Item 1 of 1 (back to results) 3,5-di-O-caffeoyl quinic acid A carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities.

Current search: 05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > protective agent [CHEBI:50267] > hepatoprotective agent [CHEBI:62868] > 3,5-di-O-caffeoyl quinic acid [CHEBI:65751] × Select any link to see items in a related category. more general categories    information about this item 03. Biological Effects of Specific Chemicals  03. Biological Effects of Specific Chemicals  biochemical uses [CHEBI:52206] (3306)   metabolite [CHEBI:25212] (2692)   secondary metabolite [CHEBI:26619] (2225)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1) 05. Industrial Uses  05. Industrial Uses  pharmaceutical [CHEBI:52217] (1978)   drug [CHEBI:23888] (1930)   antineoplastic agent [CHEBI:35610] (760)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  protective agent [CHEBI:50267] (74)   hepatoprotective agent [CHEBI:62868] (19)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1) 08. Chemical Category  08. Chemical Category  main group molecular entity [CHEBI:33579] (25650)   s-block molecular entity [CHEBI:33674] (7287)   hydrogen molecular entity [CHEBI:33608] (6932)   hydroxides [CHEBI:24651] (5641)   oxoacid [CHEBI:24833] (3119)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  p-block molecular entity [CHEBI:33675] (25343)   chalcogen molecular entity [CHEBI:33304] (15225)   oxygen molecular entity [CHEBI:25806] (14414)   hydroxides [CHEBI:24651] (5641)   oxoacid [CHEBI:24833] (3119)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organooxygen compound [CHEBI:36963] (11352)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carbon group molecular entity [CHEBI:33582] (23847)   organic molecular entity [CHEBI:50860] (23769)   heteroorganic entity [CHEBI:33285] (15197)   organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  aliphatic compound [CHEBI:33653] (90)   alicyclic compound [CHEBI:33654] (61)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  ester [CHEBI:35701] (3370)   carboxylic ester [CHEBI:33308] (1495)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic acid [CHEBI:64709] (3008)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   alicyclic compound [CHEBI:33654] (61)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic oxo compound [CHEBI:36587] (5932)   carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  polyatomic entity [CHEBI:36357] (18777)   molecule [CHEBI:25367] (11520)   cyclic compound [CHEBI:33595] (7817)   homocyclic compound [CHEBI:33597] (1134)   carbocyclic compound [CHEBI:33598] (1130)   alicyclic compound [CHEBI:33654] (61)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   alicyclic compound [CHEBI:33654] (61)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   alicyclic compound [CHEBI:33654] (61)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic oxo compound [CHEBI:36587] (5932)   carbonyl compound [CHEBI:36586] (5928)   carboxylic ester [CHEBI:33308] (1495)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  heteroatomic molecular entity [CHEBI:37577] (13672)   hydroxides [CHEBI:24651] (5641)   oxoacid [CHEBI:24833] (3119)   carbon oxoacid [CHEBI:35605] (3012)   carboxylic acid [CHEBI:33575] (3005)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  monocarboxylic acid [CHEBI:25384] (1620)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1)  organic hydroxy compound [CHEBI:33822] (3050)   hydroxy carboxylic acid [CHEBI:24669] (422)   hydroxy monocarboxylic acid [CHEBI:35868] (396)   cyclitol carboxylic acid [CHEBI:36123] (7)   3,5-di-O-caffeoyl quinic acid [CHEBI:65751] (1) ChEBI Compound Accession Identifier:   [CHEBI:65751] ChEBI Compound Description:   A carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities. ChEBI Compound Identification Number:   65751 ChEBI InChI Value:   InChI=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/s1 ChEBI InChIKey Value:   KRZBCHWVBQOTNZ-PSEXTPKNSA-N ChEBI Compound Name:   3,5-di-O-caffeoyl quinic acid ChEBI SMILES Value:   O[C@H]1[C@@H](C[C@@](O)(C[C@H]1OC(=O)\C=C\c1ccc(O)c(O)c1)C(O)=O)OC(=O)\C=C\c1ccc(O)c(O)c1 ChEBI Substance ID:   160709621 ChEBI URL:   ChEBI:65751 ChemSpider ID:   4976336 Ontomatica Chemical Accession Key (OnChAKey):   KRZBCHWVBQOTNZ_PSEXTPKNSA_N_000_000000 PubChem Compound ID:   6474310