| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-10-10 12:17:04 -0600 |
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| Update Date | 2015-06-03 17:25:57 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | 5-Hydroxyisourate |
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| Description | 5-Hydroxyisourate is involved in purine degradation. It is a substrate of 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. |
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| Structure | |
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| Synonyms: | - 5-Hydroxy-2,6-dioxo-2,5,6,7-tetrahydro-1H-purin-8-olate
- 5-Hydroxy-2,6-dioxo-2,5,6,7-tetrahydro-1H-purin-8-olic acid
- 5-hydroxy-3,7-dihydropurine-2,6,8-trione
- 5-Hydroxy-5,7-dihydro-1H-purin-2,6,8(3H)-trion
- 5-hydroxy-5,7-dihydro-1H-purine-2,6,8(9H)-trione
- 5-Hydroxyisoate
- 5-Hydroxyisoic acid
- 5-Hydroxyisouric acid
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| Chemical Formula: | C5H4N4O4 |
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| Weight: | Average: 184.1097
Monoisotopic: 184.023254636 |
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| InChI Key: | LTQYPAVLAYVKTK-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C5H4N4O4/c10-2-5(13)1(6-3(11)8-2)7-4(12)9-5/h13H,(H3,6,7,8,9,10,11,12) |
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| CAS number: | Not Available |
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| IUPAC Name: | 5-hydroxy-2,3,5,6,7,8-hexahydro-1H-purine-2,6,8-trione |
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| Traditional IUPAC Name: | 5-hydroxyisourate |
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| SMILES: | OC12NC(=O)N=C1NC(=O)NC2=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Imidazopyrimidines |
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| Sub Class | Purines and purine derivatives |
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| Direct Parent | Xanthines |
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| Alternative Parents | |
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| Substituents | - Xanthine
- Alpha-amino acid or derivatives
- Purinone
- Alkaloid or derivatives
- N-acyl urea
- Pyrimidone
- Ureide
- 1,3-diazinane
- Pyrimidine
- Dicarboximide
- 3-imidazoline
- Carbonic acid derivative
- Urea
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Amidine
- Carboxylic acid amidine
- Carboxylic acid derivative
- Carboximidamide
- Azacycle
- Alkanolamine
- Organic nitrogen compound
- Carbonyl group
- Organic oxygen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Organooxygen compound
- Organopnictogen compound
- Organic oxide
- Aliphatic heteropolycyclic compound
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| Molecular Framework | Aliphatic heteropolycyclic 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: | 0 |
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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: | |
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| References |
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| References: | - Afendi FM, Okada T, Yamazaki M, Hirai-Morita A, Nakamura Y, Nakamura K, Ikeda S, Takahashi H, Altaf-Ul-Amin M, Darusman LK, Saito K, Kanaya S. (2012) KNApSAcK family databases: integrated metabolite-plant species databases for multifaceted plant research. Plant Cell Physiol. 2012 Feb;53(2):e1.
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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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