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 19:08:31 UTC |
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Update Date | 2022-03-07 02:54:04 UTC |
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HMDB ID | HMDB0034330 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Physalin E |
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Description | Physalin E belongs to the class of organic compounds known as physalins and derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed). Physalin E is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CC12OC(=O)C3(O)CCC4C(C(O)CC5(O)CC=CC(=O)C45C)C45OC13C(C4=O)C1(C)CC2OC(=O)C1CO5 InChI=1S/C28H32O11/c1-22-10-16-24(3)28-18(22)19(31)27(39-28,36-11-13(22)20(32)37-16)17-12(6-8-26(28,35)21(33)38-24)23(2)15(30)5-4-7-25(23,34)9-14(17)29/h4-5,12-14,16-18,29,34-35H,6-11H2,1-3H3 |
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Synonyms | Value | Source |
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Physalin e | MeSH |
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Chemical Formula | C28H32O11 |
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Average Molecular Weight | 544.5471 |
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Monoisotopic Molecular Weight | 544.194461866 |
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IUPAC Name | 5,14,16-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.1¹⁸,²⁷.0¹,⁵.0²,²⁴.0⁸,¹⁷.0⁹,¹⁴.0²¹,²⁶]nonacos-11-ene-4,10,22,29-tetrone |
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Traditional Name | 5,14,16-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.1¹⁸,²⁷.0¹,⁵.0²,²⁴.0⁸,¹⁷.0⁹,¹⁴.0²¹,²⁶]nonacos-11-ene-4,10,22,29-tetrone |
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CAS Registry Number | 70241-10-0 |
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SMILES | CC12OC(=O)C3(O)CCC4C(C(O)CC5(O)CC=CC(=O)C45C)C45OC13C(C4=O)C1(C)CC2OC(=O)C1CO5 |
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InChI Identifier | InChI=1S/C28H32O11/c1-22-10-16-24(3)28-18(22)19(31)27(39-28,36-11-13(22)20(32)37-16)17-12(6-8-26(28,35)21(33)38-24)23(2)15(30)5-4-7-25(23,34)9-14(17)29/h4-5,12-14,16-18,29,34-35H,6-11H2,1-3H3 |
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InChI Key | YFLAVJCREXGADP-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as physalins and derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed). |
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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 | Physalins and derivatives |
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Direct Parent | Physalins and derivatives |
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Alternative Parents | |
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Substituents | - Physalin skeleton
- Delta valerolactone
- Ketal
- Cyclohexenone
- Delta_valerolactone
- Oxepane
- Dicarboxylic acid or derivatives
- 3-furanone
- Gamma butyrolactone
- Oxane
- Cyclic alcohol
- Tetrahydrofuran
- Tertiary alcohol
- Lactone
- Ketone
- Carboxylic acid ester
- Secondary alcohol
- Organoheterocyclic compound
- Oxacycle
- Acetal
- Carboxylic acid derivative
- Polyol
- Alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Aliphatic heteropolycyclic compound
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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 | 305 - 307 °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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Physalin E,1TMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C)(CCC1C4C(O)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4403.9 | Semi standard non polar | 33892256 | Physalin E,1TMS,isomer #2 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O)(CCC1C4C(O[Si](C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4333.5 | Semi standard non polar | 33892256 | Physalin E,1TMS,isomer #3 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O)(CCC1C4C(O)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4365.4 | Semi standard non polar | 33892256 | Physalin E,1TMS,isomer #4 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O)(CCC1C4C(O)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4212.2 | Semi standard non polar | 33892256 | Physalin E,2TMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C)(CCC1C4C(O[Si](C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4303.7 | Semi standard non polar | 33892256 | Physalin E,2TMS,isomer #2 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C)(CCC1C4C(O)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4332.5 | Semi standard non polar | 33892256 | Physalin E,2TMS,isomer #3 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O[Si](C)(C)C)(CCC1C4C(O)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4197.8 | Semi standard non polar | 33892256 | Physalin E,2TMS,isomer #4 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O)(CCC1C4C(O[Si](C)(C)C)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4241.8 | Semi standard non polar | 33892256 | Physalin E,2TMS,isomer #5 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O)(CCC1C4C(O[Si](C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4117.2 | Semi standard non polar | 33892256 | Physalin E,2TMS,isomer #6 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O)(CCC1C4C(O)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4146.2 | Semi standard non polar | 33892256 | Physalin E,3TMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C)(CCC1C4C(O[Si](C)(C)C)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4190.5 | Semi standard non polar | 33892256 | Physalin E,3TMS,isomer #2 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O[Si](C)(C)C)(CCC1C4C(O[Si](C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4089.5 | Semi standard non polar | 33892256 | Physalin E,3TMS,isomer #3 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O[Si](C)(C)C)(CCC1C4C(O)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4114.0 | Semi standard non polar | 33892256 | Physalin E,3TMS,isomer #4 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O)(CCC1C4C(O[Si](C)(C)C)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4005.9 | Semi standard non polar | 33892256 | Physalin E,4TMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O[Si](C)(C)C)(CCC1C4C(O[Si](C)(C)C)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 3959.7 | Semi standard non polar | 33892256 | Physalin E,4TMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C)C(O[Si](C)(C)C)(CCC1C4C(O[Si](C)(C)C)CC2(O[Si](C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4020.4 | Standard non polar | 33892256 | Physalin E,1TBDMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4642.2 | Semi standard non polar | 33892256 | Physalin E,1TBDMS,isomer #2 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4570.3 | Semi standard non polar | 33892256 | Physalin E,1TBDMS,isomer #3 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O)(CCC1C4C(O)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4590.7 | Semi standard non polar | 33892256 | Physalin E,1TBDMS,isomer #4 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O)(CCC1C4C(O)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4429.9 | Semi standard non polar | 33892256 | Physalin E,2TBDMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4788.2 | Semi standard non polar | 33892256 | Physalin E,2TBDMS,isomer #2 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4790.3 | Semi standard non polar | 33892256 | Physalin E,2TBDMS,isomer #3 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4630.9 | Semi standard non polar | 33892256 | Physalin E,2TBDMS,isomer #4 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4696.2 | Semi standard non polar | 33892256 | Physalin E,2TBDMS,isomer #5 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4560.6 | Semi standard non polar | 33892256 | Physalin E,2TBDMS,isomer #6 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O)(CCC1C4C(O)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4569.9 | Semi standard non polar | 33892256 | Physalin E,3TBDMS,isomer #1 | CC12CC3OC(=O)C1COC14OC5(C2C1=O)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4882.5 | Semi standard non polar | 33892256 | Physalin E,3TBDMS,isomer #2 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O)CC=CC(=O)C12C)C(=O)OC35C | 4738.4 | Semi standard non polar | 33892256 | Physalin E,3TBDMS,isomer #3 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)(CCC1C4C(O)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4728.9 | Semi standard non polar | 33892256 | Physalin E,3TBDMS,isomer #4 | CC12CC3OC(=O)C1COC14OC5(C2=C1O[Si](C)(C)C(C)(C)C)C(O)(CCC1C4C(O[Si](C)(C)C(C)(C)C)CC2(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C12C)C(=O)OC35C | 4651.0 | 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 - Physalin E GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-0391430000-8c70fae4fd6bed292b98 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (2 TMS) - 70eV, Positive | splash10-00di-3060029000-378f1560f3595a1cd266 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS ("Physalin E,1TMS,#1" TMS) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_2_4) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_2_5) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_2_6) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_3_1) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_3_2) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_3_3) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TMS_3_4) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_1_4) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_2_4) - 70eV, Positive | Not Available | 2021-10-14 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Physalin E GC-MS (TBDMS_2_5) - 70eV, Positive | Not Available | 2021-10-14 | 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 - Physalin E 10V, Positive-QTOF | splash10-004i-0000190000-e335bc9e9aac8dbb888b | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 20V, Positive-QTOF | splash10-056r-0000190000-1bfcec83d3002ebef711 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 40V, Positive-QTOF | splash10-0a59-5701890000-89f6d9005676e4a8670a | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 10V, Negative-QTOF | splash10-0006-0000290000-72be659a95557da697ef | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 20V, Negative-QTOF | splash10-004m-0000490000-eca36208ee129ab97652 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 40V, Negative-QTOF | splash10-0a4i-1590720000-ffdd8f31d248cb5c77b0 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 10V, Negative-QTOF | splash10-0006-0000090000-b2030ea949603d4bbb1a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 20V, Negative-QTOF | splash10-0udl-0200190000-7d59ba50f203d4645716 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 40V, Negative-QTOF | splash10-00fr-1912350000-0abcb0639ff9f22a571c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 10V, Positive-QTOF | splash10-0002-0000090000-a7ef28cb823282490967 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 20V, Positive-QTOF | splash10-002b-0301290000-bed819cc169d0ddf66af | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Physalin E 40V, Positive-QTOF | splash10-056s-0984420000-d748b0390b2322f8158b | 2021-09-22 | Wishart Lab | View Spectrum |
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