Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2009-11-30 15:50:07 UTC |
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Update Date | 2022-03-07 02:51:28 UTC |
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HMDB ID | HMDB0013156 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 16-alpha-Hydroxyandrosterone |
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Description | 16-alpha-Hydroxyandrosterone belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Based on a literature review very few articles have been published on 16-alpha-Hydroxyandrosterone. |
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Structure | C[C@]12CCC3C(CCC4C[C@H](O)CC[C@]34C)C1C[C@@H](O)C2=O InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h11-16,20-21H,3-10H2,1-2H3/t11?,12-,13?,14?,15?,16-,18+,19+/m1/s1 |
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Synonyms | Value | Source |
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16-a-Hydroxyandrosterone | Generator | 16-Α-hydroxyandrosterone | Generator |
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Chemical Formula | C19H30O3 |
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Average Molecular Weight | 306.4397 |
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Monoisotopic Molecular Weight | 306.219494826 |
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IUPAC Name | (2S,5R,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-one |
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Traditional Name | (2S,5R,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-one |
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CAS Registry Number | Not Available |
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SMILES | C[C@]12CCC3C(CCC4C[C@H](O)CC[C@]34C)C1C[C@@H](O)C2=O |
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InChI Identifier | InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h11-16,20-21H,3-10H2,1-2H3/t11?,12-,13?,14?,15?,16-,18+,19+/m1/s1 |
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InChI Key | HLQYTKUIIJTNHH-LIEJGXIJSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. |
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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 | Androstane steroids |
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Direct Parent | Androgens and derivatives |
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Alternative Parents | |
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Substituents | - Androgen-skeleton
- 3-alpha-hydroxysteroid
- 16-hydroxysteroid
- 16-alpha-hydroxysteroid
- Oxosteroid
- 17-oxosteroid
- Hydroxysteroid
- 3-hydroxysteroid
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic 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 | |
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Role | |
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Physical Properties |
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State | Solid |
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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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16-alpha-Hydroxyandrosterone,1TMS,isomer #1 | C[C@]12CCC3C(CCC4C[C@H](O[Si](C)(C)C)CC[C@@]43C)C1C[C@@H](O)C2=O | 2759.8 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,1TMS,isomer #2 | C[C@]12CCC3C(CCC4C[C@H](O)CC[C@@]43C)C1C[C@@H](O[Si](C)(C)C)C2=O | 2794.7 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,1TMS,isomer #3 | C[C@]12CCC3C(CCC4C[C@H](O)CC[C@@]43C)C1CC(O)=C2O[Si](C)(C)C | 2747.0 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,2TMS,isomer #1 | C[C@]12CCC3C(CCC4C[C@H](O[Si](C)(C)C)CC[C@@]43C)C1C[C@@H](O[Si](C)(C)C)C2=O | 2766.8 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,2TMS,isomer #2 | C[C@]12CCC3C(CCC4C[C@H](O[Si](C)(C)C)CC[C@@]43C)C1CC(O)=C2O[Si](C)(C)C | 2752.0 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,2TMS,isomer #3 | C[C@]12CCC3C(CCC4C[C@H](O)CC[C@@]43C)C1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C | 2798.5 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,3TMS,isomer #1 | C[C@]12CCC3C(CCC4C[C@H](O[Si](C)(C)C)CC[C@@]43C)C1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C | 2786.3 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,3TMS,isomer #1 | C[C@]12CCC3C(CCC4C[C@H](O[Si](C)(C)C)CC[C@@]43C)C1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C | 2732.7 | Standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,3TMS,isomer #1 | C[C@]12CCC3C(CCC4C[C@H](O[Si](C)(C)C)CC[C@@]43C)C1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C | 3058.9 | Standard polar | 33892256 | 16-alpha-Hydroxyandrosterone,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)C(CCC3C4C[C@@H](O)C(=O)[C@@]4(C)CCC32)C1 | 3010.4 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)O[C@@H]1CC2C3CCC4C[C@H](O)CC[C@]4(C)C3CC[C@]2(C)C1=O | 3046.7 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=C(O)CC2C3CCC4C[C@H](O)CC[C@]4(C)C3CC[C@]12C | 3002.9 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)C(CCC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)[C@@]4(C)CCC32)C1 | 3242.6 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C(O)CC2C3CCC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3214.0 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CCC3C(CCC4C[C@H](O)CC[C@@]43C)C2C1 | 3288.0 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CCC3C(CCC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@@]43C)C2C1 | 3440.2 | Semi standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CCC3C(CCC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@@]43C)C2C1 | 3317.2 | Standard non polar | 33892256 | 16-alpha-Hydroxyandrosterone,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CCC3C(CCC4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@@]43C)C2C1 | 3357.7 | 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 - 16-alpha-Hydroxyandrosterone GC-MS (Non-derivatized) - 70eV, Positive | splash10-01r2-0090000000-4b07c493b2c4917a8ca1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 16-alpha-Hydroxyandrosterone GC-MS (2 TMS) - 70eV, Positive | splash10-0079-2225900000-6be4acc4ac56a9b2c55c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 16-alpha-Hydroxyandrosterone 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 - 16-alpha-Hydroxyandrosterone 10V, Positive-QTOF | splash10-052r-0095000000-66371f1beb617d4826ca | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 20V, Positive-QTOF | splash10-0550-0191000000-5e19e7364ce029fbb42a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 40V, Positive-QTOF | splash10-00fr-2490000000-c6392bf81728b0bc0dda | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 10V, Negative-QTOF | splash10-0a4i-0029000000-47026cb4adce283d75e4 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 20V, Negative-QTOF | splash10-0a4i-0069000000-adfdec7ced771a0f5c98 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 40V, Negative-QTOF | splash10-001a-0090000000-b87bb5052c37e7df16c4 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 10V, Negative-QTOF | splash10-0a4i-0009000000-a47a32e502bdb7f0b448 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 20V, Negative-QTOF | splash10-0a4i-0019000000-032ab23563b1222d58a3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 40V, Negative-QTOF | splash10-0udi-0069000000-1327fe319f04c929d3e0 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 10V, Positive-QTOF | splash10-0a4r-0059000000-9e9baf89160d9da4f7d9 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 20V, Positive-QTOF | splash10-052k-0793000000-50e424529915026f38b6 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 16-alpha-Hydroxyandrosterone 40V, Positive-QTOF | splash10-052e-6910000000-3a028ac571966456b287 | 2021-09-23 | Wishart Lab | View Spectrum |
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