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 22:07:46 UTC |
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Update Date | 2022-03-07 02:55:07 UTC |
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HMDB ID | HMDB0036940 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Spirostane-3,6-dione |
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Description | Spirostane-3,6-dione, also known as chlorogenone, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Spirostane-3,6-dione is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CC1C2C(CC3C4CC(=O)C5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CO1 InChI=1S/C27H40O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-16,18-21,23-24H,5-14H2,1-4H3 |
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Synonyms | Value | Source |
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Chlorogenone | HMDB |
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Chemical Formula | C27H40O4 |
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Average Molecular Weight | 428.6041 |
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Monoisotopic Molecular Weight | 428.292659768 |
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IUPAC Name | 5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',19'-dione |
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Traditional Name | 5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',19'-dione |
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CAS Registry Number | 3514-59-8 |
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SMILES | CC1C2C(CC3C4CC(=O)C5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CO1 |
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InChI Identifier | InChI=1S/C27H40O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-16,18-21,23-24H,5-14H2,1-4H3 |
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InChI Key | CGXQJOWMWZPOPV-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Triterpenoids |
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Direct Parent | Triterpenoids |
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Alternative Parents | Not Available |
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Substituents | Not Available |
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Molecular Framework | Aliphatic heteropolycyclic 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 | 243.5 - 244.5 °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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Spirostane-3,6-dione,1TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)=C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3367.5 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)=C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3401.6 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C)C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3438.2 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C)C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3287.2 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3489.6 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3364.8 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3424.6 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3370.9 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3336.1 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3392.9 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)=C5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3454.7 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)=C5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3412.0 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3421.4 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3300.4 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C)C5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3384.4 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C)C5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3283.2 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)=C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3612.3 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)=C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3654.6 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C(C)(C)C)C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3668.5 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C(C)(C)C)C5CC(=O)CCC5(C)C4CCC3(C)C1C2C | 3484.6 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3738.0 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3588.2 | Standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3675.3 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,1TBDMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4CC(=O)C5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3601.5 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3778.5 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3798.9 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)=C5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3885.3 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)=C5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3790.2 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3857.8 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C | 3629.7 | Standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C(C)(C)C)C5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3830.9 | Semi standard non polar | 33892256 | Spirostane-3,6-dione,2TBDMS,isomer #4 | CC1CCC2(OC1)OC1CC3C4C=C(O[Si](C)(C)C(C)(C)C)C5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C | 3632.5 | 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 - Spirostane-3,6-dione GC-MS (Non-derivatized) - 70eV, Positive | splash10-0nms-3379300000-b4c4e8c6429902ac8443 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Spirostane-3,6-dione GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Spirostane-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 - Spirostane-3,6-dione 10V, Positive-QTOF | splash10-02di-6025900000-0c08379bc7e6c51a9ba2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 20V, Positive-QTOF | splash10-02g9-8097300000-cda89a5e3dc0473b14f2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 40V, Positive-QTOF | splash10-0gb9-9055000000-38a044e04d27068783cd | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 10V, Negative-QTOF | splash10-004i-4002900000-bd6400c880e5a484d56a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 20V, Negative-QTOF | splash10-06vi-2009400000-ba081cf37ae2bcdf1996 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 40V, Negative-QTOF | splash10-07vi-9005000000-05809f672fa682eee399 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 10V, Positive-QTOF | splash10-004i-0000900000-37f7822c437e446b17f2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 20V, Positive-QTOF | splash10-02dr-1378900000-84b811d286dbae89406a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 40V, Positive-QTOF | splash10-000l-3983000000-ce8f66a2af1e1e817c28 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 10V, Negative-QTOF | splash10-004i-0000900000-f80757ff7e5e5a34875b | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 20V, Negative-QTOF | splash10-004i-0000900000-238ca72386b2dfe89acb | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Spirostane-3,6-dione 40V, Negative-QTOF | splash10-01t9-1108900000-490ef84ef80d9e6ab462 | 2021-09-23 | Wishart Lab | View Spectrum |
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