Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 00:58:46 UTC |
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Update Date | 2022-03-07 02:56:13 UTC |
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HMDB ID | HMDB0039498 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (6beta,24R)-6-Hydroxystigmast-4-en-3-one |
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Description | (6beta,24R)-6-Hydroxystigmast-4-en-3-one, also known as stigmast-4-en-6beta-ol-3-one, 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 (6beta,24R)-6-Hydroxystigmast-4-en-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CCC(CCC(C)C1CCC2C3CC(O)C4=CC(=O)CCC4(C)C3CCC12C)C(C)C InChI=1S/C29H48O2/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/h16,18-20,22-25,27,31H,7-15,17H2,1-6H3 |
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Synonyms | Value | Source |
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(6b,24R)-6-Hydroxystigmast-4-en-3-one | Generator | (6Β,24R)-6-hydroxystigmast-4-en-3-one | Generator | Stigmast-4-en-6beta-ol-3-one | HMDB |
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Chemical Formula | C29H48O2 |
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Average Molecular Weight | 428.6902 |
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Monoisotopic Molecular Weight | 428.36543078 |
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IUPAC Name | 14-(5-ethyl-6-methylheptan-2-yl)-8-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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Traditional Name | 14-(5-ethyl-6-methylheptan-2-yl)-8-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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CAS Registry Number | 36450-02-9 |
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SMILES | CCC(CCC(C)C1CCC2C3CC(O)C4=CC(=O)CCC4(C)C3CCC12C)C(C)C |
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InChI Identifier | InChI=1S/C29H48O2/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/h16,18-20,22-25,27,31H,7-15,17H2,1-6H3 |
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InChI Key | IWNCBADONFSAAW-UHFFFAOYSA-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 | - Triterpenoid
- Stigmastane-skeleton
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- 6-hydroxysteroid
- Oxosteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organooxygen compound
- 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 | 213 - 215 °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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(6beta,24R)-6-Hydroxystigmast-4-en-3-one,1TMS,isomer #1 | CCC(CCC(C)C1CCC2C3CC(O[Si](C)(C)C)C4=CC(=O)CCC4(C)C3CCC12C)C(C)C | 3610.7 | Semi standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,1TMS,isomer #2 | CCC(CCC(C)C1CCC2C3CC(O)C4=CC(O[Si](C)(C)C)=CCC4(C)C3CCC12C)C(C)C | 3530.1 | Semi standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,2TMS,isomer #1 | CCC(CCC(C)C1CCC2C3CC(O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CCC4(C)C3CCC12C)C(C)C | 3501.2 | Semi standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,2TMS,isomer #1 | CCC(CCC(C)C1CCC2C3CC(O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CCC4(C)C3CCC12C)C(C)C | 3484.3 | Standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,1TBDMS,isomer #1 | CCC(CCC(C)C1CCC2C3CC(O[Si](C)(C)C(C)(C)C)C4=CC(=O)CCC4(C)C3CCC12C)C(C)C | 3824.1 | Semi standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,1TBDMS,isomer #2 | CCC(CCC(C)C1CCC2C3CC(O)C4=CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC12C)C(C)C | 3737.1 | Semi standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,2TBDMS,isomer #1 | CCC(CCC(C)C1CCC2C3CC(O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC12C)C(C)C | 3903.4 | Semi standard non polar | 33892256 | (6beta,24R)-6-Hydroxystigmast-4-en-3-one,2TBDMS,isomer #1 | CCC(CCC(C)C1CCC2C3CC(O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC12C)C(C)C | 3945.7 | 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 - (6beta,24R)-6-Hydroxystigmast-4-en-3-one GC-MS (Non-derivatized) - 70eV, Positive | splash10-01pd-5748900000-dfe6bd72064f92e8928a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one GC-MS (1 TMS) - 70eV, Positive | splash10-0079-6121900000-74ceb4a3fc36cbba6d01 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 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 - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 10V, Positive-QTOF | splash10-03fr-0002900000-6ae8d485b5b4fc4fbb28 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 20V, Positive-QTOF | splash10-03fs-6219400000-7e60c9ab4a47a63810b7 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 40V, Positive-QTOF | splash10-01ot-9135000000-43a75055ff2552e3a622 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 10V, Positive-QTOF | splash10-03fr-0002900000-6ae8d485b5b4fc4fbb28 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 20V, Positive-QTOF | splash10-03fs-6219400000-7e60c9ab4a47a63810b7 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 40V, Positive-QTOF | splash10-01ot-9135000000-43a75055ff2552e3a622 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 10V, Negative-QTOF | splash10-004i-0000900000-18abf3a5b702c8725ad1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 20V, Negative-QTOF | splash10-004i-0000900000-d001b2938fe708840ac1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 40V, Negative-QTOF | splash10-01ot-4019600000-033c716014501e6cd967 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 10V, Negative-QTOF | splash10-004i-0000900000-18abf3a5b702c8725ad1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 20V, Negative-QTOF | splash10-004i-0000900000-d001b2938fe708840ac1 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 40V, Negative-QTOF | splash10-01ot-4019600000-033c716014501e6cd967 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 10V, Negative-QTOF | splash10-004i-0000900000-08c8d00e3f1ae63a05c9 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 20V, Negative-QTOF | splash10-004i-0000900000-6016e66ee8585f47ff10 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 40V, Negative-QTOF | splash10-004i-0004900000-86d21e2fe878ad8b38fd | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 10V, Positive-QTOF | splash10-004i-0011900000-56cd4d6d84550caad0fc | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 20V, Positive-QTOF | splash10-004i-9225300000-96d20bc4b641bb29b24f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (6beta,24R)-6-Hydroxystigmast-4-en-3-one 40V, Positive-QTOF | splash10-0a4l-9420000000-9f35ebbc231e87e4638b | 2021-09-22 | Wishart Lab | View Spectrum |
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