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 17:09:45 UTC |
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Update Date | 2021-09-14 15:40:19 UTC |
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HMDB ID | HMDB0060584 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Abiraterone sulfate |
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Description | Abiraterone sulfate is a metabolite of abiraterone. Abiraterone is a drug used in castration-resistant prostate cancer (formerly hormone-resistant or hormone-refractory prostate cancer) (prostate cancer not responding to androgen deprivation or treatment with antiandrogens). It is formulated as the prodrug abiraterone acetate and marketed under the trade name Zytiga. After an expedited six-month review, abiraterone was approved by the U.S. Food and Drug Administration (FDA) in April 2011. (Wikipedia) |
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Structure | C[C@]12CC[C@H]3[C@@H](CC=C4CC(CC[C@]34C)OS(O)(=O)=O)[C@@H]1CC=C2C1=CN=CC=C1 InChI=1S/C24H31NO4S/c1-23-11-9-18(29-30(26,27)28)14-17(23)5-6-19-21-8-7-20(16-4-3-13-25-15-16)24(21,2)12-10-22(19)23/h3-5,7,13,15,18-19,21-22H,6,8-12,14H2,1-2H3,(H,26,27,28)/t18?,19-,21-,22-,23-,24+/m0/s1 |
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Synonyms | Value | Source |
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Abiraterone sulfuric acid | Generator | Abiraterone sulphate | Generator | Abiraterone sulphuric acid | Generator |
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Chemical Formula | C24H31NO4S |
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Average Molecular Weight | 429.572 |
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Monoisotopic Molecular Weight | 429.197379175 |
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IUPAC Name | [(1S,2R,10R,11S,15S)-2,15-dimethyl-14-(pyridin-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,13-dien-5-yl]oxidanesulfonic acid |
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Traditional Name | [(1S,2R,10R,11S,15S)-2,15-dimethyl-14-(pyridin-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,13-dien-5-yl]oxidanesulfonic acid |
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CAS Registry Number | Not Available |
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SMILES | C[C@]12CC[C@H]3[C@@H](CC=C4CC(CC[C@]34C)OS(O)(=O)=O)[C@@H]1CC=C2C1=CN=CC=C1 |
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InChI Identifier | InChI=1S/C24H31NO4S/c1-23-11-9-18(29-30(26,27)28)14-17(23)5-6-19-21-8-7-20(16-4-3-13-25-15-16)24(21,2)12-10-22(19)23/h3-5,7,13,15,18-19,21-22H,6,8-12,14H2,1-2H3,(H,26,27,28)/t18?,19-,21-,22-,23-,24+/m0/s1 |
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InChI Key | LUQSJWRTYLGZJB-ZHVNYGEGSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. |
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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 | Sulfated steroids |
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Direct Parent | Sulfated steroids |
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Alternative Parents | |
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Substituents | - Sulfated steroid skeleton
- Androstane-skeleton
- Delta-5-steroid
- Pyridine
- Sulfuric acid ester
- Alkyl sulfate
- Sulfate-ester
- Sulfuric acid monoester
- Organic sulfuric acid or derivatives
- Heteroaromatic compound
- Azacycle
- Organoheterocyclic compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- 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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Abiraterone sulfate,1TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2C1=CC=CN=C1 | 3643.1 | Semi standard non polar | 33892256 | Abiraterone sulfate,1TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2C1=CC=CN=C1 | 3462.1 | Standard non polar | 33892256 | Abiraterone sulfate,1TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2C1=CC=CN=C1 | 4458.6 | Standard polar | 33892256 | Abiraterone sulfate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC=C(C5=CC=CN=C5)[C@@]4(C)CC[C@@H]32)C1 | 3869.6 | Semi standard non polar | 33892256 | Abiraterone sulfate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC=C(C5=CC=CN=C5)[C@@]4(C)CC[C@@H]32)C1 | 3764.2 | Standard non polar | 33892256 | Abiraterone sulfate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC=C(C5=CC=CN=C5)[C@@]4(C)CC[C@@H]32)C1 | 4563.4 | 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 - Abiraterone sulfate GC-MS (Non-derivatized) - 70eV, Positive | splash10-0w29-0274900000-72adc3bfa86c96c71d2a | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Abiraterone sulfate 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 - Abiraterone sulfate 10V, Positive-QTOF | splash10-001i-0004900000-198f2a44c1be3d1275cb | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 20V, Positive-QTOF | splash10-001i-1129100000-441ab8adf9ff9665f076 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 40V, Positive-QTOF | splash10-05fr-0689100000-376a847bde820538bbab | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 10V, Negative-QTOF | splash10-004i-0003900000-90a8a099791e9ee43187 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 20V, Negative-QTOF | splash10-0002-0009200000-05702a0d156213758638 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 40V, Negative-QTOF | splash10-001j-5009000000-ddf75294fa0acd7f4a1f | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 10V, Positive-QTOF | splash10-001i-0009700000-6ab1ac9d6c9179b86588 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 20V, Positive-QTOF | splash10-0f89-0149000000-01f3a51d15bb17ef9d58 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 40V, Positive-QTOF | splash10-0uei-0934000000-2f3b8af419ec11271859 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 10V, Negative-QTOF | splash10-004i-0000900000-c92ce68582890c46bd84 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 20V, Negative-QTOF | splash10-0002-9000000000-b427a7756f10c58e2353 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Abiraterone sulfate 40V, Negative-QTOF | splash10-0002-9001100000-7aa28ff4ea9f18984463 | 2021-10-12 | Wishart Lab | View Spectrum |
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