1.0 2020-03-18 23:25:02 UTC 2020-11-18 16:34:47 UTC CDB000107 Quinic acid Quinic acid, also known as quinate, 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. It is also a cyclic polyol and a sugar acid. Quinic acid is a colorless solid that is neutral. Quinic acid can also be made synthetically by hydrolysis of chlorogenic acid. It contributes to the perceived acidity of coffee and therefore is found in coffee beans as well as in cinchona bark, tobacco leaves, carrot leaves, apples, peaches, pears, plums and vegetables. Quinic acid is one of the acids that have been identified in cannabis plant (PMID: 6991645). Chinic acid D-Quinic acid Kinic acid (-)-Quinic acid Chinate D-Quinate Kinate (-)-Quinate Quinate (1alpha,3R,4alpha,5R)-1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid (1Α,3R,4α,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid 1,3,4,5-Tetrahydroxycyclohexane-1-carboxylic acid 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid D-(-)-Quinic acid Hexahydro-1,3,4,5-tetrahydroxybenzoic acid Quinic acid C7H12O6 192.17 192.0634 (1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid (-)-quinic acid 77-95-2 O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)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)/t3-,4-,5-,7+/m1/s1 AAWZDTNXLSGCEK-WYWMIBKRSA-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 quinic acid water_solubility 290 mg/mL at 9 °C logp 1.19 RADZICKA,A & WOLFENDEN,R (1988) melting_point 162.5 °C logp -2.46 ALOGPS logs 0.60 ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 3.46 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid ChemAxon average_mass 192.17 ChemAxon mono_mass 192.0634 ChemAxon smiles O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)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)/t3-,4-,5-,7+/m1/s1 ChemAxon inchikey AAWZDTNXLSGCEK-WYWMIBKRSA-N ChemAxon polar_surface_area 118.22 ChemAxon refractivity 39.71 ChemAxon polarizability 17.02 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon FDB112392 C00296 10246715 6508 C00001201 17521 QUINATE Quinic_acid Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. 6991645