Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-10 22:43:25 UTC |
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Update Date | 2021-09-26 22:54:16 UTC |
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HMDB ID | HMDB0245667 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 24,25-Epoxycholesterol |
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Description | 14-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. 14-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 24,25-epoxycholesterol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 24,25-Epoxycholesterol 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 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C InChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3 |
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Synonyms | Not Available |
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Chemical Formula | C27H44O2 |
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Average Molecular Weight | 400.647 |
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Monoisotopic Molecular Weight | 400.334130657 |
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IUPAC Name | 14-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol |
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Traditional Name | 14-[4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol |
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CAS Registry Number | Not Available |
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SMILES | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C |
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InChI Identifier | InChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3 |
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InChI Key | OSENKJZWYQXHBN-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Cholestane steroids |
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Direct Parent | Cholesterols and derivatives |
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Alternative Parents | |
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Substituents | - Cholesterol-skeleton
- 3-hydroxy-delta-5-steroid
- 3-hydroxysteroid
- Hydroxysteroid
- Delta-5-steroid
- Cyclic alcohol
- Secondary alcohol
- Ether
- Oxirane
- Dialkyl ether
- Organoheterocyclic compound
- Oxacycle
- Organic oxygen compound
- Alcohol
- Hydrocarbon derivative
- Organooxygen compound
- 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 IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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24,25-Epoxycholesterol,1TMS,isomer #1 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C | 3243.4 | Semi standard non polar | 33892256 | 24,25-Epoxycholesterol,1TMS,isomer #1 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C | 3175.5 | Standard non polar | 33892256 | 24,25-Epoxycholesterol,1TMS,isomer #1 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C | 3530.3 | Standard polar | 33892256 | 24,25-Epoxycholesterol,1TBDMS,isomer #1 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C | 3484.1 | Semi standard non polar | 33892256 | 24,25-Epoxycholesterol,1TBDMS,isomer #1 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C | 3450.8 | Standard non polar | 33892256 | 24,25-Epoxycholesterol,1TBDMS,isomer #1 | CC(CCC1OC1(C)C)C1CCC2C3CC=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C | 3653.0 | 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 - 24,25-Epoxycholesterol GC-MS (Non-derivatized) - 70eV, Positive | splash10-00du-1009000000-99465e1439920c1a6bec | 2021-09-23 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 24,25-Epoxycholesterol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 24,25-Epoxycholesterol 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 - 24,25-Epoxycholesterol 10V, Positive-QTOF | splash10-0f8c-0009300000-9470ad3d0b42939b2108 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxycholesterol 20V, Positive-QTOF | splash10-000x-2019000000-85ceb6e2f830975c234c | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxycholesterol 40V, Positive-QTOF | splash10-052f-3953000000-fc987f74fe1dc1464d89 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxycholesterol 10V, Negative-QTOF | splash10-0002-0009000000-dc23ba87137530d83f68 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxycholesterol 20V, Negative-QTOF | splash10-0002-1009000000-39320fc1bae725ee71bf | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxycholesterol 40V, Negative-QTOF | splash10-0002-1009000000-7c3905d739f3e1c9719d | 2021-10-12 | Wishart Lab | View Spectrum |
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