Showing Metabocard for 4-imidazolone-5-propanoate (BASm0006328)
| Common Name | 4-imidazolone-5-propanoate | ||||||
|---|---|---|---|---|---|---|---|
| Description | 4-Imidazolone-5-propanoate is a metabolite of histidine metabolism. It is produced from urocanic acid by the enzyme urocanate hydratase [EC:4.2.1.49]. 4-Imidazolone-5-propionic acid can spontaneously decay to 4-oxoglutaramate or formylisoglutamine. It is also converted to N-forminimo-L-glutamate by the enzyme imidazolonepropionase [EC:3.5.2.7]. | ||||||
| Structure | |||||||
| Molecular Formula | C6H8N2O3 | ||||||
| Average Mass | 156.13930 | ||||||
| Monoisotopic Mass | 156.05349 | ||||||
| IUPAC Name | 3-(5-oxo-4,5-dihydro-1H-imidazol-4-yl)propanoic acid | ||||||
| Traditional Name | 3-(5-oxo-1,4-dihydroimidazol-4-yl)propanoic acid | ||||||
| CAS Registry Number | 17340-16-8 | ||||||
| SMILES | O=C([O-])CC[c-]1[nH]c[nH+]c1=O | ||||||
| InChI Identifier | 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) | ||||||
| InChI Key | HEXMLHKQVUFYME-UHFFFAOYSA-N | ||||||
| CHEBI ID | CHEBI:77893 | ||||||
| HMDB ID | HMDB0001014 | ||||||
| Pathways |
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| State | Solid | ||||||
| Water Solubility | 1.04e+01 g/l | ||||||
| logP | -1.13 | ||||||
| logS | -1.17 | ||||||
| pKa (Strongest Acidic) | 3.51 | ||||||
| pKa (Strongest Basic) | 4.69 | ||||||
| Hydrogen Acceptor Count | 4 | ||||||
| Hydrogen Donor Count | 2 | ||||||
| Polar Surface Area | 78.76 Ų | ||||||
| Rotatable Bond Count | 3 | ||||||
| Physiological Charge | -1 | ||||||
| Formal Charge | 0 | ||||||
| Refractivity | 35.22 m³·mol⁻¹ | ||||||
| Polarizability | 14.27 |