Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:11:47 UTC |
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Update date | 2024-11-29 22:25:51 UTC |
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Primary ID | FDB015350 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | Uric acid |
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Description | Uric acid, also known as urate or lithate, 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. An oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8. Uric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Uric acid exists in all living species, ranging from bacteria to humans. uric acid can be biosynthesized from xanthine through its interaction with the enzyme xanthine dehydrogenase/oxidase. In humans, uric acid is involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency pathway. Outside of the human body, Uric acid is found, on average, in the highest concentration within milk (cow) and garden cress. Uric acid has also been detected, but not quantified in, several different foods, such as mamey sapotes, american pokeweeds, horned melons, towel gourds, and mammee apples. This could make uric acid a potential biomarker for the consumption of these foods. Uric acid is a potentially toxic compound. Uric acid, with regard to humans, has been found to be associated with several diseases such as bacterial meningitis, gout, and nucleotide depletion syndrome; uric acid has also been linked to several inborn metabolic disorders including primary hypomagnesemia and 3-methyl-crotonyl-glycinuria. |
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CAS Number | 69-93-2 |
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Structure | |
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Synonyms | |
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Predicted Properties | |
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Chemical Formula | C5H4N4O3 |
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IUPAC name | 2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione |
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InChI Identifier | InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12) |
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InChI Key | LEHOTFFKMJEONL-UHFFFAOYSA-N |
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Isomeric SMILES | O=C1NC2=C(N1)C(=O)NC(=O)N2 |
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Average Molecular Weight | 168.1103 |
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Monoisotopic Molecular Weight | 168.028340014 |
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Classification |
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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
- 6-oxopurine
- Purinone
- Alkaloid or derivatives
- Pyrimidone
- Pyrimidine
- Azole
- Imidazole
- Heteroaromatic compound
- Vinylogous amide
- Lactam
- Urea
- Azacycle
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-002f-9200000000-e5abb655836214cc56b3 | 2014-09-20 | View Spectrum | GC-MS | Uric acid, non-derivatized, GC-MS Spectrum | splash10-0537-0913400000-bd24364053510c462ade | Spectrum | GC-MS | Uric acid, 4 TMS, GC-MS Spectrum | splash10-052f-0603900000-8c1224738bed2608c262 | Spectrum | GC-MS | Uric acid, 3 TMS, GC-MS Spectrum | splash10-0g59-5917000000-4b28946431495667844b | Spectrum | GC-MS | Uric acid, non-derivatized, GC-MS Spectrum | splash10-0537-0913400000-bd24364053510c462ade | Spectrum | GC-MS | Uric acid, non-derivatized, GC-MS Spectrum | splash10-052f-0603900000-8c1224738bed2608c262 | Spectrum | GC-MS | Uric acid, non-derivatized, GC-MS Spectrum | splash10-0g59-5917000000-4b28946431495667844b | Spectrum | GC-MS | Uric acid, non-derivatized, GC-MS Spectrum | splash10-052g-0902500000-05851611f4bbf0745b81 | Spectrum | Predicted GC-MS | Uric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00os-4900000000-54b6de73b60ab2faad65 | Spectrum | Predicted GC-MS | Uric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-014i-0900000000-0525c12dc3951f55a2c8 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-006w-9500000000-fe10d491ad634ca46332 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0gbd-9100000000-d48a3e7919c385949313 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , negative | splash10-01c0-3900000000-b3b3f0a20aaac71095d7 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-IT , positive | splash10-0f6x-0900000000-a6699ab18f69b21b3823 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Negative | splash10-0006-9000000000-ed929369da80ee084e89 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-dae78aaa83fc4120e56f | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-00r7-9500000000-120c639f57df45d23153 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9000000000-96d2ee50d279f8056671 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-00xr-4900000000-1d613278865ada2e6457 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-01b9-2900000000-a8460af7fe6f1d23fbfe | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0btc-9000000000-d9b1f657e4c7e43bd776 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-02na-9500000000-7dddbc2120455b19bba9 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-01c0-3900000000-95ebf9c951d7085b85e3 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0gb9-1900000000-029e9b2adfbb2e0d26d8 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-88f140dfad19d2f058f6 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0gcc-6900000000-d9540bd8f38fac1e92b0 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0bt9-9200000000-80997201350d0752fbbf | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0900000000-971b5c8c5d975d306fed | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-016r-1900000000-72edb3607fe9beb9b805 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0zgi-9500000000-753be769a0b48fc2960b | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-a4f5b18495486c5a1d5a | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-01b9-1900000000-bc9e45f168dafb0d874c | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-e01e386869d687364c61 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-e82d2b9a4cad815cef76 | 2021-09-22 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 1142 |
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ChEMBL ID | CHEMBL792 |
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KEGG Compound ID | C00366 |
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Pubchem Compound ID | 1175 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 17775 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB01696 |
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HMDB ID | HMDB00289 |
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CRC / DFC (Dictionary of Food Compounds) ID | JZR60-K:JZR60-K |
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EAFUS ID | Not Available |
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Dr. Duke ID | URIC-ACID |
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BIGG ID | 34768 |
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KNApSAcK ID | C00007301 |
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HET ID | URC |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Uric acid |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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