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MetaCyc Compound: 4-imidazolone-5-propanoate

Synonyms: 4-imidazolone-5-propionate, 4-imidazolone-5-propionic acid, 4,5-dihydro-4-oxo-5-imidazolepropanoate, imidazolone propionic acid, imidazolonepropanoate, imidazolone propionate, (S)-3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate, 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate, 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide

Chemical Formula: C6H7N2O3

Molecular Weight: 155.13 Daltons

Monoisotopic Molecular Weight: 156.0534921335 Daltons

4-imidazolone-5-propanoate compound structure

SMILES: C(C1(C(=O)N=CN1))CC(=O)[O-]

InChI: InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11)/p-1

InChIKey: InChIKey=HEXMLHKQVUFYME-UHFFFAOYSA-M

Unification Links: CAS:17340-16-8 , ChEBI:57255 , HMDB:HMDB01014 , KEGG:C03680 , MetaboLights:MTBLC57255 , PubChem:25243959

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -29.02422 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

L-histidine degradation I , L-histidine degradation II , L-histidine degradation III :
4-imidazolone-5-propanoate + H2O → N-formimino-L-glutamate

L-histidine degradation VI :
4-imidazolone-5-propanoate + an unknown reduced electron acceptor + oxygen + H2O → 4-oxoglutaramate + ammonium + formate + an unknown oxidized electron acceptor
4-imidazolone-5-propanoate + H2O → formyl-L-isoglutamine
4-imidazolone-5-propanoate + H2O → N-formimino-L-glutamate
4-imidazolone-5-propanoate + oxygen + H2O → hydantoin-5-propionate + hydrogen peroxide

Reactions known to produce the compound:

L-histidine degradation I , L-histidine degradation II , L-histidine degradation III , L-histidine degradation VI :
4-imidazolone-5-propanoate ← urocanate + H2O

Credits:
Revised 08-Feb-2013 by Caspi R , SRI International


References

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 SRI International Pathway Tools version 19.0 on Thu Mar 26, 2015, biocyc12.