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 20:09:00 UTC |
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Update Date | 2022-03-07 02:54:24 UTC |
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HMDB ID | HMDB0035201 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 4,8-Diacetyl-T2-tetrol |
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Description | 4,8-Diacetyl-T2-tetrol, also known as NT 1 or isoneosolaniol, belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. 4,8-Diacetyl-T2-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O InChI=1S/C19H26O8/c1-9-5-13-18(7-20,6-12(9)25-10(2)21)17(4)15(26-11(3)22)14(23)16(27-13)19(17)8-24-19/h5,12-16,20,23H,6-8H2,1-4H3 |
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Synonyms | Value | Source |
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Isoneosolaniol | HMDB | NT 1 | HMDB | NT 1 Toxin | HMDB | Toxin NT 1 | HMDB | Toxin NT-1 | HMDB | Toxin T 1 | HMDB | Toxin T1 | HMDB | 4'-(Acetyloxy)-10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetic acid | Generator | 4 beta, 8 alpha-Diacetoxy-12,13-epoxytrichothec-9-ene-3 alpha,15-diol | MeSH |
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Chemical Formula | C19H26O8 |
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Average Molecular Weight | 382.4049 |
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Monoisotopic Molecular Weight | 382.162767808 |
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IUPAC Name | 4'-(acetyloxy)-10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate |
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Traditional Name | 4'-(acetyloxy)-10'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-11'-yl acetate |
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CAS Registry Number | 65180-29-2 |
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SMILES | CC(=O)OC1C(O)C2OC3C=C(C)C(CC3(CO)C1(C)C21CO1)OC(C)=O |
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InChI Identifier | InChI=1S/C19H26O8/c1-9-5-13-18(7-20,6-12(9)25-10(2)21)17(4)15(26-11(3)22)14(23)16(27-13)19(17)8-24-19/h5,12-16,20,23H,6-8H2,1-4H3 |
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InChI Key | UROCTWOJYLMRHO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. |
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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 | Sesquiterpenoids |
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Direct Parent | Trichothecenes |
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Alternative Parents | |
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Substituents | - Trichothecene skeleton
- Oxepane
- Dicarboxylic acid or derivatives
- Oxane
- Cyclic alcohol
- Secondary alcohol
- Carboxylic acid ester
- Oxacycle
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Organoheterocyclic compound
- Primary alcohol
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organic oxygen compound
- Alcohol
- 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 | 172.5 - 173.5 °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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4,8-Diacetyl-T2-tetrol,1TMS,isomer #1 | CC(=O)OC1CC2(CO)C(C=C1C)OC1C(O[Si](C)(C)C)C(OC(C)=O)C2(C)C12CO2 | 2571.5 | Semi standard non polar | 33892256 | 4,8-Diacetyl-T2-tetrol,1TMS,isomer #2 | CC(=O)OC1CC2(CO[Si](C)(C)C)C(C=C1C)OC1C(O)C(OC(C)=O)C2(C)C12CO2 | 2546.4 | Semi standard non polar | 33892256 | 4,8-Diacetyl-T2-tetrol,2TMS,isomer #1 | CC(=O)OC1CC2(CO[Si](C)(C)C)C(C=C1C)OC1C(O[Si](C)(C)C)C(OC(C)=O)C2(C)C12CO2 | 2562.8 | Semi standard non polar | 33892256 | 4,8-Diacetyl-T2-tetrol,1TBDMS,isomer #1 | CC(=O)OC1CC2(CO)C(C=C1C)OC1C(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C2(C)C12CO2 | 2810.4 | Semi standard non polar | 33892256 | 4,8-Diacetyl-T2-tetrol,1TBDMS,isomer #2 | CC(=O)OC1CC2(CO[Si](C)(C)C(C)(C)C)C(C=C1C)OC1C(O)C(OC(C)=O)C2(C)C12CO2 | 2787.4 | Semi standard non polar | 33892256 | 4,8-Diacetyl-T2-tetrol,2TBDMS,isomer #1 | CC(=O)OC1CC2(CO[Si](C)(C)C(C)(C)C)C(C=C1C)OC1C(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C2(C)C12CO2 | 3043.2 | 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 - 4,8-Diacetyl-T2-tetrol GC-MS (Non-derivatized) - 70eV, Positive | splash10-0ac4-2697000000-7c9c4165f00398def9ba | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4,8-Diacetyl-T2-tetrol GC-MS (2 TMS) - 70eV, Positive | splash10-0udl-3069510000-bcd3bfeead9609e6fa26 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4,8-Diacetyl-T2-tetrol 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 - 4,8-Diacetyl-T2-tetrol 10V, Positive-QTOF | splash10-00yl-0009000000-4a8811890c925b09e4e0 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Positive-QTOF | splash10-00di-0219000000-dedf3280ed246d0bee0d | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Positive-QTOF | splash10-008a-3296000000-be9fbb6d9713ee622b3e | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 10V, Negative-QTOF | splash10-008i-1009000000-ce0713ed8bebd6258d09 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Negative-QTOF | splash10-0abi-2119000000-e27a05b759195273b092 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Negative-QTOF | splash10-0a4i-6900000000-d5115259f05431013b9b | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 10V, Negative-QTOF | splash10-0a59-7009000000-e40f70e205c39a6d7bcd | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Negative-QTOF | splash10-0a4i-9000000000-16136d19660877190b49 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Negative-QTOF | splash10-052r-9023000000-ea83f892b6c75195ddc0 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 10V, Positive-QTOF | splash10-00di-0009000000-ff1d6a000948010607f4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 20V, Positive-QTOF | splash10-05uu-1029000000-5ff9a18963d4560078d9 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4,8-Diacetyl-T2-tetrol 40V, Positive-QTOF | splash10-014i-9612000000-92d17d5c2f6eeaac9be7 | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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