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 14:07:42 UTC |
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Update Date | 2021-10-01 22:39:36 UTC |
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HMDB ID | HMDB0254735 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Miltefosine |
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Description | Miltefosine, also known as impavido, belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. Miltefosine is a drug which is used for the treatment of mucosal (caused by leishmania braziliensis), cutaneous (caused by l. braziliensis, l. guyanensis, and l. panamensis), and visceral leishmaniasis (caused by l. donovani). in comparing leishmania drug susceptibility, it has been found that l. donovani is the most susceptible to miltefosine while l. major is the least susceptible. off-label use includes treatment of free-living amebae (fla) infections (unlabeled use; cdc, 2013). . Based on a literature review a significant number of articles have been published on Miltefosine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Miltefosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Miltefosine 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 | CCCCCCCCCCCCCCCCOP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3 |
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Synonyms | Value | Source |
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Hexadecylphosphocholine | ChEBI | Hexadecylphosphorylcholine | ChEBI | Miltefosina | ChEBI | Miltefosinum | ChEBI | Monohexadecylphosphocholine | ChEBI | Monohexadecylphosphorylcholine | ChEBI | Impavido | Kegg | HDPC | MeSH | Miltex | MeSH | N-Hexadecylphosphorylcholine | MeSH |
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Chemical Formula | C21H46NO4P |
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Average Molecular Weight | 407.576 |
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Monoisotopic Molecular Weight | 407.316445963 |
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IUPAC Name | hexadecyl 2-(trimethylazaniumyl)ethyl phosphate |
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Traditional Name | miltex |
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CAS Registry Number | Not Available |
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SMILES | CCCCCCCCCCCCCCCCOP([O-])(=O)OCC[N+](C)(C)C |
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InChI Identifier | InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3 |
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InChI Key | PQLXHQMOHUQAKB-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. |
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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 | Quaternary ammonium salts |
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Direct Parent | Phosphocholines |
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Alternative Parents | |
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Substituents | - Phosphocholine
- Dialkyl phosphate
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Tetraalkylammonium salt
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organic salt
- Organooxygen compound
- Amine
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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 IndicesUnderivatized |
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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 - Miltefosine GC-MS (Non-derivatized) - 70eV, Positive | splash10-00dj-9432000000-642b57f37f036f7f50c3 | 2017-08-28 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Miltefosine 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 - Miltefosine 10V, Positive-QTOF | splash10-0550-9061400000-e095141ca899b073c533 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Miltefosine 20V, Positive-QTOF | splash10-004i-5690000000-7d225d53e68dce85d25b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Miltefosine 40V, Positive-QTOF | splash10-000i-9410000000-f258e2588380399fafa5 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Miltefosine 10V, Negative-QTOF | splash10-0a4i-0003900000-1691b838c8f926e3c434 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Miltefosine 20V, Negative-QTOF | splash10-0kor-2019200000-4631320f9dcefaac10a7 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Miltefosine 40V, Negative-QTOF | splash10-004i-9011000000-f7696a7826d1d702049d | 2019-02-23 | Wishart Lab | View Spectrum |
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