1.02010-04-08 22:05:27 UTC2019-11-26 02:57:44 UTCFDB0026283,5-Di-O-caffeoylquinic acidIsolated from coffee and maté, globe artichoke (Cynara scolymus) and caucasian whortleberry (Vaccinium arctostaphylos). 3,5-Di-O-caffeoylquinic acid is found in many foods, some of which are potato, green vegetables, coffee and coffee products, and carrot.(1S,3R,4S,5R)-1,3,4,5-Tetrahydroxy-1-carboxycyclohexane3,5-di-3-(3,4-dihydroxyphenyl)propenoate(1S,3R,4S,5R)-1,3,4,5-Tetrahydroxy-1-carboxycyclohexane3,5-di-3-(3,4-dihydroxyphenyl)propenoic acid3,5-Bis-(3,4-dihydroxycinnamoyl)quinic acid3,5-DCQA3,5-Dicaffeoylquinate3,5-Dicaffeoylquinic acidIsochlorogenate aIsochlorogenic acid aQuinate 3,5-di-O-caffeateQuinic acid 3,5-di-O-caffeateQuinic acid 3,5-di-O-caffeic acidC25H24O12516.4509516.126776232(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acid2450-53-5O[C@H]1[C@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(=O)OInChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1KRZBCHWVBQOTNZ-PSEXTPKNSA-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 derivativesCyclohexanolsEnoate estersFatty acid estersHydrocarbon derivativesOrganic oxidesStyrenesTertiary alcoholsTricarboxylic acids and derivatives1-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 derivativesCyclohexanolEnoate esterFatty acid esterFatty acylHydrocarbon derivativeHydroxy acidHydroxycinnamic acid or derivativesMonocyclic benzene moietyOrganic oxidePhenolQuinic acidSecondary alcoholStyreneTertiary alcoholTricarboxylic acid or derivativescarboxylic estercyclitol carboxylic acidlogp2.05logs-3.61solubility1.25e-01 g/lmelting_pointMp 170-172° dec.logp2.16pka_strongest_acidic3.28pka_strongest_basic-3.6iupac(1S,3R,4S,5R)-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,4-dihydroxycyclohexane-1-carboxylic acidaverage_mass516.4509mono_mass516.126776232smilesO[C@H]1[C@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C[C@@](O)(C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(=O)OformulaC25H24O12inchiInChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1inchikeyKRZBCHWVBQOTNZ-PSEXTPKNSA-Npolar_surface_area211.28refractivity126.76polarizability49.46rotatable_bond_count9acceptor_count10donor_count7physiological_charge-1formal_charge0Specdb::CMs9810Specdb::CMs41243Specdb::MsMs51081Specdb::MsMs51082Specdb::MsMs51083Specdb::MsMs171519Specdb::MsMs171520Specdb::MsMs171521Specdb::MsMs374124Specdb::MsMs374125Specdb::MsMs2226369Specdb::MsMs2228358Specdb::MsMs2228700Specdb::MsMs2230726Specdb::MsMs2231178Specdb::MsMs2233037Specdb::MsMs2401643Specdb::MsMs2401644Specdb::MsMs2401645Specdb::MsMs2533758Specdb::MsMs2533759Specdb::MsMs2533760HMDB30706521393#<Reference:0x0000555674595130>Arabica coffeeType 1specificCoffea arabica134433.5158896.3456669151.549999952mg/100 gCarrotType 1specificDaucus carota ssp. sativus792002.0966672.0966666542.096666654mg/100 gCoffeeType 1genericCoffea134423.9478336.3456669151.549999952mg/100 gCoffee and coffee productsUnknowngenericEggplantType 1specificSolanum melongena4111FruitsUnknowngenericGreen vegetablesUnknowngenericLettuceType 1specificLactuca sativa4236PotatoType 1specificSolanum tuberosum4113QuinceType 1specificCydonia oblonga366100.5106250.5812500080.439999998mg/100 gRobusta coffeeType 1specificCoffea canephora493904.1052226.3456669151.549999952mg/100 ganti hemolytic319Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.anti peroxidant519anti radicular572antioxidant502A 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.xanthine oxidase inhibitor1431An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).