Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: gallate

Synonyms: gallic acid, 3,4,5-trihydroxybenzoic acid, 3,4,5-trihydroxybenzoate, pyrogallol-5-carboxylic acid, pyrogallol-5-carboxylate

Chemical Formula: C7H5O5

Molecular Weight: 169.11 Daltons

Monoisotopic Molecular Weight: 170.0215233031 Daltons

SMILES: C([O-])(=O)C1(C=C(C(=C(C=1)O)O)O)

InChI: InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)/p-1

InChIKey: InChIKey=LNTHITQWFMADLM-UHFFFAOYSA-M

Unification Links: CAS:149-91-7 , ChEBI:16918 , ChemSpider:3790309 , HMDB:HMDB05807 , KEGG:c01424 , PubChem:54675821 , UMBBD-Compounds:c0006

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -120.44646 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

gallate degradation I :
gallate + oxygen → (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate + 2 H+

gallate degradation II :
gallate + oxygen → 2-pyrone-4,6-dicarboxylate + H2O + H+

galloylated catechin biosynthesis , pentagalloylglucose biosynthesis :
UDP-α-D-glucose + gallate → 1-O-galloyl-β-D-glucose + UDP

Reactions known to produce the compound:

gallate biosynthesis :
3,5-didehydroshikimate → gallate

syringate degradation :
3-O-methylgallate + a tetrahydrofolate → gallate + an N5-methyl-tetrahydrofolate

Not in pathways:
digallate + H2O → 2 gallate + H+

Reactions known to both consume and produce the compound:

gallate degradation III (anaerobic) :
gallate + H+ ↔ CO2 + pyrogallol

Enzymes inhibited by gallate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: glutamate decarboxylase A [Youngs91, Helmward89] , glutamate decarboxylase B [Youngs91, Helmward89]


References

Helmward89: Helmward Z "Handbook of Enzyme Inhibitors. 2nd, revised and enlarged edition." Weinheim, Federal Republic of Germany ; New York, NY, USA , 1989.

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

Youngs91: Youngs TL, Tunnicliff G (1991). "Substrate analogues and divalent cations as inhibitors of glutamate decarboxylase from Escherichia coli." Biochem Int 1991;23(5);915-22. PMID: 1883399


Report Errors or Provide Feedback
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 SRI International Pathway Tools version 18.5 on Thu Dec 18, 2014, biocyc11.