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 15:16:50 UTC |
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Update Date | 2022-03-07 02:51:46 UTC |
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HMDB ID | HMDB0014890 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Tranylcypromine |
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Description | Tranylcypromine, also known as parnate or parnic acid, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Tranylcypromine is a very strong basic compound (based on its pKa). Tranylcypromine is a potentially toxic compound. Within neurons, MAO appears to regulate the levels of monoamines released upon synaptic firing. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. In overdosage, some patients exhibit insomnia, restlessness and anxiety, progressing in severe cases to agitation, mental confusion and incoherence. Rare cases have been reported of hypertensive crisis, serotonin syndrome, myoclonus, hyperpyrexia, psychosis, and delirium, some of which progressed to coma. When hypotension requires treatment, the standard measures for managing circulatory shock should be initiated. |
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Structure | InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8?,9-/m1/s1 |
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Synonyms | Value | Source |
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Parnate | Kegg | Parnic acid | Generator | Allphar brand OF tranylcypromine sulfate | HMDB | GlaxoSmithKline brand OF tranylcypromine sulfate | HMDB | Goldshield brand OF tranylcypromine sulfate | HMDB | Jatrosom | HMDB | Link brand OF tranylcypromine sulfate | HMDB | SmithKline brand OF tranylcypromine sulfate | HMDB | Sulfate, tranylcypromine | HMDB | Transamine | HMDB | Tranylcypromine sulfate | HMDB | Esparma brand OF tranylcypromine sulfate | HMDB | trans 2 Phenylcyclopropylamine | HMDB | trans-2-Phenylcyclopropylamine | HMDB |
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Chemical Formula | C9H11N |
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Average Molecular Weight | 133.1903 |
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Monoisotopic Molecular Weight | 133.089149357 |
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IUPAC Name | (1R)-2-phenylcyclopropan-1-amine |
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Traditional Name | tranylcypromine sulfate |
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CAS Registry Number | 155-09-9 |
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SMILES | N[C@@H]1CC1C1=CC=CC=C1 |
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InChI Identifier | InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8?,9-/m1/s1 |
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InChI Key | AELCINSCMGFISI-YGPZHTELSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic nitrogen compounds |
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Class | Organonitrogen compounds |
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Sub Class | Amines |
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Direct Parent | Aralkylamines |
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Alternative Parents | |
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Substituents | - Aralkylamine
- Benzenoid
- Monocyclic benzene moiety
- Organopnictogen compound
- Hydrocarbon derivative
- Primary amine
- Primary aliphatic amine
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Not Available | 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 | 79 - 80 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 1.49 g/L | Not Available | LogP | 1.4 | Not Available |
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Experimental Chromatographic Properties | Experimental Collision Cross SectionsAdduct Type | Data Source | CCS Value (Å2) | Reference |
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[M+H]+ | CBM | 127.6 | 30932474 |
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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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Tranylcypromine,1TMS,isomer #1 | C[Si](C)(C)N[C@@H]1CC1C1=CC=CC=C1 | 1385.5 | Semi standard non polar | 33892256 | Tranylcypromine,1TMS,isomer #1 | C[Si](C)(C)N[C@@H]1CC1C1=CC=CC=C1 | 1433.1 | Standard non polar | 33892256 | Tranylcypromine,1TMS,isomer #1 | C[Si](C)(C)N[C@@H]1CC1C1=CC=CC=C1 | 1748.7 | Standard polar | 33892256 | Tranylcypromine,2TMS,isomer #1 | C[Si](C)(C)N([C@@H]1CC1C1=CC=CC=C1)[Si](C)(C)C | 1525.6 | Semi standard non polar | 33892256 | Tranylcypromine,2TMS,isomer #1 | C[Si](C)(C)N([C@@H]1CC1C1=CC=CC=C1)[Si](C)(C)C | 1592.2 | Standard non polar | 33892256 | Tranylcypromine,2TMS,isomer #1 | C[Si](C)(C)N([C@@H]1CC1C1=CC=CC=C1)[Si](C)(C)C | 1775.6 | Standard polar | 33892256 | Tranylcypromine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N[C@@H]1CC1C1=CC=CC=C1 | 1645.7 | Semi standard non polar | 33892256 | Tranylcypromine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N[C@@H]1CC1C1=CC=CC=C1 | 1702.7 | Standard non polar | 33892256 | Tranylcypromine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N[C@@H]1CC1C1=CC=CC=C1 | 1892.2 | Standard polar | 33892256 | Tranylcypromine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N([C@@H]1CC1C1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 1985.6 | Semi standard non polar | 33892256 | Tranylcypromine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N([C@@H]1CC1C1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 2107.3 | Standard non polar | 33892256 | Tranylcypromine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N([C@@H]1CC1C1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 1999.4 | Standard 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 - Tranylcypromine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0f6x-9800000000-230ec64c0c4e335281c3 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tranylcypromine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tranylcypromine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-00lr-4900000000-a7221eab5a5f5d286c2a | 2014-09-20 | Not Available | 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 - Tranylcypromine 10V, Positive-QTOF | splash10-00lr-0900000000-747bd6c24d23e0dc3b30 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 20V, Positive-QTOF | splash10-00lr-3900000000-07e0a486860af42efca8 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 40V, Positive-QTOF | splash10-0zi3-9700000000-7ce3af5a04eec9a5a1d2 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 10V, Negative-QTOF | splash10-001i-0900000000-387ae3c4508041ed7f03 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 20V, Negative-QTOF | splash10-001i-0900000000-ff5149796df2404afa22 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 40V, Negative-QTOF | splash10-00ou-9300000000-a90e0e8ff4d27cddf576 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 10V, Positive-QTOF | splash10-014i-0900000000-f88420912e5970f9665b | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 20V, Positive-QTOF | splash10-014l-6900000000-612bebf2afd4a2d06608 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 40V, Positive-QTOF | splash10-002f-9100000000-5ab488145ab6cf0850b9 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 10V, Negative-QTOF | splash10-0159-0900000000-f25847cc17ac78de452a | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 20V, Negative-QTOF | splash10-014i-0900000000-d180e1330ea80a51da49 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tranylcypromine 40V, Negative-QTOF | splash10-00or-9700000000-372b2fa84e615277aebf | 2021-10-11 | 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) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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