Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-06-15 17:25:15 UTC |
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Update Date | 2021-09-14 15:42:49 UTC |
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HMDB ID | HMDB0060596 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Ketotifen-N-glucuronide |
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Description | Ketotifen-N-glucuronide is a metabolite of ketotifen. Ketotifen is a second-generation H1-antihistamine and mast cell stabilizer. It is most commonly sold in as a salt of fumaric acid, ketotifen fumarate, and is available in two forms. In its ophthalmic form, it is used to treat allergic conjunctivitis, or the itchy red eyes caused by allergies. In its oral form, it is used to prevent asthma attacks. Side effects include drowsiness, weight gain, dry mouth, irritability, and increased nosebleeds. (Wikipedia) |
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Structure | C[N+]1(CCC(CC1)=C1C2=C(SC=C2)C(=O)CC2=C1C=CC=C2)C1OC(C(O)C(O)C1O)C([O-])=O InChI=1S/C25H27NO7S/c1-26(24-21(30)19(28)20(29)22(33-24)25(31)32)9-6-13(7-10-26)18-15-5-3-2-4-14(15)12-17(27)23-16(18)8-11-34-23/h2-5,8,11,19-22,24,28-30H,6-7,9-10,12H2,1H3/b18-13- |
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Synonyms | Not Available |
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Chemical Formula | C25H27NO7S |
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Average Molecular Weight | 485.549 |
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Monoisotopic Molecular Weight | 485.150822913 |
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IUPAC Name | 1-(6-carboxylato-3,4,5-trihydroxyoxan-2-yl)-1-methyl-4-{8-oxo-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),4,11,13-pentaen-2-ylidene}piperidin-1-ium |
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Traditional Name | 1-(6-carboxylato-3,4,5-trihydroxyoxan-2-yl)-1-methyl-4-{8-oxo-6-thiatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),4,11,13-pentaen-2-ylidene}piperidin-1-ium |
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CAS Registry Number | Not Available |
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SMILES | C[N+]1(CCC(CC1)=C1C2=C(SC=C2)C(=O)CC2=C1C=CC=C2)C1OC(C(O)C(O)C1O)C([O-])=O |
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InChI Identifier | InChI=1S/C25H27NO7S/c1-26(24-21(30)19(28)20(29)22(33-24)25(31)32)9-6-13(7-10-26)18-15-5-3-2-4-14(15)12-17(27)23-16(18)8-11-34-23/h2-5,8,11,19-22,24,28-30H,6-7,9-10,12H2,1H3/b18-13- |
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InChI Key | WLTPAELNPGRIGG-AQTBWJFISA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond. |
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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 | Carbohydrates and carbohydrate conjugates |
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Direct Parent | N-glucuronides |
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Alternative Parents | |
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Substituents | - N-glucuronide
- 1-n-glucuronide
- Glycosyl compound
- N-glycosyl compound
- Cycloheptathiophene
- Aryl ketone
- Aryl alkyl ketone
- Beta-hydroxy acid
- Hydroxy acid
- Oxane
- Piperidine
- Pyran
- Benzenoid
- Thiophene
- Heteroaromatic compound
- Tetraalkylammonium salt
- Secondary alcohol
- Carboxylic acid salt
- Ketone
- Hemiaminal
- Organoheterocyclic compound
- Polyol
- Azacycle
- Oxacycle
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Alcohol
- Hydrocarbon derivative
- Organonitrogen compound
- Organic nitrogen compound
- Organic salt
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Ketotifen-N-glucuronide,1TMS,isomer #1 | C[N+]1(C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O)C2O)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4123.4 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,1TMS,isomer #2 | C[N+]1(C2OC(C(=O)[O-])C(O)C(O[Si](C)(C)C)C2O)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4131.0 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,1TMS,isomer #3 | C[N+]1(C2OC(C(=O)[O-])C(O)C(O)C2O[Si](C)(C)C)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4124.5 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,2TMS,isomer #1 | C[N+]1(C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4050.0 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,2TMS,isomer #2 | C[N+]1(C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4056.4 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,2TMS,isomer #3 | C[N+]1(C2OC(C(=O)[O-])C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4058.0 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,3TMS,isomer #1 | C[N+]1(C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4025.8 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(C(=O)[O-])OC([N+]2(C)CCC(=C3C4=CC=CC=C4CC(=O)C4=C3C=CS4)CC2)C(O)C1O | 4346.5 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1C(O)C(C(=O)[O-])OC([N+]2(C)CCC(=C3C4=CC=CC=C4CC(=O)C4=C3C=CS4)CC2)C1O | 4351.8 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1C(O)C(O)C(C(=O)[O-])OC1[N+]1(C)CCC(=C2C3=CC=CC=C3CC(=O)C3=C2C=CS3)CC1 | 4339.5 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(C(=O)[O-])OC([N+]2(C)CCC(=C3C4=CC=CC=C4CC(=O)C4=C3C=CS4)CC2)C(O[Si](C)(C)C(C)(C)C)C1O | 4426.7 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1C(C(=O)[O-])OC([N+]2(C)CCC(=C3C4=CC=CC=C4CC(=O)C4=C3C=CS4)CC2)C(O)C1O[Si](C)(C)C(C)(C)C | 4430.0 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1C(O)C(C(=O)[O-])OC([N+]2(C)CCC(=C3C4=CC=CC=C4CC(=O)C4=C3C=CS4)CC2)C1O[Si](C)(C)C(C)(C)C | 4437.1 | Semi standard non polar | 33892256 | Ketotifen-N-glucuronide,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(C(=O)[O-])OC([N+]2(C)CCC(=C3C4=CC=CC=C4CC(=O)C4=C3C=CS4)CC2)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C | 4549.3 | 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 - Ketotifen-N-glucuronide GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-0009100000-c0938d2e54854ad13b9d | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ketotifen-N-glucuronide GC-MS (2 TMS) - 70eV, Positive | splash10-00di-1109000000-c729542c936a855d3457 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ketotifen-N-glucuronide GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ketotifen-N-glucuronide 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 - Ketotifen-N-glucuronide 10V, Positive-QTOF | splash10-029i-0014900000-9aa1c93cf2f3efbd4297 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ketotifen-N-glucuronide 20V, Positive-QTOF | splash10-03di-5159200000-2cb1fe671b060a36b61b | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ketotifen-N-glucuronide 40V, Positive-QTOF | splash10-03dl-2194000000-553dfa13dabc4f76f8a1 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ketotifen-N-glucuronide 10V, Negative-QTOF | splash10-001i-0100900000-e0c05a66ec2bcbd8e788 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ketotifen-N-glucuronide 20V, Negative-QTOF | splash10-0089-9800600000-2f373c371c240b5f2ba9 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ketotifen-N-glucuronide 40V, Negative-QTOF | splash10-0a5c-9300000000-087ab62e778f86469505 | 2017-10-06 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
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