Quinic acid is a cyclitol, a cyclic polyol, and a cyclohexanecarboxylic acid. It is a colorless solid that can be extracted from plant sources. Quinic acid is implicated in the perceived acidity of coffee.

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Quinic acid

Names
Preferred IUPAC name (1S,3R,4S,5R)-1,3,4,5-Tetrahydroxycyclohexane-1-carboxylic acid
Identifiers
CAS Number	77-95-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17521 Y
ChEMBL	ChEMBL465398 Y
ChemSpider	10246715 Y
ECHA InfoCard	100.000.976
PubChem CID	6508
UNII	058C04BGYI Y
CompTox Dashboard (EPA)	DTXSID70998288
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 Y Key: AAWZDTNXLSGCEK-WYWMIBKRSA-N Y InChI=1/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 Key: AAWZDTNXLSGCEK-WYWMIBKRBU
SMILES O[C@]1(C[C@@H](O)[C@@H](O)[C@H](O)C1)C(O)=O
Properties
Chemical formula	C7H12O6
Molar mass	192.17 g/mol
Density	1.35 g/cm3
Melting point	168 °C (334 °F; 441 K)
Hazards
NFPA 704 (fire diamond)	0 0 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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The compound is obtained from cinchona bark, coffee beans, and the bark of Eucalyptus globulus.^[1] It is a constituent of the tara tannins.

Urtica dioica, the European stinging nettle, is another common source.

It is made synthetically by hydrolysis of chlorogenic acid. Quinic acid is also implicated in the perceived acidity of coffee.

This substance was isolated for the first time in 1790 by German pharmacist Friedrich Christian Hofmann in Leer from Cinchona.^[2] Its transformation into hippuric acid by animal metabolism was studied by German chemist Eduard Lautemann in 1863.^[3]

Its biosynthesis begins with the transformation of glucose into erythrose 4-phosphate. This four-carbon substrate is condensed with phosphoenol pyruvate to give the seven-carbon 3-deoxy-D-arabinoheptulosonate 7-phosphate (DAHP) by the action of a synthase. Two subsequent steps involving dehydroquinic acid synthase and a dehydrogenase afford the compound.^[4]

Derived bicyclic lactones are called quinides. One example is 4-caffeoyl-1,5-quinide.

Dehydrogenation and oxidation of quinic acid affords gallic acid.^[4]

Quinic acid is used as an astringent.

This acid is a versatile chiral starting material for the synthesis of pharmaceuticals.^[4] It is a building block in the synthesis of Oseltamivir, which is used to treat influenza A and B.