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 15:16:52 UTC |
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Update Date | 2022-03-07 02:51:59 UTC |
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HMDB ID | HMDB0015471 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Salsalate |
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Description | Salsalate is a nonsteroidal anti-inflammatory agent for oral administration. Salsalate's mode of action as an anti-inflammatory and antirheumatic agent may be due to inhibition of synthesis and release of prostaglandins. The usefulness of salicylic acid, the active in vivo product of salsalate, in the treatment of arthritic disorders has been established. In contrast to aspirin, salsalate causes no greater fecal gastrointestinal blood loss than placebo. Salsalate is readily soluble in the small intestine where it is partially hydrolyzed to two molecules of salicylic acid. A significant portion of the parent compound is absorbed unchanged and undergoes rapid esterase hydrolysis in the body. The parent compound has an elimination half-life of about 1 hour. Salicylic acid (the active metabolite) biotransformation is saturated at anti-inflammatory doses of salsalate. Such capacity limited biotransformation results in an increase in the half-life of salicylic acid from 3.5 to 16 or more hours. |
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Structure | OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O InChI=1S/C14H10O5/c15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h1-8,15H,(H,16,17) |
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Synonyms | Value | Source |
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2-Carboxyphenyl salicylate | ChEBI | Disalcid | ChEBI | Disalicylic acid | ChEBI | Disalicylsaeure | ChEBI | O-Salicylcylsalicylsaeure | ChEBI | O-Salicylsalicylic acid | ChEBI | Salicylic acid bimolecular ester | ChEBI | Salicyloxysalicylic acid | ChEBI | Salicyloylsalicylic acid | ChEBI | Salicylsalicylic acid | ChEBI | Salsalato | ChEBI | Salsalatum | ChEBI | Sasapyrin | ChEBI | Sasapyrine | ChEBI | Sasapyrinum | ChEBI | 2-Carboxyphenyl salicylic acid | Generator | Disalicylate | Generator | O-Salicylsalicylate | Generator | Salicylate bimolecular ester | Generator | Salicyloxysalicylate | Generator | Salicyloylsalicylate | Generator | Salicylsalicylate | Generator | Salsalic acid | Generator | Salflex | HMDB | Salsitab | HMDB | Saloxium | HMDB | Arcylate | HMDB | Argesic | HMDB | Upsher-smith brand OF salicylsalicylic acid | HMDB | mono-Gesic | HMDB | Salicyl salicylate | HMDB | Benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester | HMDB |
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Chemical Formula | C14H10O5 |
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Average Molecular Weight | 258.2262 |
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Monoisotopic Molecular Weight | 258.05282343 |
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IUPAC Name | 2-(2-hydroxybenzoyloxy)benzoic acid |
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Traditional Name | salina |
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CAS Registry Number | 552-94-3 |
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SMILES | OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O |
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InChI Identifier | InChI=1S/C14H10O5/c15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h1-8,15H,(H,16,17) |
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InChI Key | WVYADZUPLLSGPU-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Depsides and depsidones |
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Sub Class | Not Available |
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Direct Parent | Depsides and depsidones |
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Alternative Parents | |
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Substituents | - Depside backbone
- O-hydroxybenzoic acid ester
- Benzoate ester
- Salicylic acid or derivatives
- Phenol ester
- Benzoic acid or derivatives
- Benzoic acid
- Phenoxy compound
- Benzoyl
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Monocyclic benzene moiety
- Dicarboxylic acid or derivatives
- Benzenoid
- Vinylogous acid
- Carboxylic acid ester
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic 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 | 147 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.25 g/L | Not Available | LogP | Not Available | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Salsalate,1TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O | 2215.3 | Semi standard non polar | 33892256 | Salsalate,1TMS,isomer #2 | C[Si](C)(C)OC1=CC=CC=C1C(=O)OC1=CC=CC=C1C(=O)O | 2322.6 | Semi standard non polar | 33892256 | Salsalate,2TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O[Si](C)(C)C | 2336.6 | Semi standard non polar | 33892256 | Salsalate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O | 2463.0 | Semi standard non polar | 33892256 | Salsalate,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C(=O)OC1=CC=CC=C1C(=O)O | 2582.9 | Semi standard non polar | 33892256 | Salsalate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C | 2783.7 | Semi standard non polar | 33892256 |
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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 - Salsalate GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-0900000000-08ef63493442bd429803 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Salsalate GC-MS (2 TMS) - 70eV, Positive | splash10-0006-1902000000-a534dd5fbce0addc2689 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Salsalate 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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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 10V, Positive-QTOF | splash10-0a4l-0290000000-f4cf330edbdce3dcb9d9 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 20V, Positive-QTOF | splash10-00dl-2790000000-d10c0ecafec2d5a9b8da | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 40V, Positive-QTOF | splash10-0uk9-9500000000-1c6bcbed20e1fdde65d5 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 10V, Negative-QTOF | splash10-0bt9-0090000000-18be47c801d297da7fd2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 20V, Negative-QTOF | splash10-03di-2190000000-e79b3cc4f48105579dfa | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 40V, Negative-QTOF | splash10-0006-9300000000-4b93814ccff2c3ff93c5 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 10V, Positive-QTOF | splash10-00di-2900000000-4731b64bd7f33c92a35f | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 20V, Positive-QTOF | splash10-00di-4900000000-dccaf7be8cfaf84a3394 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 40V, Positive-QTOF | splash10-0f6x-9100000000-5cf64c11c5e0756d69ba | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 10V, Negative-QTOF | splash10-052f-9150000000-cdfb845a922b2d914e6f | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 20V, Negative-QTOF | splash10-0006-9000000000-eb933123d7cea37777a2 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Salsalate 40V, Negative-QTOF | splash10-0006-9300000000-8ba532e581907de890bd | 2021-10-11 | Wishart Lab | View Spectrum |
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