1.0 2010-04-08 22:05:25 UTC 2025-11-18 22:38:20 UTC FDB002562 Neochlorogenic acid Neochlorogenic acid, also known as neochlorogenate or 3-O-caffeoylquinic acid, belongs to quinic acids and derivatives class of compounds. Those 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. Neochlorogenic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). Neochlorogenic acid can be found in a number of food items such as quince, chicory, white cabbage, and grape wine, which makes neochlorogenic acid a potential biomarker for the consumption of these food products. Neochlorogenic acid is a natural polyphenolic compound found in some types of dried fruits and a variety of other plant sources such as peaches. It is an isomer of chlorogenic acid . (E)-Neochlorogenic acid 3-Caffeoylquinic acid? 3-O-Caffeoylquinic acid? 5-(3,4-Dihydroxycinnamoyl)quinic acid 5-Caffeoylquinic acid Neochlorogenic acid 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 906-33-2 O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@H]1O)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+/t11-,12-,14+,16-/m1/s1 CWVRJTMFETXNAD-NXLLHMKUSA-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 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 O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@H]1O)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+/t11-,12-,14+,16-/m1/s1 ChemAxon inchikey CWVRJTMFETXNAD-NXLLHMKUSA-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::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 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 Apple Type 1 specific Malus pumila 283210 0.0 0.0 0.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 5.38 5.380000019 5.380000019 mg/100 g Arabica coffee Type 1 specific Coffea arabica 13443 54.857001 57.914001942 51.799999237 mg/100 g Beer Type 2 specific 3.1525 6.98 1.37 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 7.5 14.0 1.0 mg/100 g Black tea Type 1 0.290589 0.332759976 0.248418973 mg/100 g Blackcurrant Type 1 specific Ribes nigrum 78511 4.3 4.300000111 4.300000111 mg/100 g Broccoli Type 1 specific Brassica oleracea var. italica 36774 5.868125 5.868125048 5.868125048 mg/100 g Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.065714 0.065714287 0.065714287 mg/100 g Chicory Type 1 specific Cichorium intybus 13427 Coffee Type 1 generic Coffea 13442 54.857001 57.914001942 51.799999237 mg/100 g Common grape Type 1 specific Vitis vinifera 29760 Common walnut Type 1 specific Juglans regia 51240 Corn Type 1 specific Zea mays 4577 Eggplant Type 1 specific Solanum melongena 4111 European plum Type 1 specific Prunus domestica 3758 97.238523 118.594599956 75.882446675 mg/100 g Evening primrose Type 1 specific Oenothera biennis 3942 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 0.0 0.0 0.0 mg/100 g Gooseberry Type 1 specific Ribes uva-crispa 135518 0.35 0.350000009 0.350000009 mg/100 g Grape wine Type 2 specific 4.08 4.079999924 4.079999924 mg/100 g Green tea Type 1 0.290589 0.332759976 0.248418973 mg/100 g Herbal tea Type 1 Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.6 0.599999994 0.599999994 mg/100 g Jostaberry Type 1 specific Ribes × nidigrolaria 2.6 2.599999905 2.599999905 mg/100 g Loquat Type 1 specific Eriobotrya japonica 32224 15.712857 15.712857246 15.712857246 mg/100 g Nectarine Type 1 specific Prunus persica var. nucipersica 323851 4.549018 5.134285727 3.963749871 mg/100 g Peach (var.) Type 1 specific Prunus persica var. persica 323852 6.440454 8.749999881 4.130909085 mg/100 g Pear Type 1 specific Pyrus communis 23211 0.0 0.0 0.0 mg/100 g Pomegranate Type 1 specific Punica granatum 22663 Potato Type 1 specific Solanum tuberosum 4113 Quince Type 1 specific Cydonia oblonga 36610 1.801461 3.696250032 0.353846156 mg/100 g Red raspberry Type 1 specific Rubus idaeus 32247 0.0 0.0 0.0 mg/100 g Red tea Type 1 Redcurrant Type 1 specific Ribes rubrum 175228 0.0 0.0 0.0 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 47.326667 57.914001942 32.26599884 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 Rowanberry Type 1 specific Sorbus aucuparia 36599 27.299999 27.299999237 27.299999237 mg/100 g Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 4.533333 4.533333302 4.533333302 mg/100 g Rye bread Type 2 specific 0.0 0.0 0.0 mg/100 g Sacred lotus Type 1 specific Nelumbo nucifera 4432 Sour cherry Type 1 specific Prunus cerasus 140311 19.1 19.100000064 19.100000064 mg/100 g Soy bean Type 1 specific Glycine max 3847 Spinach Type 1 specific Spinacia oleracea 3562 Strawberry Type 1 specific Fragaria X ananassa 3747 0.0 0.0 0.0 mg/100 g Sunflower Type 1 specific Helianthus annuus 4232 Sweet cherry Type 1 specific Prunus avium 42229 44.71 44.709999752 44.709999752 mg/100 g Sweet potato Type 1 specific Ipomoea batatas 4120 Tea Type 1 specific Camellia sinensis 4442 0.290589 0.332759976 0.248418973 mg/100 g White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. 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. Vulnerary 1430 A drug used in treating and healing of wounds.