Record Information |
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Version | 2.0 |
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Creation Date | 2012-10-10 12:16:59 -0600 |
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Update Date | 2015-06-03 17:25:56 -0600 |
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Secondary Accession Numbers | |
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Identification |
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Name: | 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate |
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Description | 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate is an intermediate in purine degradataion. It is a byproduct of 5-hydroxyisurate metabolism. It is generated by the enzyme hydroxyisourate hydrolase which catalyzes the reaction 5-hydroxyisourate + H2O <=> 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate. In most organisms, including some bacteria (such as E. coli), plants, and certain animals, urate is metabolized via a common pathway, producing the stereospecific form S-allantoin as the final product. In the first step of the pathway factor-independent urate hydroxylase catalyzes the conversion of urate to 5-hydroxyisourate. 5-hydroxyisourate is relatively unstable, and often decomposes in vitro to yield racemic allantoin. Hydroxyisourate hydrolase catalyzes the hydrolysis of the N1-C6 bond of 5-hydroxyisourate to form 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate. |
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Structure | |
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Synonyms: | - 2-oxo-4-Hydroxy-4-carboxy-5-ureidoimidazoline
- 4-(carbamoylamino)-5-Hydroxy-2-oxo-1H-imidazole-5-carboxylate
- 4-(carbamoylamino)-5-hydroxy-2-oxo-1H-imidazole-5-carboxylic acid
- 4-(carbamoylamino)-5-Hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylate
- 4-(Carbamoylamino)-5-hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylic acid
- 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylic acid
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Chemical Formula: | C5H6N4O5 |
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Weight: | Average: 202.1249 Monoisotopic: 202.033819322 |
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InChI Key: | WHKYNCPIXMNTRQ-UHFFFAOYSA-N |
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InChI: | InChI=1S/C5H6N4O5/c6-3(12)7-1-5(14,2(10)11)9-4(13)8-1/h14H,(H,10,11)(H4,6,7,8,9,12,13) |
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CAS number: | Not Available |
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IUPAC Name: | 4-(carbamoylamino)-5-hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylic acid |
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Traditional IUPAC Name: | 5-(carbamoylamino)-4-hydroxy-2-oxo-3H-imidazole-4-carboxylic acid |
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SMILES: | NC(=O)NC1=NC(=O)NC1(O)C(O)=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Alpha amino acids and derivatives |
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Alternative Parents | |
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Substituents | - Alpha-amino acid or derivatives
- Alpha-hydroxy acid
- Hydroxy acid
- 3-imidazoline
- Carbonic acid derivative
- Urea
- Alkanolamine
- Amidine
- Carboxylic acid amidine
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Azacycle
- Carboximidamide
- Propargyl-type 1,3-dipolar organic compound
- Organic 1,3-dipolar compound
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organonitrogen compound
- Organooxygen compound
- Carbonyl group
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Physical Properties |
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State: | Not Available |
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Charge: | -1 |
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Melting point: | Not Available |
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Experimental Properties: | |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations: | Cytoplasm |
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Reactions: | |
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SMPDB Pathways: | Not Available |
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KEGG Pathways: | |
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EcoCyc Pathways: | Not Available |
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Concentrations |
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| Not Available |
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Spectra |
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Spectra: | Spectrum Type | Description | Splash Key | |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-08fu-6900000000-d10ae3e6c0ec2b2ce715 | View in MoNA |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-004i-3091000000-2d5a8154318d1c851aeb | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0ik9-1930000000-aa0ce54956d155b53ae0 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-1900000000-4b7e4cde80ee20857785 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-006x-9000000000-b47e099fd673e89bef01 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4l-1900000000-ada3c5b0af634149d258 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-07vi-7900000000-8cfac7d8a2916a662122 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-000x-9000000000-87b0901f8a0972ac01f0 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0290000000-6aef2ea3d16e64f66e0a | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0gw3-0920000000-77d0905884a3fca8fd7d | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-11c7af77cb066557a541 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0690000000-81226e034d27b996a665 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03dl-3900000000-6c8214de7999a22c4230 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-04fd0d084ea29b98bee7 | View in MoNA |
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References |
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References: | Not Available |
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Synthesis Reference: | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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Links |
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External Links: | |
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