MetaCyc Compound: L-quinate

Synonyms: (-)-quinic acid, (-)-quinate

Chemical Formula: C7H11O6

Molecular Weight: 191.16 Daltons

Monoisotopic Molecular Weight: 192.0633881178 Daltons

L-quinate compound structure

SMILES: C([O-])(=O)C1(O)(CC(O)C(O)C(O)C1)

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)/p-1/t3-,4-,5-,7+/m1/s1


Unification Links: CAS:77-95-2, ChEBI:29751, ChemSpider:1272058, KEGG:C00296, PubChem:1560034

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -108.37975Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

chlorogenic acid biosynthesis I , chlorogenic acid biosynthesis II , phenylpropanoid biosynthesis :
4-coumaryl-CoA + L-quinatetrans-5-O-(4-coumaroyl)-D-quinate + coenzyme A

quinate degradation I :
L-quinate + a quinone → 3-dehydroquinate + a quinol

quinate degradation II :
L-quinate + NAD+ → 3-dehydroquinate + NADH + H+

Reactions known to produce the compound:

caffeoylglucarate biosynthesis :
D-glucarate + trans-5-O-caffeoyl-D-quinate → 2-O-caffeoylglucarate + L-quinate

chlorogenic acid degradation :
trans-5-O-caffeoyl-D-quinate + H2O → trans-caffeate + L-quinate + H+

Reactions known to both consume and produce the compound:

caffeoylglucarate biosynthesis , chlorogenic acid biosynthesis I , phenylpropanoid biosynthesis :
trans-5-O-caffeoyl-D-quinate + coenzyme A ↔ trans-caffeoyl-CoA + L-quinate

In Reactions of unknown directionality:

Not in pathways:
L-quinate + NAD(P)+ = 3-dehydroquinate + NAD(P)H + H+
feruloyl-CoA + L-quinate = O-feruloylquinate + coenzyme A

This compound has been characterized as an alternative substrate of the following enzymes: shikimate dehydrogenase

Revised 19-Aug-2009 by Caspi R, SRI International


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Thu May 5, 2016, biocyc13.