Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 13:20:34 UTC |
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Update Date | 2021-09-26 23:07:58 UTC |
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HMDB ID | HMDB0254156 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Lomitapide |
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Description | Lomitapide, also known as aegr 733 or BMS 201038, belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. Lomitapide is a drug which is used in homozygous familial hypercholesterolemia (hofh) patients to reduce low-density lipoprotein cholesterol (ldl-c), total cholesterol (tc), apolipoprotein b (apo b), and non-high-density lipoprotein cholesterol (non-hdl-c). Based on a literature review a significant number of articles have been published on Lomitapide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lomitapide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lomitapide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | FC(F)(F)CNC(=O)C1(CCCCN2CCC(CC2)NC(=O)C2=C(C=CC=C2)C2=CC=C(C=C2)C(F)(F)F)C2=CC=CC=C2C2=CC=CC=C12 InChI=1S/C39H37F6N3O2/c40-38(41,42)25-46-36(50)37(33-13-5-3-10-30(33)31-11-4-6-14-34(31)37)21-7-8-22-48-23-19-28(20-24-48)47-35(49)32-12-2-1-9-29(32)26-15-17-27(18-16-26)39(43,44)45/h1-6,9-18,28H,7-8,19-25H2,(H,46,50)(H,47,49) |
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Synonyms | Value | Source |
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AEGR 733 | ChEBI | AEGR 773 | ChEBI | AEGR-733 | ChEBI | AEGR-773 | ChEBI | AEGR733 | ChEBI | AEGR773 | ChEBI | BMS 201038 | ChEBI | BMS-201038 | ChEBI | BMS201038 | ChEBI | Juxtapid | ChEBI | Lojuxta | ChEBI | Lomitapida | ChEBI | Lomitapidum | ChEBI |
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Chemical Formula | C39H37F6N3O2 |
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Average Molecular Weight | 693.7204 |
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Monoisotopic Molecular Weight | 693.278996673 |
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IUPAC Name | N-(2,2,2-trifluoroethyl)-9-[4-(4-{2-[4-(trifluoromethyl)phenyl]benzamido}piperidin-1-yl)butyl]-9H-fluorene-9-carboxamide |
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Traditional Name | lomitapide |
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CAS Registry Number | Not Available |
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SMILES | FC(F)(F)CNC(=O)C1(CCCCN2CCC(CC2)NC(=O)C2=C(C=CC=C2)C2=CC=C(C=C2)C(F)(F)F)C2=CC=CC=C2C2=CC=CC=C12 |
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InChI Identifier | InChI=1S/C39H37F6N3O2/c40-38(41,42)25-46-36(50)37(33-13-5-3-10-30(33)31-11-4-6-14-34(31)37)21-7-8-22-48-23-19-28(20-24-48)47-35(49)32-12-2-1-9-29(32)26-15-17-27(18-16-26)39(43,44)45/h1-6,9-18,28H,7-8,19-25H2,(H,46,50)(H,47,49) |
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InChI Key | MBBCVAKAJPKAKM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Fluorenes |
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Sub Class | Not Available |
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Direct Parent | Fluorenes |
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Alternative Parents | |
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Substituents | - Fluorene
- Biphenyl
- Trifluoromethylbenzene
- Benzamide
- Benzoic acid or derivatives
- Benzoyl
- Aralkylamine
- Monocyclic benzene moiety
- Fatty amide
- Piperidine
- Fatty acyl
- Tertiary amine
- Secondary carboxylic acid amide
- Amino acid or derivatives
- Tertiary aliphatic amine
- Carboxamide group
- Organoheterocyclic compound
- Azacycle
- Carboxylic acid derivative
- Amine
- Alkyl halide
- Hydrocarbon derivative
- Organohalogen compound
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organofluoride
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Alkyl fluoride
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic 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 | 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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Lomitapide,1TMS,isomer #1 | C[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(NC(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4386.1 | Semi standard non polar | 33892256 | Lomitapide,1TMS,isomer #1 | C[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(NC(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4402.1 | Standard non polar | 33892256 | Lomitapide,1TMS,isomer #1 | C[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(NC(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4885.9 | Standard polar | 33892256 | Lomitapide,1TMS,isomer #2 | C[Si](C)(C)N(C(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1)C1CCN(CCCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CC1 | 4290.3 | Semi standard non polar | 33892256 | Lomitapide,1TMS,isomer #2 | C[Si](C)(C)N(C(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1)C1CCN(CCCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CC1 | 4400.3 | Standard non polar | 33892256 | Lomitapide,1TMS,isomer #2 | C[Si](C)(C)N(C(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1)C1CCN(CCCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CC1 | 4899.8 | Standard polar | 33892256 | Lomitapide,2TMS,isomer #1 | C[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(N(C(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)[Si](C)(C)C)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4336.3 | Semi standard non polar | 33892256 | Lomitapide,2TMS,isomer #1 | C[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(N(C(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)[Si](C)(C)C)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4477.2 | Standard non polar | 33892256 | Lomitapide,2TMS,isomer #1 | C[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(N(C(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)[Si](C)(C)C)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4723.0 | Standard polar | 33892256 | Lomitapide,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(NC(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4551.6 | Semi standard non polar | 33892256 | Lomitapide,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(NC(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4590.6 | Standard non polar | 33892256 | Lomitapide,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N(CC(F)(F)F)C(=O)C1(CCCCN2CCC(NC(=O)C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)CC2)C2=CC=CC=C2C2=CC=CC=C21 | 4918.6 | Standard polar | 33892256 | Lomitapide,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1)C1CCN(CCCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CC1 | 4451.5 | Semi standard non polar | 33892256 | Lomitapide,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1)C1CCN(CCCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CC1 | 4590.9 | Standard non polar | 33892256 | Lomitapide,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1)C1CCN(CCCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CC1 | 4912.7 | Standard polar | 33892256 |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 10V, Positive-QTOF | splash10-0006-2001219000-6355e4523ebce81ed393 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 20V, Positive-QTOF | splash10-0002-6094133000-d842bc906f7937f345a6 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 40V, Positive-QTOF | splash10-0002-6197010000-2b0fad84ddf4e6015aab | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 10V, Negative-QTOF | splash10-0006-0000009000-01f058276a30a0a90ae6 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 20V, Negative-QTOF | splash10-00dl-2151129000-9f4ee77b1cebb7154118 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 40V, Negative-QTOF | splash10-022d-6292000000-6929238400efb8154d63 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 10V, Positive-QTOF | splash10-0007-0060009000-10cb69936336e337e268 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 20V, Positive-QTOF | splash10-0006-0010019000-6c05809839268e373f80 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 40V, Positive-QTOF | splash10-05mk-1591502000-cb9f29bb9ef3e2d474ab | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 10V, Negative-QTOF | splash10-0006-0000009000-55d8427fb7c8c430fede | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 20V, Negative-QTOF | splash10-0006-8234439000-2a478d85425a9ab20f2c | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Lomitapide 40V, Negative-QTOF | splash10-0fmm-3589022000-15e1237fab50004167d4 | 2021-10-12 | Wishart Lab | View Spectrum |
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