Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-06-15 16:57:55 UTC |
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Update Date | 2021-09-14 15:19:36 UTC |
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HMDB ID | HMDB0060569 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Deoxyartemsinin |
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Description | Deoxyartemsinin is a metabolite of artemisinin. Artemisinin, also known as Qinghaosu, and its derivatives are a group of drugs that possess the most rapid action of all current drugs against Plasmodium falciparum malaria. Treatments containing an artemisinin derivative (artemisinin-combination therapies, ACTs) are now standard treatment worldwide for P. falciparum malaria. The starting compound artemisinin is isolated from the plant Artemisia annua, sweet wormwood, an herb employed in Chinese traditional medicine. (Wikipedia) |
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Structure | C[C@@H]1C=C[C@@H]2[C@@H](C)C(=O)O[C@H]3O[C@](C)(O)CC[C@@H]1C23 InChI=1S/C15H22O4/c1-8-4-5-11-9(2)13(16)18-14-12(11)10(8)6-7-15(3,17)19-14/h4-5,8-12,14,17H,6-7H2,1-3H3/t8-,9-,10+,11-,12?,14+,15+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C15H22O4 |
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Average Molecular Weight | 266.3328 |
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Monoisotopic Molecular Weight | 266.151809192 |
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IUPAC Name | (1R,4R,5S,8R,9S,12S)-12-hydroxy-4,8,12-trimethyl-2,13-dioxatricyclo[7.4.1.0⁵,¹⁴]tetradec-6-en-3-one |
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Traditional Name | (1R,4R,5S,8R,9S,12S)-12-hydroxy-4,8,12-trimethyl-2,13-dioxatricyclo[7.4.1.0⁵,¹⁴]tetradec-6-en-3-one |
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CAS Registry Number | Not Available |
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SMILES | C[C@@H]1C=C[C@@H]2[C@@H](C)C(=O)O[C@H]3O[C@](C)(O)CC[C@@H]1C23 |
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InChI Identifier | InChI=1S/C15H22O4/c1-8-4-5-11-9(2)13(16)18-14-12(11)10(8)6-7-15(3,17)19-14/h4-5,8-12,14,17H,6-7H2,1-3H3/t8-,9-,10+,11-,12?,14+,15+/m1/s1 |
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InChI Key | ZHHCFKHSMKRNCX-CRBWWJEESA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Oxepanes |
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Sub Class | Not Available |
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Direct Parent | Oxepanes |
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Alternative Parents | |
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Substituents | - Delta valerolactone
- Delta_valerolactone
- Oxepane
- Oxane
- Carboxylic acid ester
- Hemiacetal
- Lactone
- Monocarboxylic acid or derivatives
- Acetal
- Carboxylic acid derivative
- Oxacycle
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic 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 IndicesUnderivatizedDerivatized |
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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 - Deoxyartemsinin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0zi0-5690000000-c472fade044113c82540 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Deoxyartemsinin GC-MS (1 TMS) - 70eV, Positive | splash10-0079-9141000000-65583165d952d95370fa | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Deoxyartemsinin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Deoxyartemsinin 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 - Deoxyartemsinin 10V, Positive-QTOF | splash10-014i-0190000000-83bd23db6874cc2486a3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 20V, Positive-QTOF | splash10-014j-1190000000-396aac6abf9880cf85be | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 40V, Positive-QTOF | splash10-0kai-9570000000-3ae434b265a650116f02 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 10V, Negative-QTOF | splash10-0aor-0090000000-22ef8eccc2e0800cc1f7 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 20V, Negative-QTOF | splash10-06di-0090000000-5a12eed7d2b358da3a74 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 40V, Negative-QTOF | splash10-056r-6920000000-2ed359e26af8536f0b9c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 10V, Positive-QTOF | splash10-014i-0090000000-338ee9c9746d3716bbb8 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 20V, Positive-QTOF | splash10-014i-0190000000-6681a1cebefda6e746a5 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 40V, Positive-QTOF | splash10-05r3-3930000000-a78a8acb6468c93befa0 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 10V, Negative-QTOF | splash10-014i-0090000000-c6cc318d73093d112373 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 20V, Negative-QTOF | splash10-014i-0090000000-9fda6044b1dccf2e8e96 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Deoxyartemsinin 40V, Negative-QTOF | splash10-06r6-5290000000-4e336d79e9468e52d37d | 2021-10-12 | Wishart Lab | View Spectrum |
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