Escherichia coli K-12 substr. MG1655 Compound: trans-aconitate

Synonyms: trans-aconitic acid, (E)-prop-1-ene-1,2,3-tricarboxylate

Superclasses: an acidall carboxy acidsa carboxylatea tricarboxylate

Chemical Formula: C6H3O6

Molecular Weight: 171.09 Daltons

Monoisotopic Molecular Weight: 174.0164379252 Daltons

<i>trans</i>-aconitate compound structure

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

InChI: InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/p-3/b3-1+


Unification Links: CAS:4023-65-8, ChEBI:15708, ChemSpider:4451452, HMDB:HMDB00958, IAF1260:39643, KEGG:C02341, PubChem:5289496

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -222.28

Reactions known to consume the compound:

Not in pathways:
trans-aconitate + S-adenosyl-L-methionine → (E)-3-(methoxycarbonyl)pent-2-enedioate + S-adenosyl-L-homocysteine

Reactions known to produce the compound:

Not in pathways:
a carboxylic ester + H2O → an alcohol + a carboxylate + H+
an aldehyde + NADP+ + H2O → a carboxylate + NADPH + 2 H+
an acyl phosphate + H2O → a carboxylate + phosphate + H+
an acyl-CoA + H2O → a carboxylate + coenzyme A + H+
a 1-acyl 2-lyso-phosphatidylcholine + H2O → a carboxylate + sn-glycero-3-phosphocholine + H+

In Reactions of unknown directionality:

Not in pathways:
trans-aconitate = cis-aconitate

Not in pathways:
a 2-acyl 1-lyso-phosphatidylcholine + H2O = a carboxylate + sn-glycero-3-phosphocholine + H+
an aldehyde[periplasm] + FAD[periplasm] + H2O[periplasm] = a carboxylate[periplasm] + FADH2[periplasm]

Enzymes inhibited by trans-aconitate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: prephenate dehydratase [Baldwin83]


Baldwin83: Baldwin GS, Davidson BE (1983). "Kinetic studies on the mechanism of chorismate mutase/prephenate dehydratase from Escherichia coli K12." Biochim Biophys Acta 1983;742(2);374-83. PMID: 6337635

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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by Pathway Tools version 19.5 (software by SRI International) on Mon Nov 30, 2015, biocyc13.