Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 09:59:31 UTC |
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Update Date | 2021-09-26 23:04:36 UTC |
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HMDB ID | HMDB0252185 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Febuxostat |
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Description | Febuxostat, also known as feburic or uloric, belongs to the class of organic compounds known as thiazolecarboxylic acids and derivatives. These are heterocyclic compounds containing a thiazole ring which bears a carboxylic acid group (or a derivative thereof). Febuxostat is a drug which is used for the treatment of hyperuricemia in patients with gout. Febuxostat is an extremely weak basic (essentially neutral) compound (based on its pKa). A 1,3-thiazolemonocarboxylic acid that is 4-methyl-1,3-thiazole-5-carboxylic acid which is substituted by a 3-cyano-4-(2-methylpropoxy)phenyl group at position 2. This compound has been identified in human blood as reported by (PMID: 31557052 ). Febuxostat is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Febuxostat is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | CC(C)COC1=C(C=C(C=C1)C1=NC(C)=C(S1)C(O)=O)C#N InChI=1S/C16H16N2O3S/c1-9(2)8-21-13-5-4-11(6-12(13)7-17)15-18-10(3)14(22-15)16(19)20/h4-6,9H,8H2,1-3H3,(H,19,20) |
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Synonyms | Value | Source |
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2-(3-Cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylic acid | ChEBI | Adenuric | ChEBI | Donifoxate | ChEBI | Febuday | ChEBI | Feburic | ChEBI | Febuxostatum | ChEBI | Goturic | ChEBI | Goutex | ChEBI | TEI 6720 | ChEBI | TEI-6720 | ChEBI | TMX 67 | ChEBI | TMX-67 | ChEBI | Uloric | ChEBI | Zurig | ChEBI | 2-(3-Cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate | Generator | Donifoxic acid | Generator | 2-(3-cyano-4-Isobutoxyphenyl)-4-methyl-5-thiazolecarboxylic acid | MeSH | 6720, TEI | MeSH | 2-[3-Cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate | Generator |
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Chemical Formula | C16H16N2O3S |
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Average Molecular Weight | 316.375 |
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Monoisotopic Molecular Weight | 316.088163078 |
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IUPAC Name | 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid |
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Traditional Name | febuxostat |
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CAS Registry Number | Not Available |
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SMILES | CC(C)COC1=C(C=C(C=C1)C1=NC(C)=C(S1)C(O)=O)C#N |
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InChI Identifier | InChI=1S/C16H16N2O3S/c1-9(2)8-21-13-5-4-11(6-12(13)7-17)15-18-10(3)14(22-15)16(19)20/h4-6,9H,8H2,1-3H3,(H,19,20) |
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InChI Key | BQSJTQLCZDPROO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as thiazolecarboxylic acids and derivatives. These are heterocyclic compounds containing a thiazole ring which bears a carboxylic acid group (or a derivative thereof). |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Azoles |
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Sub Class | Thiazoles |
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Direct Parent | Thiazolecarboxylic acids and derivatives |
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Alternative Parents | |
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Substituents | - 2,4,5-trisubstituted 1,3-thiazole
- Phenoxy compound
- Benzonitrile
- Thiazolecarboxylic acid or derivatives
- Phenol ether
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Heteroaromatic compound
- Carboxylic acid derivative
- Azacycle
- Carboxylic acid
- Ether
- Nitrile
- Carbonitrile
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Febuxostat GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-4090000000-636b08208913e37cf6c9 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Febuxostat GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Febuxostat GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Febuxostat GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - Febuxostat LC-ESI-qTof , Positive-QTOF | splash10-03xr-0292000000-d8e012f875d1014fe351 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Febuxostat , positive-QTOF | splash10-03xr-0292000000-d8e012f875d1014fe351 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 10V, Positive-QTOF | splash10-066s-4089000000-c7acf0318016cd20bec2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 20V, Positive-QTOF | splash10-05fr-3091000000-70fc366c85a87b110805 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 40V, Positive-QTOF | splash10-0a4i-9220000000-e6f092b19cb56951c75b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 10V, Negative-QTOF | splash10-00di-0092000000-1d9268ebb0d7e9e4ca73 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 20V, Negative-QTOF | splash10-00di-0190000000-8c117b3535dd9b43783a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 40V, Negative-QTOF | splash10-01b9-6390000000-029b21a0f25181f7e081 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 10V, Positive-QTOF | splash10-03xr-2098000000-d7c4d373123c0fe32da1 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 20V, Positive-QTOF | splash10-01ox-1090000000-a4e1f7032b3cedd91963 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 40V, Positive-QTOF | splash10-00l6-1290000000-f8dae3e7cfb7130dd262 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 10V, Negative-QTOF | splash10-014i-0091000000-492981b99c59ea00141b | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 20V, Negative-QTOF | splash10-014i-0190000000-ee6d6f385111dcd5aae3 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Febuxostat 40V, Negative-QTOF | splash10-014i-1390000000-27c92224dda6826d4dd3 | 2021-10-12 | Wishart Lab | View Spectrum |
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