1.02010-04-08 22:05:25 UTC2020-02-24 19:10:32 UTCFDB002561Cryptochlorogenic acidConstituent of coffee and sunflowers. Cryptochlorogenic acid is found in many foods, some of which are arabica coffee, highbush blueberry, cereals and cereal products, and robusta coffee.4-(3,4-Dihydroxycinnamoyl)quinate4-(3,4-Dihydroxycinnamoyl)quinic acid4-Caffeoylquinate4-Caffeoylquinic acid4-O-(e)-Caffeoylquinate4-O-(e)-Caffeoylquinic acid4-O-Caffeoylquinate4-O-Caffeoylquinic acidCryptochlorogenateCryptochlorogenic acidC16H18O9354.3087354.095082174(1S,3R,4S,5R)-4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,3,5-trihydroxycyclohexane-1-carboxylic acid(1S,3R,4S,5R)-4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,3,5-trihydroxycyclohexane-1-carboxylic acid905-99-7O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=OInChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1GYFFKZTYYAFCTR-JUHZACGLSA-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 alcoholcinnamate estercyclitol carboxylic acidlogp0.17logs-2.06solubility3.12e+00 g/lmelting_pointMp 182-184°logp-0.27pka_strongest_acidic3.39pka_strongest_basic-3.2iupac(1S,3R,4S,5R)-4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,3,5-trihydroxycyclohexane-1-carboxylic acidaverage_mass354.3087mono_mass354.095082174smilesO[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=OformulaC16H18O9inchiInChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1inchikeyGYFFKZTYYAFCTR-JUHZACGLSA-Npolar_surface_area164.75refractivity83.23polarizability34.16rotatable_bond_count5acceptor_count8donor_count6physiological_charge-1formal_charge0Specdb::CMs2254Specdb::CMs16162Specdb::CMs31608Specdb::CMs42060Specdb::CMs134712Specdb::CMs142446Specdb::NmrOneD17702Specdb::NmrOneD17703Specdb::NmrOneD17704Specdb::NmrOneD17705Specdb::NmrOneD17706Specdb::NmrOneD17707Specdb::NmrOneD17708Specdb::NmrOneD17709Specdb::NmrOneD17710Specdb::NmrOneD17711Specdb::NmrOneD17712Specdb::NmrOneD17713Specdb::NmrOneD17714Specdb::NmrOneD17715Specdb::NmrOneD17716Specdb::NmrOneD17717Specdb::NmrOneD17718Specdb::NmrOneD17719Specdb::NmrOneD17720Specdb::NmrOneD17721Specdb::MsMs96414Specdb::MsMs96415Specdb::MsMs96416Specdb::MsMs160893Specdb::MsMs160894Specdb::MsMs160895Specdb::MsMs374129Specdb::MsMs374130Specdb::MsMs2256535Specdb::MsMs2258074Specdb::MsMs2258482Specdb::MsMs2273379Specdb::MsMs2273380Specdb::MsMs2273381Specdb::MsMs3069018Specdb::MsMs3069019Specdb::MsMs3069020HMDB30653#<Reference:0x0000555675d23ba8>AppleType 1specificMalus pumila2832100.5428570.5428571360.542857136mg/100 gApricotType 1specificPrunus armeniaca365960.00.00.0mg/100 gArabica coffeeType 1specificCoffea arabica1344346.30133460.29299926819.006002426mg/100 gAsian pearType 1specificPyrus pyrifolia3767BeerType 2specific0.0078330.0156666660.0mg/100 gBlack teaType 11.2068321.2068323071.206832307mg/100 gBlackcurrantType 1specificRibes nigrum785110.3666670.3666666750.366666675mg/100 gBreakfast cerealType 2specificCarrotType 1specificDaucus carota ssp. sativus792000.1190.1190000030.119000003mg/100 gCereals and cereal productsUnknowngenericCoffeeType 1genericCoffea1344259.94899960.29299926859.604999542mg/100 gCoffee and coffee productsUnknowngenericCommon grapeType 1specificVitis vinifera29760EggplantType 1specificSolanum melongena4111European plumType 1specificPrunus domestica375816.32531.2499995231.399999976mg/100 gGarden tomato (var.)Type 1specificSolanum lycopersicum var. lycopersicum3977551.171.169999941.16999994mg/100 gGooseberryType 1specificRibes uva-crispa1355180.00.00.0mg/100 gGrape wineType 2specific0.00.00.0mg/100 gGreen teaType 11.2068321.2068323071.206832307mg/100 gHighbush blueberryType 1specificVaccinium corymbosum692660.350.3500000010.350000001mg/100 gJostaberryType 1specificRibes × nidigrolaria0.80.8000000120.800000012mg/100 gLoquatType 1specificEriobotrya japonica322241.9928571.9928571411.992857141mg/100 gPeach (var.)Type 1specificPrunus persica var. persica3238520.00.00.0mg/100 gPearType 1specificPyrus communis232110.00.00.0mg/100 gPotatoType 1specificSolanum tuberosum4113QuinceType 1specificCydonia oblonga366100.44690.6171428520.202307697mg/100 gRed raspberryType 1specificRubus idaeus322470.00.00.0mg/100 gRedcurrantType 1specificRibes rubrum1752280.00.00.0mg/100 gRobusta coffeeType 1specificCoffea canephora4939052.12160.29299926836.465000153mg/100 gRubus (Blackberry, Raspberry)Type 1specificRubus232160.10.1000000010.100000001mg/100 gRye breadType 2specific0.00.00.0mg/100 gSour cherryType 1specificPrunus cerasus1403110.2666670.2666666710.266666671mg/100 gStrawberryType 1specificFragaria X ananassa37470.00.00.0mg/100 gSweet cherryType 1specificPrunus avium422290.7666670.7666666510.766666651mg/100 gTeaType 1specificCamellia sinensis44421.2068321.2068323071.206832307mg/100 gYali pearType 1specificPyrus × bretschneiderihepatoprotective981Any compound that is able to prevent damage to the liver.