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 18:59:19 UTC |
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Update Date | 2022-03-07 02:54:01 UTC |
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HMDB ID | HMDB0034193 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 24,25-Epoxywithanolide D |
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Description | Convalloside, also known as bogoroside, belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. Convalloside is an extremely weak basic (essentially neutral) compound (based on its pKa). Convalloside is a potentially toxic compound. |
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Structure | CC(O)(C1CCC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1 InChI=1S/C28H38O7/c1-23-11-10-16-14(12-20-28(34-20)19(30)9-8-18(29)25(16,28)3)15(23)6-7-17(23)26(4,32)21-13-24(2)27(5,35-24)22(31)33-21/h8-9,14-17,19-21,30,32H,6-7,10-13H2,1-5H3 |
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Synonyms | Value | Source |
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Bogoroside | HMDB |
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Chemical Formula | C28H38O7 |
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Average Molecular Weight | 486.5971 |
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Monoisotopic Molecular Weight | 486.26175357 |
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IUPAC Name | 15-(1-{1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl}-1-hydroxyethyl)-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one |
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Traditional Name | 15-(1-{1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl}-1-hydroxyethyl)-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one |
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CAS Registry Number | Not Available |
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SMILES | CC(O)(C1CCC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1 |
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InChI Identifier | InChI=1S/C28H38O7/c1-23-11-10-16-14(12-20-28(34-20)19(30)9-8-18(29)25(16,28)3)15(23)6-7-17(23)26(4,32)21-13-24(2)27(5,35-24)22(31)33-21/h8-9,14-17,19-21,30,32H,6-7,10-13H2,1-5H3 |
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InChI Key | XSDOAUFXJBFVLE-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. |
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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 | Cardenolide glycosides and derivatives |
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Alternative Parents | |
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Substituents | - Cardanolide-glycoside
- Steroidal glycoside
- 19-oxosteroid
- 14-hydroxysteroid
- 5-hydroxysteroid
- Oxosteroid
- Hydroxysteroid
- Disaccharide
- Glycosyl compound
- O-glycosyl compound
- 2-furanone
- Oxane
- Cyclic alcohol
- Dihydrofuran
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tertiary alcohol
- Carboxylic acid ester
- Secondary alcohol
- Lactone
- Polyol
- Acetal
- Organoheterocyclic compound
- Oxacycle
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Primary alcohol
- Alcohol
- Organic oxygen compound
- Organic oxide
- Carbonyl group
- Hydrocarbon derivative
- Organooxygen compound
- Aldehyde
- 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 | 257 - 261 °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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24,25-Epoxywithanolide D,1TMS,isomer #1 | CC12CCC3C(CC4OC45C(O)C=CC(=O)C35C)C1CCC2C(C)(O[Si](C)(C)C)C1CC2(C)OC2(C)C(=O)O1 | 3897.6 | Semi standard non polar | 33892256 | 24,25-Epoxywithanolide D,1TMS,isomer #2 | CC(O)(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3CC4OC45C(O[Si](C)(C)C)C=CC(=O)C5(C)C3CCC21C | 3903.3 | Semi standard non polar | 33892256 | 24,25-Epoxywithanolide D,2TMS,isomer #1 | CC12CCC3C(CC4OC45C(O[Si](C)(C)C)C=CC(=O)C35C)C1CCC2C(C)(O[Si](C)(C)C)C1CC2(C)OC2(C)C(=O)O1 | 3836.3 | Semi standard non polar | 33892256 | 24,25-Epoxywithanolide D,1TBDMS,isomer #1 | CC12CCC3C(CC4OC45C(O)C=CC(=O)C35C)C1CCC2C(C)(O[Si](C)(C)C(C)(C)C)C1CC2(C)OC2(C)C(=O)O1 | 4125.6 | Semi standard non polar | 33892256 | 24,25-Epoxywithanolide D,1TBDMS,isomer #2 | CC(O)(C1CC2(C)OC2(C)C(=O)O1)C1CCC2C3CC4OC45C(O[Si](C)(C)C(C)(C)C)C=CC(=O)C5(C)C3CCC21C | 4116.8 | Semi standard non polar | 33892256 | 24,25-Epoxywithanolide D,2TBDMS,isomer #1 | CC12CCC3C(CC4OC45C(O[Si](C)(C)C(C)(C)C)C=CC(=O)C35C)C1CCC2C(C)(O[Si](C)(C)C(C)(C)C)C1CC2(C)OC2(C)C(=O)O1 | 4291.1 | 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 - 24,25-Epoxywithanolide D GC-MS (Non-derivatized) - 70eV, Positive | splash10-0uxr-7036900000-8b26ca3c79d9d0239718 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 24,25-Epoxywithanolide D GC-MS (2 TMS) - 70eV, Positive | splash10-014i-6016419000-793844847d59e2e3c0af | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 24,25-Epoxywithanolide D 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 - 24,25-Epoxywithanolide D 10V, Positive-QTOF | splash10-000i-0001900000-3deefbe8e8285e1c15b2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 20V, Positive-QTOF | splash10-0uy0-0249800000-ba9d981f108ef156a765 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 40V, Positive-QTOF | splash10-0abi-1179100000-1e5b846fa3b65a857432 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 10V, Negative-QTOF | splash10-000i-0001900000-bf1d915c27b38079d62c | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 20V, Negative-QTOF | splash10-0gb9-9314400000-32f1b535b7ceed854748 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 40V, Negative-QTOF | splash10-0fs9-9105000000-0408ba1f244d57417811 | 2016-08-04 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 10V, Positive-QTOF | splash10-000i-0001900000-9cc21dc64979ee8edd42 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 20V, Positive-QTOF | splash10-002s-0328900000-58fea87146b2ecd771d4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 40V, Positive-QTOF | splash10-0udr-1923300000-2fd7c6dd56170b27d5f4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 10V, Negative-QTOF | splash10-000i-0100900000-8b9a7c4e90c9351f15d4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 20V, Negative-QTOF | splash10-000i-0001900000-426693172475a3beb7d2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 24,25-Epoxywithanolide D 40V, Negative-QTOF | splash10-004i-0009000000-6c06d2c383d30d082a8a | 2021-09-22 | Wishart Lab | View Spectrum |
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