Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:51 UTC |
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Update Date | 2022-03-07 02:51:49 UTC |
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HMDB ID | HMDB0015008 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Suprofen |
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Description | Suprofen is only found in individuals that have used or taken this drug. It is an ibuprofen-type anti-inflammatory analgesic and antipyretic. It inhibits prostaglandin synthesis and has been proposed as an anti-arthritic. [PubChem]Suprofen binds to the cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) isoenzymes, preventing the synthesis of prostaglandins and reducing the inflammatory response. Cyclooxygenase catalyses the formation of prostaglandins and thromboxane from arachidonic acid (itself derived from the cellular phospholipid bilayer by phospholipase A2). Prostaglandins act (among other things) as messenger molecules in the process of inflammation. The overall result is a reduction in pain and inflammation in the eyes and the prevention of pupil constriction during surgery. Normally trauma to the anterior segment of the eye (especially the iris) increases endogenous prostaglandin synthesis which leads to constriction of the iris sphincter. |
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Structure | CC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC=CS1 InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17) |
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Synonyms | Value | Source |
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(+-)-2-(p-(2-Thenoyl)phenyl)propionic acid | ChEBI | 2-(4-(2-Thenoyl)phenyl)propionsaeure | ChEBI | 2-[4-(Thiophene-2-carbonyl)-phenyl]-propionic acid | ChEBI | 4-(2-Thenoyl)hydratropsaeure | ChEBI | alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid | ChEBI | p-2-Thenoylhydratropic acid | ChEBI | PROFENAL | ChEBI | Suprofene | ChEBI | Suprofenum | ChEBI | SUTOPROFEN | ChEBI | (+-)-2-(p-(2-Thenoyl)phenyl)propionate | Generator | 2-[4-(Thiophene-2-carbonyl)-phenyl]-propionate | Generator | a-Methyl-4-(2-thienylcarbonyl)benzeneacetate | Generator | a-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid | Generator | alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetate | Generator | Α-methyl-4-(2-thienylcarbonyl)benzeneacetate | Generator | Α-methyl-4-(2-thienylcarbonyl)benzeneacetic acid | Generator | p-2-Thenoylhydratropate | Generator |
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Chemical Formula | C14H12O3S |
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Average Molecular Weight | 260.308 |
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Monoisotopic Molecular Weight | 260.05071494 |
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IUPAC Name | 2-[4-(thiophene-2-carbonyl)phenyl]propanoic acid |
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Traditional Name | suprofen |
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CAS Registry Number | 40828-46-4 |
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SMILES | CC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC=CS1 |
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InChI Identifier | InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17) |
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InChI Key | MDKGKXOCJGEUJW-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbonyl compounds |
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Direct Parent | Aryl-phenylketones |
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Alternative Parents | |
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Substituents | - Aryl-phenylketone
- 2-phenylpropanoic-acid
- P-cymene
- Aromatic monoterpenoid
- Monocyclic monoterpenoid
- Monoterpenoid
- Benzoyl
- Thiophene carboxylic acid or derivatives
- Benzenoid
- Monocyclic benzene moiety
- Heteroaromatic compound
- Thiophene
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxide
- 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 | |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 124.3 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.042 g/L | Not Available | LogP | 2.2 | Not Available |
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Experimental Chromatographic Properties | Experimental Collision Cross Sections |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatized |
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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 - Suprofen GC-MS (Non-derivatized) - 70eV, Positive | splash10-03yi-3950000000-2beb7651624021d3b69c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Suprofen GC-MS (1 TMS) - 70eV, Positive | splash10-044r-9641000000-c830643d9eb20837ed21 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Suprofen GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | 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 - Suprofen LC-ESI-qTof , Positive-QTOF | splash10-03di-2790000000-0cf8f983c8b216c951b3 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Suprofen , positive-QTOF | splash10-03di-2790000000-0cf8f983c8b216c951b3 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 10V, Positive-QTOF | splash10-03di-0190000000-b385b916f83fe63a391f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 20V, Positive-QTOF | splash10-00pl-0980000000-8949c56f6ad00845d44f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 40V, Positive-QTOF | splash10-0f89-2910000000-beb45e1bbb9ee6cfb6d1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 10V, Negative-QTOF | splash10-0a4i-0090000000-e899cf6b283f80af4b28 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 20V, Negative-QTOF | splash10-067i-3290000000-1cda8cbaaa37e5e208a1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 40V, Negative-QTOF | splash10-0a4i-9200000000-a847e351fd4eaab35709 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 10V, Positive-QTOF | splash10-03di-0190000000-673fb127704f6bfbfd7e | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 20V, Positive-QTOF | splash10-03di-0920000000-ede0582b439b3c346678 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 40V, Positive-QTOF | splash10-03e9-1900000000-5ea28866f36feffd9e6d | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 10V, Negative-QTOF | splash10-066r-0090000000-70f319866d1a58df3003 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 20V, Negative-QTOF | splash10-0159-4590000000-a54a62a0721f1193bafc | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Suprofen 40V, Negative-QTOF | splash10-0019-4900000000-fb0e7b4c457b4f9dba0b | 2021-10-11 | Wishart Lab | View Spectrum |
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