1.0 2010-04-08 22:04:33 UTC 2025-11-18 22:17:31 UTC FDB000379 L-Malic acid caffeate Isolated from leaves of French bean (Phaseolus vulgaris) and from Trifolium pratense (red clover). L-Malic acid caffeate is found in many foods, some of which are yellow wax bean, herbs and spices, tea, and pulses. (S)-Phaselic acid Caffeoyl-L-malic acid Caffeoylmalic acid L-Malic acid caffeate Phaseolic acid? C13H12O8 296.2296 296.05321736 2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid 2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid 53755-04-7 OC(=O)CC(OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O InChI=1S/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+ PMKQSEYPLQIEAY-DUXPYHPUSA-N belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Coumaric acids and derivatives Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Carbonyl compounds Carboxylic acids Catechols Cinnamic acid esters Enoate esters Fatty acid esters Hydrocarbon derivatives Organic oxides Styrenes Tricarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alpha,beta-unsaturated carboxylic ester Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Cinnamic acid ester Coumaric acid or derivatives Enoate ester Fatty acid ester Fatty acyl Hydrocarbon derivative Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Styrene Tricarboxylic acid or derivatives logp 1.87 ALOGPS logs -2.95 ALOGPS solubility 3.32e-01 g/l ALOGPS logp 1.31 ChemAxon pka_strongest_acidic 3.07 ChemAxon pka_strongest_basic -6.3 ChemAxon iupac 2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid ChemAxon average_mass 296.2296 ChemAxon mono_mass 296.05321736 ChemAxon smiles OC(=O)CC(OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O ChemAxon formula C13H12O8 ChemAxon inchi InChI=1S/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+ ChemAxon inchikey PMKQSEYPLQIEAY-DUXPYHPUSA-N ChemAxon polar_surface_area 141.36 ChemAxon refractivity 68.4 ChemAxon polarizability 26.85 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10742 Specdb::CMs 41272 Specdb::CMs 172433 Specdb::MsMs 108036 Specdb::MsMs 108037 Specdb::MsMs 108038 Specdb::MsMs 175164 Specdb::MsMs 175165 Specdb::MsMs 175166 Specdb::MsMs 2785570 Specdb::MsMs 2785571 Specdb::MsMs 2785572 Specdb::MsMs 2924149 Specdb::MsMs 2924150 Specdb::MsMs 2924151 HMDB29318 #<Reference:0x000055ce3201eec8> Black tea Type 1 Common bean Type 1 specific Phaseolus vulgaris 3885 Green bean Type 1 specific Phaseolus vulgaris 3885 Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Pear Type 1 specific Pyrus communis 23211 Pulses Unknown generic Radish Type 1 specific Raphanus sativus 3726 Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885