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 18:40:56 UTC |
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Update Date | 2022-03-07 02:53:54 UTC |
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HMDB ID | HMDB0033907 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Homodolicholide |
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Description | Homodolicholide belongs to the class of organic compounds known as brassinolides and derivatives. These are cholestane based steroid lactones containing benzo[c]indeno[5,4-e]oxepin-3-one. Based on a literature review a small amount of articles have been published on Homodolicholide. |
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Structure | C\C=C(/C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C InChI=1S/C29H48O6/c1-7-17(15(2)3)26(33)25(32)16(4)19-8-9-20-18-14-35-27(34)22-12-23(30)24(31)13-29(22,6)21(18)10-11-28(19,20)5/h7,15-16,18-26,30-33H,8-14H2,1-6H3/b17-7+ |
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Synonyms | Value | Source |
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28-Homodolicholide | HMDB | 2a,3a,22R,23R-Tetrahydroxy-b-homo-7-oxa-5a-stigmast-24(28)-en-6-one | HMDB |
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Chemical Formula | C29H48O6 |
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Average Molecular Weight | 492.6878 |
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Monoisotopic Molecular Weight | 492.345089268 |
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IUPAC Name | 15-[(5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-8-one |
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Traditional Name | 15-[(5E)-3,4-dihydroxy-5-isopropylhept-5-en-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.0²,⁷.0¹²,¹⁶]octadecan-8-one |
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CAS Registry Number | 86630-40-2 |
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SMILES | C\C=C(/C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C |
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InChI Identifier | InChI=1S/C29H48O6/c1-7-17(15(2)3)26(33)25(32)16(4)19-8-9-20-18-14-35-27(34)22-12-23(30)24(31)13-29(22,6)21(18)10-11-28(19,20)5/h7,15-16,18-26,30-33H,8-14H2,1-6H3/b17-7+ |
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InChI Key | LRRBQWHWKJDDAW-REZTVBANSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as brassinolides and derivatives. These are cholestane based steroid lactones containing benzo[c]indeno[5,4-e]oxepin-3-one. |
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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 | Steroid lactones |
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Direct Parent | Brassinolides and derivatives |
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Alternative Parents | |
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Substituents | - Brassinolide-skeleton
- Caprolactone
- Oxepane
- Cyclic alcohol
- Carboxylic acid ester
- Lactone
- Secondary alcohol
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Organooxygen compound
- 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 | 227 - 228 °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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Homodolicholide,1TMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C | 4013.1 | Semi standard non polar | 33892256 | Homodolicholide,1TMS,isomer #2 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C | 3993.3 | Semi standard non polar | 33892256 | Homodolicholide,1TMS,isomer #3 | C/C=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O)CC4(C)C3CCC12C | 4042.2 | Semi standard non polar | 33892256 | Homodolicholide,1TMS,isomer #4 | C/C=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 4039.1 | Semi standard non polar | 33892256 | Homodolicholide,2TMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C | 3901.4 | Semi standard non polar | 33892256 | Homodolicholide,2TMS,isomer #2 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O)CC4(C)C3CCC12C | 3938.1 | Semi standard non polar | 33892256 | Homodolicholide,2TMS,isomer #3 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 3922.8 | Semi standard non polar | 33892256 | Homodolicholide,2TMS,isomer #4 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O)CC4(C)C3CCC12C | 3887.4 | Semi standard non polar | 33892256 | Homodolicholide,2TMS,isomer #5 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 3875.8 | Semi standard non polar | 33892256 | Homodolicholide,2TMS,isomer #6 | C/C=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 4020.5 | Semi standard non polar | 33892256 | Homodolicholide,3TMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O)CC4(C)C3CCC12C | 3781.4 | Semi standard non polar | 33892256 | Homodolicholide,3TMS,isomer #2 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 3772.9 | Semi standard non polar | 33892256 | Homodolicholide,3TMS,isomer #3 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 3853.7 | Semi standard non polar | 33892256 | Homodolicholide,3TMS,isomer #4 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 3819.5 | Semi standard non polar | 33892256 | Homodolicholide,4TMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C)C(O[Si](C)(C)C)CC4(C)C3CCC12C | 3703.1 | Semi standard non polar | 33892256 | Homodolicholide,1TBDMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C | 4242.4 | Semi standard non polar | 33892256 | Homodolicholide,1TBDMS,isomer #2 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C | 4231.2 | Semi standard non polar | 33892256 | Homodolicholide,1TBDMS,isomer #3 | C/C=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O)CC4(C)C3CCC12C | 4264.7 | Semi standard non polar | 33892256 | Homodolicholide,1TBDMS,isomer #4 | C/C=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4267.5 | Semi standard non polar | 33892256 | Homodolicholide,2TBDMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O)CC4(C)C3CCC12C | 4365.5 | Semi standard non polar | 33892256 | Homodolicholide,2TBDMS,isomer #2 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O)CC4(C)C3CCC12C | 4385.4 | Semi standard non polar | 33892256 | Homodolicholide,2TBDMS,isomer #3 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4374.0 | Semi standard non polar | 33892256 | Homodolicholide,2TBDMS,isomer #4 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O)CC4(C)C3CCC12C | 4352.4 | Semi standard non polar | 33892256 | Homodolicholide,2TBDMS,isomer #5 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4336.1 | Semi standard non polar | 33892256 | Homodolicholide,2TBDMS,isomer #6 | C/C=C(\C(C)C)C(O)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4466.7 | Semi standard non polar | 33892256 | Homodolicholide,3TBDMS,isomer #1 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O)CC4(C)C3CCC12C | 4453.8 | Semi standard non polar | 33892256 | Homodolicholide,3TBDMS,isomer #2 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4449.4 | Semi standard non polar | 33892256 | Homodolicholide,3TBDMS,isomer #3 | C/C=C(\C(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4506.8 | Semi standard non polar | 33892256 | Homodolicholide,3TBDMS,isomer #4 | C/C=C(\C(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C(C)C1CCC2C3COC(=O)C4CC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC12C | 4472.0 | 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 - Homodolicholide GC-MS (Non-derivatized) - 70eV, Positive | splash10-00b9-1416900000-16963be285e394e968fc | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Homodolicholide GC-MS (2 TMS) - 70eV, Positive | splash10-00di-2211439000-7ab1e8d03d8a018d0580 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Homodolicholide 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 - Homodolicholide 10V, Positive-QTOF | splash10-002f-0102900000-ec215e68bbbed33ded11 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 20V, Positive-QTOF | splash10-03di-5809600000-b455ff51508939a22f51 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 40V, Positive-QTOF | splash10-03di-6904100000-3cb5a54c467d0f6711ff | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 10V, Negative-QTOF | splash10-0006-0000900000-85e746d7362037662088 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 20V, Negative-QTOF | splash10-001i-6204900000-485fab7493388383a0ae | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 40V, Negative-QTOF | splash10-001i-9302200000-cafbb2cbc138a12c23e1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 10V, Positive-QTOF | splash10-014j-0003900000-fb5dd67b9a58e5b73073 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 20V, Positive-QTOF | splash10-002e-3309200000-f8c518ec2e63140478ab | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 40V, Positive-QTOF | splash10-052g-9422000000-406faaa4e8df218a7a6f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 10V, Negative-QTOF | splash10-0006-0001900000-8af49296a318cd1d717b | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 20V, Negative-QTOF | splash10-01po-9405400000-5e353019918c2ff4bebd | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Homodolicholide 40V, Negative-QTOF | splash10-052n-1005900000-78954c278fc399792a23 | 2021-09-23 | Wishart Lab | View Spectrum |
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