1.0 2010-04-08 22:04:51 UTC 2019-11-26 02:56:03 UTC FDB001170 (-)-Quinic acid Occurs in coffee beans and many other plant sources. Food acidulant with good taste characteristics, use limited by cost Quinic acid is an organic acid which is found in cinchona bark and elsewhere in plants. More specifically, quinic acid is a crystalline acid obtained from cinchona bark, coffee beans, tobacco leaves, carrot leaves, apples, peaches, pears, plums, vegetables etc. Quinic acid and Shikimic acid are key intermediates in the biosynthesis of aromatic compounds in living systems. Quinic acid can also be made synthetically by hydrolysis of chlorogenic acid. Quinic acid is implicated in the perceived acidity of coffee.; Quinic acid, C7H12O6 is a crystalline acid obtained from cinchona bark, coffee beans, and other plant products and made synthetically by hydrolysis of chlorogenic acid. Quinic acid is also implicated in the perceived acidity of coffee.; This acid is a versatile chiral starting material for the synthesis of new pharmaceuticals. A new medicament for the treatment of influenza A and B strains called Tamiflu has been successfully developed and launched into the market recently. (-)-Quinate (-)-Quinic acid (1R,3R,4R,5R)-(-)-Tetrahydroxycyclohexanecarboxylic acid (1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid Chinate Chinic acid D-(-)-Quinic acid D-Quinic acid Kinate Kinic acid L-Quinate L-Quinic acid N-(2-Phenylethyl)-acetamide N-Acetylphenylethylamine N-Qcetylphenylethylamine Quinate Quinic acid C7H12O6 192.1666 192.063388116 1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid quinic acid 77-95-2 OC1CC(O)(CC(O)C1O)C(O)=O InChI=1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12) AAWZDTNXLSGCEK-UHFFFAOYSA-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 Aliphatic homomonocyclic compounds Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Cyclohexanols Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Tertiary alcohols Aliphatic homomonocyclic compound Alpha-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclohexanol Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Organic oxide Polyol Quinic acid Secondary alcohol Tertiary alcohol Solid logp -2.46 ALOGPS logs 0.60 ALOGPS solubility 7.65e+02 g/l ALOGPS melting_point Mp 162-163° logp -2.7 ChemAxon pka_strongest_acidic 3.46 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid ChemAxon average_mass 192.1666 ChemAxon mono_mass 192.063388116 ChemAxon smiles OC1CC(O)(CC(O)C1O)C(O)=O ChemAxon formula C7H12O6 ChemAxon inchi InChI=1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12) ChemAxon inchikey AAWZDTNXLSGCEK-UHFFFAOYSA-N ChemAxon polar_surface_area 118.22 ChemAxon refractivity 39.71 ChemAxon polarizability 17.13 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 3977 Specdb::NmrOneD 4262 Specdb::CMs 5771 Specdb::MsMs 240517 Specdb::MsMs 240518 Specdb::MsMs 240519 Specdb::MsMs 242572 Specdb::MsMs 242573 Specdb::MsMs 242574 HMDB03072 17521 #<Reference:0x000055ce32784550> #<Reference:0x000055ce32786968> American cranberry Type 1 specific Vaccinium macrocarpon 13750 Apple Type 1 specific Malus pumila 283210 Apple cider Type 2 specific Apricot Type 1 specific Prunus armeniaca 36596 Arabica coffee Type 1 specific Coffea arabica 13443 Banana Type 1 specific Musa acuminata 4641 Bilberry Type 1 specific Vaccinium myrtillus 180763 3500.0 3500.0 3500.0 mg/100 g Black tea Type 1 Blackcurrant Type 1 specific Ribes nigrum 78511 Broad bean Type 1 specific Vicia faba 3906 Broccoli Type 1 specific Brassica oleracea var. italica 36774 Brussel sprouts Type 1 specific Brassica oleracea var. gemmifera 178616 Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Carrot Type 1 specific Daucus carota ssp. sativus 79200 Chives Type 1 specific Allium schoenoprasum 74900 Citrus Unknown generic Coconut Type 1 specific Cocos nucifera 13894 Coffee Type 1 generic Coffea 13442 Coffee and coffee products Unknown generic Common grape Type 1 specific Vitis vinifera 29760 Common pea Type 1 specific Pisum sativum 3888 Corn Type 1 specific Zea mays 4577 European plum Type 1 specific Prunus domestica 3758 Fennel Type 1 specific Foeniculum vulgare 48038 Fig Type 1 specific Ficus carica 3494 French plantain Type 1 specific Musa X paradisiaca 89151 Fruits Unknown generic Garden onion Type 1 specific Allium cepa 4679 German camomile Type 1 specific Matricaria recutita 127986 Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Gooseberry Type 1 specific Ribes uva-crispa 135518 Green bell pepper Type 1 specific Capsicum annuum 4072 Green tea Type 1 Herbal tea Type 1 Kiwi Type 1 specific Actinidia chinensis 3625 Lime Type 1 specific Citrus aurantiifolia 159033 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Mango Type 1 specific Mangifera indica 29780 Mung bean Type 1 specific Vigna radiata 157791 Orange bell pepper Type 1 specific Capsicum annuum 4072 Papaya Type 1 specific Carica papaya 3649 Parsley Type 1 specific Petroselinum crispum 4043 Peach Type 1 specific Prunus persica 3760 Pear Type 1 specific Pyrus communis 23211 Pineapple Type 1 specific Ananas comosus 4615 Pomegranate Type 1 specific Punica granatum 22663 Pomes Unknown generic Potato Type 1 specific Solanum tuberosum 4113 Red beetroot Type 1 specific Beta vulgaris var. rubra Red bell pepper Type 1 specific Capsicum annuum 4072 Red tea Type 1 Rice Type 1 specific Oryza sativa 4530 Robusta coffee Type 1 specific Coffea canephora 49390 Sea-buckthornberry Type 1 specific Hippophae rhamnoides 193516 Sour cherry Type 1 specific Prunus cerasus 140311 Sunflower Type 1 specific Helianthus annuus 4232 Sweet orange Type 1 specific Citrus sinensis 2711 Tamarind Type 1 specific Tamarindus indica 58860 Tea Type 1 specific Camellia sinensis 4442 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. Wild carrot Type 1 specific Daucus carota 4039 Wild celery Type 1 specific Apium graveolens 4045 Yellow bell pepper Type 1 specific Capsicum annuum 4072 Choleretic 801