Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 23:20:52 UTC |
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Update Date | 2022-03-07 02:55:37 UTC |
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HMDB ID | HMDB0038063 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Stigmast-4-ene-3,6-dione |
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Description | Stigmast-4-ene-3,6-dione belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, stigmast-4-ene-3,6-dione is considered to be a sterol lipid molecule. Stigmast-4-ene-3,6-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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Structure | CC[C@H](CC[C@@H](C)C1CCC2C3CC(=O)C4=CC(=O)CC[C@]4(C)C3CC[C@]12C)C(C)C InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h16,18-20,22-25H,7-15,17H2,1-6H3/t19-,20-,22?,23?,24?,25?,28-,29-/m1/s1 |
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Synonyms | Value | Source |
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(-)-Stigmast-4-en-3,6-dione | HMDB | 24-Ethylcholest-4-ene-3,6-dione | HMDB | Stigmast-4-en-3,6-dione | HMDB |
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Chemical Formula | C29H46O2 |
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Average Molecular Weight | 426.6743 |
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Monoisotopic Molecular Weight | 426.349780716 |
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IUPAC Name | (2R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,8-dione |
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Traditional Name | (2R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,8-dione |
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CAS Registry Number | 57458-57-8 |
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SMILES | CC[C@H](CC[C@@H](C)C1CCC2C3CC(=O)C4=CC(=O)CC[C@]4(C)C3CC[C@]12C)C(C)C |
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InChI Identifier | InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h16,18-20,22-25H,7-15,17H2,1-6H3/t19-,20-,22?,23?,24?,25?,28-,29-/m1/s1 |
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InChI Key | UVFOCYGYACXLAY-UQYXHCMHSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. |
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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 | Stigmastanes and derivatives |
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Direct Parent | Stigmastanes and derivatives |
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Alternative Parents | |
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Substituents | - Stigmastane-skeleton
- Triterpenoid
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- Oxosteroid
- 6-oxosteroid
- Delta-4-steroid
- Cyclohexenone
- Ketone
- Cyclic ketone
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxygen compound
- Carbonyl group
- 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 | 170 - 172 °C | 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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Stigmast-4-ene-3,6-dione,1TMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C)C4=CC(=O)CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3563.9 | Semi standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C)C4=CC(=O)CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3374.4 | Standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TMS,isomer #2 | CC[C@H](CC[C@@H](C)C1CCC2C3CC(=O)C4=CC(O[Si](C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3562.8 | Semi standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TMS,isomer #2 | CC[C@H](CC[C@@H](C)C1CCC2C3CC(=O)C4=CC(O[Si](C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3438.3 | Standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,2TMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3460.9 | Semi standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,2TMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3440.7 | Standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TBDMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3790.7 | Semi standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TBDMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3575.3 | Standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TBDMS,isomer #2 | CC[C@H](CC[C@@H](C)C1CCC2C3CC(=O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3798.9 | Semi standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,1TBDMS,isomer #2 | CC[C@H](CC[C@@H](C)C1CCC2C3CC(=O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3661.5 | Standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,2TBDMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3889.8 | Semi standard non polar | 33892256 | Stigmast-4-ene-3,6-dione,2TBDMS,isomer #1 | CC[C@H](CC[C@@H](C)C1CCC2C3C=C(O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)C3CC[C@@]21C)C(C)C | 3806.3 | Standard non 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 - Stigmast-4-ene-3,6-dione GC-MS (Non-derivatized) - 70eV, Positive | splash10-01pt-4339300000-16ec2f1196dd1fe4bbf2 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Stigmast-4-ene-3,6-dione 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 - Stigmast-4-ene-3,6-dione 10V, Positive-QTOF | splash10-004i-0103900000-4fa560faacf31f1022af | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 20V, Positive-QTOF | splash10-054k-6109300000-1c9257f9fea3fdfa3fa2 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 40V, Positive-QTOF | splash10-000t-9226100000-09521a1ff415978b2108 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 10V, Negative-QTOF | splash10-004i-0000900000-7ded552d075526836e77 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 20V, Negative-QTOF | splash10-004i-0000900000-2a58019635e009d6aecf | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 40V, Negative-QTOF | splash10-0a4i-3019700000-351baf0cd4f13953e94f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 10V, Negative-QTOF | splash10-004i-0000900000-e0002f0b464d749332dc | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 20V, Negative-QTOF | splash10-004i-0000900000-d910e6a23ed8ca528dfd | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 40V, Negative-QTOF | splash10-0ab9-1017900000-dcc1ce95b9fb9110f9d7 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 10V, Positive-QTOF | splash10-004i-0013900000-9aa26ac5906e018ce95b | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 20V, Positive-QTOF | splash10-004u-8449400000-f20622a6290d600a51f7 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Stigmast-4-ene-3,6-dione 40V, Positive-QTOF | splash10-0a4i-9540000000-3fd146adc7b7f410f76f | 2021-09-25 | Wishart Lab | View Spectrum |
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