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 17:40:50 UTC |
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Update Date | 2022-03-07 02:52:49 UTC |
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HMDB ID | HMDB0031079 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 12-Ketoporrigenin |
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Description | 12-Ketoporrigenin belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 12-Ketoporrigenin is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CC(=O)C23C)OC11CCC(C)CO1 InChI=1S/C27H42O5/c1-14-5-8-27(31-13-14)15(2)24-22(32-27)11-19-17-10-21(29)20-9-16(28)6-7-25(20,3)18(17)12-23(30)26(19,24)4/h14-22,24,28-29H,5-13H2,1-4H3 |
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Synonyms | Not Available |
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Chemical Formula | C27H42O5 |
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Average Molecular Weight | 446.6194 |
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Monoisotopic Molecular Weight | 446.303224454 |
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IUPAC Name | 16',19'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-10'-one |
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Traditional Name | 16',19'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-10'-one |
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CAS Registry Number | 189014-45-7 |
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SMILES | CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CC(=O)C23C)OC11CCC(C)CO1 |
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InChI Identifier | InChI=1S/C27H42O5/c1-14-5-8-27(31-13-14)15(2)24-22(32-27)11-19-17-10-21(29)20-9-16(28)6-7-25(20,3)18(17)12-23(30)26(19,24)4/h14-22,24,28-29H,5-13H2,1-4H3 |
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InChI Key | AEDBOXCTQDATMF-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 | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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12-Ketoporrigenin,1TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O)CCC5(C)C4CC(=O)C3(C)C1C2C | 3601.3 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,1TMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C)CCC5(C)C4CC(=O)C3(C)C1C2C | 3649.0 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,1TMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O)CCC5(C)C4C=C(O[Si](C)(C)C)C3(C)C1C2C | 3642.5 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,2TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC5(C)C4CC(=O)C3(C)C1C2C | 3576.5 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,2TMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O)CCC5(C)C4C=C(O[Si](C)(C)C)C3(C)C1C2C | 3559.9 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,2TMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C)CCC5(C)C4C=C(O[Si](C)(C)C)C3(C)C1C2C | 3618.5 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,3TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC5(C)C4C=C(O[Si](C)(C)C)C3(C)C1C2C | 3535.7 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,3TMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC5(C)C4C=C(O[Si](C)(C)C)C3(C)C1C2C | 3246.3 | Standard non polar | 33892256 | 12-Ketoporrigenin,1TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC5(C)C4CC(=O)C3(C)C1C2C | 3827.3 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,1TBDMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CC(=O)C3(C)C1C2C | 3878.6 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,1TBDMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O)CCC5(C)C4C=C(O[Si](C)(C)C(C)(C)C)C3(C)C1C2C | 3880.7 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,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)C4CC(=O)C3(C)C1C2C | 4060.5 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,2TBDMS,isomer #2 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC5(C)C4C=C(O[Si](C)(C)C(C)(C)C)C3(C)C1C2C | 4037.5 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,2TBDMS,isomer #3 | CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4C=C(O[Si](C)(C)C(C)(C)C)C3(C)C1C2C | 4093.6 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,3TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4C=C(O[Si](C)(C)C(C)(C)C)C3(C)C1C2C | 4231.8 | Semi standard non polar | 33892256 | 12-Ketoporrigenin,3TBDMS,isomer #1 | CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4C=C(O[Si](C)(C)C(C)(C)C)C3(C)C1C2C | 3831.4 | 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 - 12-Ketoporrigenin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0f89-2616900000-c1e11f76f15b4eb47f9b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 12-Ketoporrigenin GC-MS (2 TMS) - 70eV, Positive | splash10-004i-4531390000-9e146f722db065503c38 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 12-Ketoporrigenin 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 - 12-Ketoporrigenin 10V, Positive-QTOF | splash10-01t9-3002900000-58ab776900859ce1f1b9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 20V, Positive-QTOF | splash10-01p9-7098700000-d689d9d0c53adbdcdff3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 40V, Positive-QTOF | splash10-014i-9115000000-e4f3266379cc8c5fcae9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 10V, Negative-QTOF | splash10-00kb-3001900000-f1e46fa15e5a0654ccbe | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 20V, Negative-QTOF | splash10-00mk-2008900000-a11ac13511227fa0adb3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 40V, Negative-QTOF | splash10-014i-9005100000-e7155e557fcf0170160c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 10V, Negative-QTOF | splash10-0002-0000900000-cab8b24b67725b213443 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 20V, Negative-QTOF | splash10-0002-0000900000-c0525ec1278f13669bd2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 40V, Negative-QTOF | splash10-00n4-0403900000-17f43fdaba343a17829e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 10V, Positive-QTOF | splash10-002b-0000900000-2c7ea1884b7662df6b15 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 20V, Positive-QTOF | splash10-01r2-0104900000-1af5d957ed43a30e2522 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 12-Ketoporrigenin 40V, Positive-QTOF | splash10-016r-3943000000-95e2a272e4415380b124 | 2021-09-23 | Wishart Lab | View Spectrum |
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General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
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