1.0 2010-04-08 22:05:26 UTC 2020-02-24 19:10:33 UTC FDB002583 3-O-Feruloylquinic acid Constituent of coffee beansand is also from tomato (Lycopersicon esculentum) and sunflower (Helianthus annuus). 3-O-Feruloylquinic acid is found in many foods, some of which are chicory, fats and oils, garden tomato (variety), and coffee and coffee products. 3-Ferulylquinic acid 3-O-Feruloylquinic acid C17H20O9 368.3353 368.110732238 1,3,4-trihydroxy-5-{[(2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid 1,3,4-trihydroxy-5-{[(2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid 62929-69-5 COC1=C(O)C=C(\C=C/C(=O)OC2CC(O)(CC(O)C2O)C(O)=O)C=C1 InChI=1S/C17H20O9/c1-25-12-4-2-9(6-10(12)18)3-5-14(20)26-13-8-17(24,16(22)23)7-11(19)15(13)21/h2-6,11,13,15,18-19,21,24H,7-8H2,1H3,(H,22,23)/b5-3- ZHBZPCLRULAFBL-HYXAFXHYSA-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 Alkyl aryl ethers Alpha hydroxy acids and derivatives Anisoles Carbonyl compounds Carboxylic acids Cinnamic acid esters Coumaric acids and derivatives Cyclohexanols Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Phenoxy compounds Polyols Styrenes Tertiary alcohols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Alpha-hydroxy acid Anisole Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Cinnamic acid ester Cinnamic acid or derivatives Coumaric acid or derivatives Cyclohexanol Dicarboxylic acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxy acid Hydroxycinnamic acid or derivatives Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Phenol Phenol ether Phenoxy compound Polyol Quinic acid Secondary alcohol Styrene Tertiary alcohol logp 0.25 ALOGPS logs -2.07 ALOGPS solubility 3.16e+00 g/l ALOGPS melting_point Mp 196-197° logp -0.12 ChemAxon pka_strongest_acidic 3.33 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 1,3,4-trihydroxy-5-{[(2Z)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid ChemAxon average_mass 368.3353 ChemAxon mono_mass 368.110732238 ChemAxon smiles COC1=C(O)C=C(\C=C/C(=O)OC2CC(O)(CC(O)C2O)C(O)=O)C=C1 ChemAxon formula C17H20O9 ChemAxon inchi InChI=1S/C17H20O9/c1-25-12-4-2-9(6-10(12)18)3-5-14(20)26-13-8-17(24,16(22)23)7-11(19)15(13)21/h2-6,11,13,15,18-19,21,24H,7-8H2,1H3,(H,22,23)/b5-3- ChemAxon inchikey ZHBZPCLRULAFBL-HYXAFXHYSA-N ChemAxon polar_surface_area 153.75 ChemAxon refractivity 87.72 ChemAxon polarizability 35.39 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14410 Specdb::CMs 42074 Specdb::MsMs 71766 Specdb::MsMs 71767 Specdb::MsMs 71768 Specdb::MsMs 130500 Specdb::MsMs 130501 Specdb::MsMs 130502 HMDB30669 #<Reference:0x000055ce32613630> Arabica coffee Type 1 specific Coffea arabica 13443 Chicory Type 1 specific Cichorium intybus 13427 Coffee and coffee products Unknown generic Fats and oils Unknown generic Garden tomato Type 1 specific Solanum lycopersicum 4081 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Robusta coffee Type 1 specific Coffea canephora 49390