Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2009-10-05 13:38:29 UTC |
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Update Date | 2022-03-07 02:51:28 UTC |
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HMDB ID | HMDB0013121 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 7-Dehydropregnenolone |
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Description | 7-Dehydropregnenolone is a 21-carbon steroid, derived from cholesterol and found in steroid hormone-producing tissues. It is the precursor to Gonadal steroid hormones and the adrenal corticosteroid. 7-Dehydropregnenolone is the the single product of metabolism of 7-dehydrocholesterol by CYP11A1 (PMID 14657394 ). |
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Structure | CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,15,17-19,23H,6-12H2,1-3H3/t15-,17?,18?,19?,20-,21+/m0/s1 |
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Synonyms | Value | Source |
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7-DHP | HMDB | 7-Dehydropregnenolone | MeSH |
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Chemical Formula | C21H30O2 |
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Average Molecular Weight | 314.4617 |
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Monoisotopic Molecular Weight | 314.224580204 |
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IUPAC Name | 1-[(2R,5S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-14-yl]ethan-1-one |
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Traditional Name | 1-[(2R,5S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-14-yl]ethanone |
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CAS Registry Number | Not Available |
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SMILES | CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C |
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InChI Identifier | InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,15,17-19,23H,6-12H2,1-3H3/t15-,17?,18?,19?,20-,21+/m0/s1 |
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InChI Key | QTVNPWWLYMFLEI-IOHSXPNESA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of 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 | Oxosteroids |
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Direct Parent | 20-oxosteroids |
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Alternative Parents | |
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Substituents | - 20-oxosteroid
- Androgen-skeleton
- Androstane-skeleton
- 3-hydroxy-delta-5-steroid
- 3-hydroxy-delta-7-steroid
- 3-hydroxysteroid
- 3-beta-hydroxysteroid
- 3-beta-hydroxy-delta-5-steroid
- Hydroxysteroid
- Delta-5-steroid
- Delta-7-steroid
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Carbonyl group
- Organooxygen compound
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- 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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7-Dehydropregnenolone,1TMS,isomer #1 | CC(=O)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 2849.0 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,1TMS,isomer #2 | CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C | 2868.8 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,1TMS,isomer #3 | C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C | 2837.2 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,2TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 2886.3 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,2TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 2838.7 | Standard non polar | 33892256 | 7-Dehydropregnenolone,2TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3219.4 | Standard polar | 33892256 | 7-Dehydropregnenolone,2TMS,isomer #2 | C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 2852.2 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,2TMS,isomer #2 | C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 2813.0 | Standard non polar | 33892256 | 7-Dehydropregnenolone,2TMS,isomer #2 | C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3295.7 | Standard polar | 33892256 | 7-Dehydropregnenolone,1TBDMS,isomer #1 | CC(=O)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3111.9 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,1TBDMS,isomer #2 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C | 3134.2 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,1TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C | 3114.7 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,2TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3394.1 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,2TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3394.6 | Standard non polar | 33892256 | 7-Dehydropregnenolone,2TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3469.1 | Standard polar | 33892256 | 7-Dehydropregnenolone,2TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3356.8 | Semi standard non polar | 33892256 | 7-Dehydropregnenolone,2TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3368.7 | Standard non polar | 33892256 | 7-Dehydropregnenolone,2TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C | 3522.7 | 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 - 7-Dehydropregnenolone GC-MS (Non-derivatized) - 70eV, Positive | splash10-059g-0190000000-13dcd143f6d608f5cef6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Dehydropregnenolone GC-MS (1 TMS) - 70eV, Positive | splash10-05fu-2049000000-6fc34b27d947b847adb0 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Dehydropregnenolone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Dehydropregnenolone 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 - 7-Dehydropregnenolone 10V, Positive-QTOF | splash10-00kb-0095000000-16f22892d4ff716f3959 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Positive-QTOF | splash10-00kb-0391000000-555fba17ef35f26f36d6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Positive-QTOF | splash10-0079-2490000000-7ebab71d232e3f6d0a19 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 10V, Negative-QTOF | splash10-03di-0029000000-dcda0b7111c264418e6d | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Negative-QTOF | splash10-03di-0079000000-326259d6736bb446d0cd | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Negative-QTOF | splash10-0002-1090000000-a4f0bc4947785686f7e5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 10V, Negative-QTOF | splash10-03di-0009000000-2514638890974c4f71f3 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Negative-QTOF | splash10-03dj-0089000000-66ecd4ecd833feb178fe | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Negative-QTOF | splash10-00p1-0090000000-8fb13ea7be343d3a5a42 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 10V, Positive-QTOF | splash10-014i-0069000000-c7df4adee5b340e7afef | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Positive-QTOF | splash10-0gdj-1492000000-eb316c6ad9aec6fd5b8f | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Positive-QTOF | splash10-052f-9710000000-e26067cb15664f28558f | 2021-09-25 | Wishart Lab | View Spectrum |
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