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 17:47:54 UTC |
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Update Date | 2022-03-07 02:53:14 UTC |
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HMDB ID | HMDB0032108 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol |
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Description | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(O)C4(O)CC(O)CCC4(C)C3=CCC12C InChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,12,15,17-20,22-23,25,29-31H,9-11,13-14,16H2,1-6H3/b8-7+ |
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Synonyms | Value | Source |
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(3b,5a,6a,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol | Generator | (3Β,5α,6α,22E,24R)-ergosta-7,9(11),22-triene-3,5,6-triol | Generator |
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Chemical Formula | C28H44O3 |
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Average Molecular Weight | 428.6472 |
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Monoisotopic Molecular Weight | 428.329045274 |
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IUPAC Name | 14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-diene-5,7,8-triol |
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Traditional Name | 14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-diene-5,7,8-triol |
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CAS Registry Number | 71097-07-9 |
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SMILES | CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(O)C4(O)CC(O)CCC4(C)C3=CCC12C |
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InChI Identifier | InChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,12,15,17-20,22-23,25,29-31H,9-11,13-14,16H2,1-6H3/b8-7+ |
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InChI Key | FMEOHNKBCMQEEH-BQYQJAHWSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane 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 | Ergostane steroids |
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Direct Parent | Ergosterols and derivatives |
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Alternative Parents | Not Available |
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Substituents | Not Available |
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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 | 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 IndicesUnderivatizedMetabolite | SMILES | Kovats RI Value | Column Type | Reference |
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(3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol | CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(O)C4(O)CC(O)CCC4(C)C3=CCC12C | 4255.0 | Standard polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol | CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(O)C4(O)CC(O)CCC4(C)C3=CCC12C | 3088.9 | Standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol | CC(C)C(C)\C=C\C(C)C1CCC2C3=CC(O)C4(O)CC(O)CCC4(C)C3=CCC12C | 3455.3 | Semi standard non polar | 33892256 |
DerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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(3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,1TMS,isomer #1 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C)C4(O)CC(O)CCC4(C)C3=CCC21C | 3562.1 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,1TMS,isomer #2 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O)C4(O[Si](C)(C)C)CC(O)CCC4(C)C3=CCC21C | 3543.4 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,1TMS,isomer #3 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O)C4(O)CC(O[Si](C)(C)C)CCC4(C)C3=CCC21C | 3530.3 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,2TMS,isomer #1 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C)C4(O[Si](C)(C)C)CC(O)CCC4(C)C3=CCC21C | 3545.3 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,2TMS,isomer #2 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C)C4(O)CC(O[Si](C)(C)C)CCC4(C)C3=CCC21C | 3531.8 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,2TMS,isomer #3 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O)C4(O[Si](C)(C)C)CC(O[Si](C)(C)C)CCC4(C)C3=CCC21C | 3490.3 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,3TMS,isomer #1 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C)C4(O[Si](C)(C)C)CC(O[Si](C)(C)C)CCC4(C)C3=CCC21C | 3461.9 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,1TBDMS,isomer #1 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C(C)(C)C)C4(O)CC(O)CCC4(C)C3=CCC21C | 3784.7 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,1TBDMS,isomer #2 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O)C4(O[Si](C)(C)C(C)(C)C)CC(O)CCC4(C)C3=CCC21C | 3767.0 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,1TBDMS,isomer #3 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O)C4(O)CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3=CCC21C | 3753.6 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,2TBDMS,isomer #1 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C(C)(C)C)C4(O[Si](C)(C)C(C)(C)C)CC(O)CCC4(C)C3=CCC21C | 3997.9 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,2TBDMS,isomer #2 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C(C)(C)C)C4(O)CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3=CCC21C | 3958.7 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,2TBDMS,isomer #3 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O)C4(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3=CCC21C | 3945.0 | Semi standard non polar | 33892256 | (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol,3TBDMS,isomer #1 | CC(C)C(C)/C=C/C(C)C1CCC2C3=CC(O[Si](C)(C)C(C)(C)C)C4(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3=CCC21C | 4107.2 | Semi 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 - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol GC-MS (Non-derivatized) - 70eV, Positive | splash10-07w9-0109200000-33a5f643423b4865bfca | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol GC-MS (3 TMS) - 70eV, Positive | splash10-0059-2000039000-2699bf0de6013861046e | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 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 - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 10V, Positive-QTOF | splash10-03fr-1004900000-a639f1f34e0a5996c39c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 20V, Positive-QTOF | splash10-01u0-8029400000-d98662795207bd989c1e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 40V, Positive-QTOF | splash10-0fsi-9044000000-0efe095a8ed942cf3e63 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 10V, Negative-QTOF | splash10-004i-0000900000-55d5a9af617dd3cb43c3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 20V, Negative-QTOF | splash10-004i-0001900000-8d7c80c4a60bd5f579c4 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 40V, Negative-QTOF | splash10-03yj-3019400000-5ce9c074a4978a6cf6f9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 10V, Positive-QTOF | splash10-004i-0017900000-fb5b2c6288caf47c7143 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 20V, Positive-QTOF | splash10-0kdi-9158500000-637a5ad945a31f6cea94 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 40V, Positive-QTOF | splash10-0a59-9421000000-ea27498b0f24d247da61 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 10V, Negative-QTOF | splash10-004i-0000900000-a509d4af6bebc9e05806 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 20V, Negative-QTOF | splash10-004i-0000900000-aa84c8d2891f8e6bb80f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3beta,5alpha,6alpha,22E,24R)-Ergosta-7,9(11),22-triene-3,5,6-triol 40V, Negative-QTOF | splash10-004i-0009700000-fa5a95f0bf5ee82f3bfa | 2021-09-22 | Wishart Lab | View Spectrum |
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