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 20:22:32 UTC |
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Update Date | 2022-03-07 02:54:29 UTC |
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HMDB ID | HMDB0035396 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | T2 Triol |
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Description | T2 Triol, also known as T 2 triol or toxin T 3, 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. T2 Triol is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | CC(C)CC(=O)OC1CC2(CO)C(OC3C(O)C(O)C2(C)C32CO2)C=C1C InChI=1S/C20H30O7/c1-10(2)5-14(22)26-12-7-19(8-21)13(6-11(12)3)27-17-15(23)16(24)18(19,4)20(17)9-25-20/h6,10,12-13,15-17,21,23-24H,5,7-9H2,1-4H3 |
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Synonyms | Value | Source |
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12,13-Epoxy-trichothec-9-ene-3alpha,4beta,8alpha,15-tetrol 8-isovalerate | HMDB | Deacetyl HT 2 toxin | HMDB | Deacetyl-HT-2 toxin | HMDB | T 2 Triol | HMDB | T-2 Triol | HMDB | Toxin T 2 triol | HMDB | Toxin T 3 | HMDB | Toxin T-2 triol | HMDB | 10',11'-Dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoic acid | Generator | Scirpentriol | MeSH | 3,4,15-Trihydroxy-8-(3-methylbutyryloxy)-1,2,3-epoxytrichothec--9-ene | MeSH |
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Chemical Formula | C20H30O7 |
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Average Molecular Weight | 382.448 |
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Monoisotopic Molecular Weight | 382.199153314 |
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IUPAC Name | 10',11'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate |
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Traditional Name | 10',11'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate |
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CAS Registry Number | 34114-98-2 |
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SMILES | CC(C)CC(=O)OC1CC2(CO)C(OC3C(O)C(O)C2(C)C32CO2)C=C1C |
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InChI Identifier | InChI=1S/C20H30O7/c1-10(2)5-14(22)26-12-7-19(8-21)13(6-11(12)3)27-17-15(23)16(24)18(19,4)20(17)9-25-20/h6,10,12-13,15-17,21,23-24H,5,7-9H2,1-4H3 |
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InChI Key | DDAUKBBLCGQHIP-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
- Fatty acid ester
- Oxepane
- Oxane
- Fatty acyl
- Cyclic alcohol
- Carboxylic acid ester
- Secondary alcohol
- Organoheterocyclic compound
- Carboxylic acid derivative
- Oxacycle
- Dialkyl ether
- Oxirane
- Ether
- Monocarboxylic acid or derivatives
- Carbonyl group
- Alcohol
- Organic oxygen compound
- Organooxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- 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 | 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 | | Show more...
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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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T2 Triol,1TMS,isomer #1 | CC1=CC2OC3C(O)C(O)C(C)(C2(CO[Si](C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 2726.4 | Semi standard non polar | 33892256 | T2 Triol,1TMS,isomer #2 | CC1=CC2OC3C(O[Si](C)(C)C)C(O)C(C)(C2(CO)CC1OC(=O)CC(C)C)C31CO1 | 2769.1 | Semi standard non polar | 33892256 | T2 Triol,1TMS,isomer #3 | CC1=CC2OC3C(O)C(O[Si](C)(C)C)C(C)(C2(CO)CC1OC(=O)CC(C)C)C31CO1 | 2778.9 | Semi standard non polar | 33892256 | T2 Triol,2TMS,isomer #1 | CC1=CC2OC3C(O[Si](C)(C)C)C(O)C(C)(C2(CO[Si](C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 2712.8 | Semi standard non polar | 33892256 | T2 Triol,2TMS,isomer #2 | CC1=CC2OC3C(O)C(O[Si](C)(C)C)C(C)(C2(CO[Si](C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 2717.5 | Semi standard non polar | 33892256 | T2 Triol,2TMS,isomer #3 | CC1=CC2OC3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(C)(C2(CO)CC1OC(=O)CC(C)C)C31CO1 | 2747.4 | Semi standard non polar | 33892256 | T2 Triol,3TMS,isomer #1 | CC1=CC2OC3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(C)(C2(CO[Si](C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 2707.6 | Semi standard non polar | 33892256 | T2 Triol,1TBDMS,isomer #1 | CC1=CC2OC3C(O)C(O)C(C)(C2(CO[Si](C)(C)C(C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 2962.3 | Semi standard non polar | 33892256 | T2 Triol,1TBDMS,isomer #2 | CC1=CC2OC3C(O[Si](C)(C)C(C)(C)C)C(O)C(C)(C2(CO)CC1OC(=O)CC(C)C)C31CO1 | 3004.9 | Semi standard non polar | 33892256 | T2 Triol,1TBDMS,isomer #3 | CC1=CC2OC3C(O)C(O[Si](C)(C)C(C)(C)C)C(C)(C2(CO)CC1OC(=O)CC(C)C)C31CO1 | 3002.2 | Semi standard non polar | 33892256 | T2 Triol,2TBDMS,isomer #1 | CC1=CC2OC3C(O[Si](C)(C)C(C)(C)C)C(O)C(C)(C2(CO[Si](C)(C)C(C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 3183.4 | Semi standard non polar | 33892256 | T2 Triol,2TBDMS,isomer #2 | CC1=CC2OC3C(O)C(O[Si](C)(C)C(C)(C)C)C(C)(C2(CO[Si](C)(C)C(C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 3186.9 | Semi standard non polar | 33892256 | T2 Triol,2TBDMS,isomer #3 | CC1=CC2OC3C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)(C2(CO)CC1OC(=O)CC(C)C)C31CO1 | 3220.7 | Semi standard non polar | 33892256 | T2 Triol,3TBDMS,isomer #1 | CC1=CC2OC3C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)(C2(CO[Si](C)(C)C(C)(C)C)CC1OC(=O)CC(C)C)C31CO1 | 3403.4 | Semi standard non polar | 33892256 |
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Spectra |
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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 - T2 Triol GC-MS (Non-derivatized) - 70eV, Positive | splash10-0zmi-4479000000-b11d9dec26ddc0478a3e | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - T2 Triol GC-MS (3 TMS) - 70eV, Positive | splash10-0a4i-9123330000-1dfb8e93d326f4e7ad5a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - T2 Triol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - T2 Triol 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 - T2 Triol 10V, Positive-QTOF | splash10-00lr-3039000000-9a40b63b4f8d1c9db659 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 20V, Positive-QTOF | splash10-053f-9262000000-703475c3c832fc686c35 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 40V, Positive-QTOF | splash10-052f-9250000000-ca8586284b0bcf2709cb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 10V, Negative-QTOF | splash10-001i-1039000000-65ace4321dba249da09a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 20V, Negative-QTOF | splash10-0wpj-3498000000-2b9672b5e1ca768bdf77 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 40V, Negative-QTOF | splash10-0pb9-6900000000-99a9be580fb45eb3be96 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 10V, Positive-QTOF | splash10-001i-0091000000-c5ff958467352addcc8f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 20V, Positive-QTOF | splash10-001i-0091000000-d27a4307aad29de45115 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 40V, Positive-QTOF | splash10-00kf-9012000000-b79590cb5fa57b294d24 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 10V, Negative-QTOF | splash10-001i-0049000000-876a72b14b42e358628c | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 20V, Negative-QTOF | splash10-004j-0090000000-ad20192d36c43cc19f15 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - T2 Triol 40V, Negative-QTOF | splash10-001i-9340000000-c82a43402a20afa5f528 | 2021-09-23 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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| Not Available |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB014071 |
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KNApSAcK ID | C00012640 |
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Chemspider ID | 529359 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 608974 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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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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