Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-07-04 18:54:46 UTC |
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Update Date | 2021-09-14 15:42:00 UTC |
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HMDB ID | HMDB0060717 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 2-Hydroxy-imipramine glucuronide |
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Description | 2-Hydroxy-imipramine glucuronide is a metabolite of imipramine. Imipramine (sold as Antideprin, Deprimin, Deprinol, Depsol, Depsonil, Dynaprin, Eupramin, Imipramil, Irmin, Janimine, Melipramin, Surplix, Tofranil), also known as melipramine, is an antidepressant medication, a tricyclic antidepressant of the dibenzazepine group. Imipramine is mainly used in the treatment of major depression and enuresis (inability to control urination). It has also been evaluated for use in panic disorder. (Wikipedia) |
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Structure | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)=CC=C12 InChI=1S/C25H32N2O7/c1-26(2)12-5-13-27-18-7-4-3-6-15(18)8-9-16-14-17(10-11-19(16)27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h3-4,6-7,10-11,14,20-23,25,28-30H,5,8-9,12-13H2,1-2H3,(H,31,32)/t20-,21-,22+,23-,25+/m0/s1 |
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Synonyms | Not Available |
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Chemical Formula | C25H32N2O7 |
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Average Molecular Weight | 472.5308 |
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Monoisotopic Molecular Weight | 472.220951388 |
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IUPAC Name | (2S,3S,4S,5R,6S)-6-({2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-6-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid |
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Traditional Name | (2S,3S,4S,5R,6S)-6-({2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-6-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)=CC=C12 |
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InChI Identifier | InChI=1S/C25H32N2O7/c1-26(2)12-5-13-27-18-7-4-3-6-15(18)8-9-16-14-17(10-11-19(16)27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h3-4,6-7,10-11,14,20-23,25,28-30H,5,8-9,12-13H2,1-2H3,(H,31,32)/t20-,21-,22+,23-,25+/m0/s1 |
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InChI Key | CBEJFHYWZSCYSD-LYVDORBWSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Estrane steroids |
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Direct Parent | Estrane steroids |
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Alternative Parents | |
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Substituents | - 17-hydroxysteroid
- Hydroxysteroid
- 2-hydroxysteroid
- Estrane-skeleton
- Delta-4-steroid
- Ynone
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Acetylide
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic 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 | |
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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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2-Hydroxy-imipramine glucuronide,1TMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=CC=C21 | 3781.0 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TMS,isomer #2 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=CC=C21 | 3780.4 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TMS,isomer #3 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=CC=C21 | 3771.3 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TMS,isomer #4 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=CC=C21 | 3717.0 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=CC=C21 | 3740.9 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TMS,isomer #2 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=CC=C21 | 3774.8 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TMS,isomer #3 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=CC=C21 | 3769.8 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TMS,isomer #4 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=CC=C21 | 3723.4 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TMS,isomer #5 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=CC=C21 | 3772.1 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TMS,isomer #6 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=CC=C21 | 3725.0 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=CC=C21 | 3759.3 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TMS,isomer #2 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=CC=C21 | 3757.5 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TMS,isomer #3 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=CC=C21 | 3799.4 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TMS,isomer #4 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=CC=C21 | 3750.5 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,4TMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=CC=C21 | 3802.1 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TBDMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=CC=C21 | 3993.6 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TBDMS,isomer #2 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=CC=C21 | 3996.5 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TBDMS,isomer #3 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 3994.6 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,1TBDMS,isomer #4 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=CC=C21 | 3977.6 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TBDMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=CC=C21 | 4149.4 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TBDMS,isomer #2 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=CC=C21 | 4156.5 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TBDMS,isomer #3 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 4152.6 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TBDMS,isomer #4 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=CC=C21 | 4122.5 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TBDMS,isomer #5 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 4154.3 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,2TBDMS,isomer #6 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 4143.4 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TBDMS,isomer #1 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=CC=C21 | 4304.0 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TBDMS,isomer #2 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 4321.6 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TBDMS,isomer #3 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 4335.6 | Semi standard non polar | 33892256 | 2-Hydroxy-imipramine glucuronide,3TBDMS,isomer #4 | CN(C)CCCN1C2=CC=CC=C2CCC2=CC(O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=CC=C21 | 4303.3 | 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 - 2-Hydroxy-imipramine glucuronide GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-9104200000-9ed61b9880f06db75172 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Hydroxy-imipramine glucuronide GC-MS (3 TMS) - 70eV, Positive | splash10-00di-6141029000-c8ef9d1da7562ac875ef | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Hydroxy-imipramine glucuronide GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 2-Hydroxy-imipramine 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 - 2-Hydroxy-imipramine glucuronide 10V, Positive-QTOF | splash10-052b-1090800000-af841a3c857a79c05923 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 20V, Positive-QTOF | splash10-000t-1090000000-b017063a3c25681149d1 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 40V, Positive-QTOF | splash10-01p9-8390000000-c94d802c8c7a74eeed10 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 10V, Negative-QTOF | splash10-00fs-1150900000-e02ed88b7be47823e273 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 20V, Negative-QTOF | splash10-0002-1291300000-d5aba41c22b70ffbf153 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 40V, Negative-QTOF | splash10-06r2-3190000000-ae68d18e6190b658b545 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 10V, Positive-QTOF | splash10-00dr-3000900000-aca960aae9ccf5f80a35 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 20V, Positive-QTOF | splash10-000i-9001200000-6404a836b6306da300d2 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 40V, Positive-QTOF | splash10-052r-9000000000-3816690018468a458b13 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 10V, Negative-QTOF | splash10-00di-0000900000-4ef4d70afe2e8e2b94fc | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 20V, Negative-QTOF | splash10-0abi-4588900000-f5c605eaa189aa3834e6 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 2-Hydroxy-imipramine glucuronide 40V, Negative-QTOF | splash10-0a4i-8194200000-2cfcb509c29a912aceea | 2021-10-12 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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 | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
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