1.0 2010-04-08 22:05:27 UTC 2020-02-24 19:10:34 UTC FDB002627 3,4-Dicaffeoylquinic acid Isolated from coffee and maté. 3,4-Dicaffeoylquinic acid is found in many foods, some of which are robusta coffee, arabica coffee, coffee, and coffee and coffee products. 3,4-Di-O-caffeoylquinic acid 3,4-Dicaffeoylquinic acid 4-Dicaffeoylquinate 4,5-Di-O-caffeoylquinic acid? Isochlorogenic acid b Quinic acid 3,4-di-O-caffeate C25H24O12 516.4509 516.126776232 (1S,3R,4R,5R)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid 3,4-dicaffeoylquinic acid 14534-61-3 O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 UFCLZKMFXSILNL-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 derivatives Organic compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Catechols Cinnamic acid esters Coumaric acids and derivatives Cyclohexanols Enoate esters Fatty acid esters Hydrocarbon derivatives Organic oxides Styrenes Tertiary alcohols Tricarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alpha,beta-unsaturated carboxylic ester Alpha-hydroxy acid Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Cinnamic acid ester Cinnamic acid or derivatives Coumaric acid or derivatives Cyclohexanol Enoate ester Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxy acid Hydroxycinnamic acid or derivatives Monocyclic benzene moiety Organic oxide Phenol Quinic acid Secondary alcohol Styrene Tertiary alcohol Tricarboxylic acid or derivatives Caffeate derivatives quinic acid logp 2.05 ALOGPS logs -3.62 ALOGPS solubility 1.25e-01 g/l ALOGPS melting_point Mp 234-238° dec. logp 2.16 ChemAxon pka_strongest_acidic 3.31 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1S,3R,4R,5R)-3,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1,5-dihydroxycyclohexane-1-carboxylic acid ChemAxon average_mass 516.4509 ChemAxon mono_mass 516.126776232 ChemAxon smiles O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O ChemAxon formula C25H24O12 ChemAxon inchi InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 ChemAxon inchikey UFCLZKMFXSILNL-PSEXTPKNSA-N ChemAxon polar_surface_area 211.28 ChemAxon refractivity 126.76 ChemAxon polarizability 49.4 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 10 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20178 Specdb::CMs 42104 Specdb::MsMs 52530 Specdb::MsMs 52531 Specdb::MsMs 52532 Specdb::MsMs 145899 Specdb::MsMs 145900 Specdb::MsMs 145901 Specdb::MsMs 374126 Specdb::MsMs 374127 Specdb::MsMs 440520 Specdb::MsMs 452177 Specdb::MsMs 452178 Specdb::MsMs 2839446 Specdb::MsMs 2839447 Specdb::MsMs 2839448 Specdb::MsMs 2868993 Specdb::MsMs 2868994 Specdb::MsMs 2868995 HMDB30705 #<Reference:0x000055ce326b0fe8> Arabica coffee Type 1 specific Coffea arabica 13443 3.980111 8.343333781 1.547000051 mg/100 g Asian pear Type 1 specific Pyrus pyrifolia 3767 Coffee Type 1 generic Coffea 13442 5.196667 8.343333781 2.049999952 mg/100 g Coffee and coffee products Unknown generic Globe artichoke Type 1 specific Cynara scolymus 59895 Potato Type 1 specific Solanum tuberosum 4113 0.3 0.3 0.3 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 4.495778 8.343333781 2.049999952 mg/100 g Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Anti peroxidant 519 Anti-oxidant 502 A 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. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms.