specificOenothera biennis3942Garden tomato (var.)Type 1specificSolanum lycopersicum var. lycopersicum3977550.00.00.0mg/100 gGooseberryType 1specificRibes uva-crispa1355180.350.3500000090.350000009mg/100 gGrape wineType 2specific4.084.0799999244.079999924mg/100 gGreen teaType 10.2905890.3327599760.248418973mg/100 gHerbal teaType 1Highbush blueberryType 1specificVaccinium corymbosum692660.60.5999999940.599999994mg/100 gJostaberryType 1specificRibes × nidigrolaria2.62.5999999052.599999905mg/100 gLoquatType 1specificEriobotrya japonica3222415.71285715.71285724615.712857246mg/100 gNectarineType 1specificPrunus persica var. nucipersica3238514.5490185.1342857273.963749871mg/100 gPeach (var.)Type 1specificPrunus persica var. persica3238526.4404548.7499998814.130909085mg/100 gPearType 1specificPyrus communis232110.00.00.0mg/100 gPomegranateType 1specificPunica granatum22663PotatoType 1specificSolanum tuberosum4113QuinceType 1specificCydonia oblonga366101.8014613.6962500320.353846156mg/100 gRed raspberryType 1specificRubus idaeus322470.00.00.0mg/100 gRed teaType 1RedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRobusta coffeeType 1specificCoffea canephora4939047.32666757.91400194232.26599884mg/100 gRosemaryType 1specificRosmarinus officinalis39367RowanberryType 1specificSorbus aucuparia3659927.29999927.29999923727.299999237mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232164.5333334.5333333024.533333302mg/100 gRye breadType 2specific0.00.00.0mg/100 gSacred lotusType 1specificNelumbo nucifera4432Sour cherryType 1specificPrunus cerasus14031119.119.10000006419.100000064mg/100 gSoy beanType 1specificGlycine max3847SpinachType 1specificSpinacia oleracea3562StrawberryType 1specificFragaria X ananassa37470.00.00.0mg/100 gSunflowerType 1specificHelianthus annuus4232Sweet cherryType 1specificPrunus avium4222944.7144.70999975244.709999752mg/100 gSweet potatoType 1specificIpomoea batatas4120TeaType 1specificCamellia sinensis44420.2905890.3327599760.248418973mg/100 gWhite cabbageType 1specificBrassica oleracea L. var. capitata L. f. alba DC.anti inflammatory370A substance that reduces or suppresses inflammation.antioxidant502A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.vulnerary1430A drug used in treating and healing of wounds.