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 18:53:47 UTC |
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Update Date | 2021-09-14 15:25:43 UTC |
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HMDB ID | HMDB0060704 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1-Hydroxylorcaserin |
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Description | 1-Hydroxylorcaserin is a metabolite of lorcaserin. Lorcaserin (APD-356, trade name Lorqess) is a weight-loss drug developed by Arena Pharmaceuticals. It has serotonergic properties and acts as an anorectic. On 22 December 2009 a New Drug Application (NDA) was submitted to the Food and Drug Administration (FDA) in the United States. On 16 September 2010, an FDA advisory panel voted to recommend against approval of the drug based on concerns over both safety and efficacy. (Wikipedia) |
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Structure | CC1(O)CNCCC2=CC=C(Cl)C=C12 InChI=1S/C11H14ClNO/c1-11(14)7-13-5-4-8-2-3-9(12)6-10(8)11/h2-3,6,13-14H,4-5,7H2,1H3 |
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Synonyms | Not Available |
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Chemical Formula | C11H14ClNO |
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Average Molecular Weight | 211.688 |
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Monoisotopic Molecular Weight | 211.076391782 |
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IUPAC Name | 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-1-ol |
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Traditional Name | 8-chloro-1-methyl-2,3,4,5-tetrahydro-3-benzazepin-1-ol |
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CAS Registry Number | Not Available |
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SMILES | CC1(O)CNCCC2=CC=C(Cl)C=C12 |
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InChI Identifier | InChI=1S/C11H14ClNO/c1-11(14)7-13-5-4-8-2-3-9(12)6-10(8)11/h2-3,6,13-14H,4-5,7H2,1H3 |
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InChI Key | AHFHLPCZDZHXDN-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzazepines |
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Sub Class | Not Available |
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Direct Parent | Benzazepines |
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Alternative Parents | |
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Substituents | - Benzazepine
- Azepine
- Aralkylamine
- Aryl chloride
- Aryl halide
- Benzenoid
- Tertiary alcohol
- 1,2-aminoalcohol
- Secondary amine
- Secondary aliphatic amine
- Azacycle
- Amine
- Organooxygen compound
- Organonitrogen compound
- Organochloride
- Organohalogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Alcohol
- Organopnictogen compound
- Hydrocarbon derivative
- 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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1-Hydroxylorcaserin,1TMS,isomer #1 | CC1(O[Si](C)(C)C)CNCCC2=CC=C(Cl)C=C21 | 1814.8 | Semi standard non polar | 33892256 | 1-Hydroxylorcaserin,1TMS,isomer #2 | CC1(O)CN([Si](C)(C)C)CCC2=CC=C(Cl)C=C21 | 1893.7 | Semi standard non polar | 33892256 | 1-Hydroxylorcaserin,2TMS,isomer #1 | CC1(O[Si](C)(C)C)CN([Si](C)(C)C)CCC2=CC=C(Cl)C=C21 | 1919.0 | Semi standard non polar | 33892256 | 1-Hydroxylorcaserin,2TMS,isomer #1 | CC1(O[Si](C)(C)C)CN([Si](C)(C)C)CCC2=CC=C(Cl)C=C21 | 1921.2 | Standard non polar | 33892256 | 1-Hydroxylorcaserin,2TMS,isomer #1 | CC1(O[Si](C)(C)C)CN([Si](C)(C)C)CCC2=CC=C(Cl)C=C21 | 2180.9 | Standard polar | 33892256 | 1-Hydroxylorcaserin,1TBDMS,isomer #1 | CC1(O[Si](C)(C)C(C)(C)C)CNCCC2=CC=C(Cl)C=C21 | 2061.7 | Semi standard non polar | 33892256 | 1-Hydroxylorcaserin,1TBDMS,isomer #2 | CC1(O)CN([Si](C)(C)C(C)(C)C)CCC2=CC=C(Cl)C=C21 | 2102.7 | Semi standard non polar | 33892256 | 1-Hydroxylorcaserin,2TBDMS,isomer #1 | CC1(O[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)CCC2=CC=C(Cl)C=C21 | 2381.5 | Semi standard non polar | 33892256 | 1-Hydroxylorcaserin,2TBDMS,isomer #1 | CC1(O[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)CCC2=CC=C(Cl)C=C21 | 2404.2 | Standard non polar | 33892256 | 1-Hydroxylorcaserin,2TBDMS,isomer #1 | CC1(O[Si](C)(C)C(C)(C)C)CN([Si](C)(C)C(C)(C)C)CCC2=CC=C(Cl)C=C21 | 2437.5 | 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 - 1-Hydroxylorcaserin GC-MS (Non-derivatized) - 70eV, Positive | splash10-00mn-0900000000-91bc8b4290fa86812a56 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1-Hydroxylorcaserin GC-MS (1 TMS) - 70eV, Positive | splash10-00xr-9380000000-da0c38548279a24103d5 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1-Hydroxylorcaserin 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 - 1-Hydroxylorcaserin 10V, Positive-QTOF | splash10-01ox-0960000000-4bb45c7a5fc13c528b2f | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 20V, Positive-QTOF | splash10-0006-0910000000-acce6601b04a39041053 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 40V, Positive-QTOF | splash10-0a70-2900000000-135dcb14dc6411470906 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 10V, Negative-QTOF | splash10-03di-0290000000-a1ac45eace910bc81457 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 20V, Negative-QTOF | splash10-03dl-0890000000-946944b83b4b44cd9c84 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 40V, Negative-QTOF | splash10-0596-7900000000-a11476ed167dd2589261 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 10V, Positive-QTOF | splash10-03di-0490000000-d73b437a6ae2043f7236 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 20V, Positive-QTOF | splash10-0006-0900000000-7c0ef6398e157cda0f33 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 40V, Positive-QTOF | splash10-0pb9-0900000000-95ab26bba5540500e395 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 10V, Negative-QTOF | splash10-03di-0190000000-7118172057564f684c12 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 20V, Negative-QTOF | splash10-01q9-9270000000-c22b5e3964eac3089df9 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-Hydroxylorcaserin 40V, Negative-QTOF | splash10-001i-9200000000-025ab79ef545fab46499 | 2021-10-12 | Wishart Lab | View Spectrum |
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