1.0 2010-04-08 22:15:03 UTC 2025-11-19 02:32:10 UTC FDB020490 trans-Neochlorogenic acid Constituent of coffee and many other plants. First isolated from peaches (Prunus persica). trans-Neochlorogenic acid is found in coffee and coffee products, fruits, and pear. C16H18O9 354.3087 354.095082174 (1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid neochlorogenic acid OC1CC(O)(CC(OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C1O)C(O)=O InChI=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+ CWVRJTMFETXNAD-DUXPYHPUSA-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 Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Hydrocarbon derivatives Organic oxides Polyols Styrenes Tertiary alcohols 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 Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxy acid Hydroxycinnamic acid or derivatives Monocyclic benzene moiety Organic oxide Phenol Polyol Quinic acid Secondary alcohol Styrene Tertiary alcohol Caffeate derivatives cinnamate ester cyclitol carboxylic acid logp 0.17 ALOGPS logs -2.01 ALOGPS solubility 3.44e+00 g/l ALOGPS melting_point Mp 177-179° dec. logp -0.27 ChemAxon pka_strongest_acidic 3.33 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid ChemAxon average_mass 354.3087 ChemAxon mono_mass 354.095082174 ChemAxon smiles OC1CC(O)(CC(OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C1O)C(O)=O ChemAxon formula C16H18O9 ChemAxon inchi InChI=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+ ChemAxon inchikey CWVRJTMFETXNAD-DUXPYHPUSA-N ChemAxon polar_surface_area 164.75 ChemAxon refractivity 83.23 ChemAxon polarizability 33.12 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2259 Specdb::CMs 150147 Specdb::MsMs 44799 Specdb::MsMs 44800 Specdb::MsMs 44801 Specdb::MsMs 132639 Specdb::MsMs 132640 Specdb::MsMs 132641 Specdb::MsMs 2239868 Specdb::MsMs 2241827 Specdb::MsMs 2244035 Specdb::MsMs 2246071 Specdb::MsMs 2246122 Specdb::MsMs 2248151 Specdb::MsMs 2248251 Specdb::MsMs 2250143 Specdb::MsMs 2250287 Specdb::MsMs 2252090 Specdb::MsMs 2323837 Specdb::MsMs 2323838 Specdb::MsMs 2323839 Specdb::MsMs 2615637 Specdb::MsMs 2615638 Specdb::MsMs 2615639 Specdb::NmrOneD 74012 Specdb::NmrOneD 74013 Specdb::NmrOneD 74014 Specdb::NmrOneD 74015 Specdb::NmrOneD 74016 Specdb::NmrOneD 74017 Specdb::NmrOneD 74018 Specdb::NmrOneD 74019 Specdb::NmrOneD 74020 Specdb::NmrOneD 74021 Specdb::NmrOneD 74022 Specdb::NmrOneD 74023 Specdb::NmrOneD 74024 Specdb::NmrOneD 74025 Specdb::NmrOneD 74026 Specdb::NmrOneD 74027 Specdb::NmrOneD 74028 Specdb::NmrOneD 74029 Specdb::NmrOneD 74030 Specdb::NmrOneD 74031 Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Fruits Unknown generic Pear Type 1 specific Pyrus communis 23211 Robusta coffee Type 1 specific Coffea canephora 49390