Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 09:30:56 UTC |
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Update Date | 2021-09-26 23:04:09 UTC |
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HMDB ID | HMDB0251874 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Epothilone B |
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Description | AC1NAQO0 belongs to the class of organic compounds known as epothilones and analogues. These are macrolides consisting of a 16-member lactone ring conjugated at the carbon 16 with a 1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group. Some epothilone analogues containing a lactam ring instead of the lactone ring. AC1NAQO0 is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Epothilone b is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Epothilone B is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | CC1CCCC2(C)OC2CC(OC(=O)CC(O)C(C)(C)C(=O)C(C)C1O)C(C)=CC1=CSC(C)=N1 InChI=1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3 |
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Synonyms | Not Available |
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Chemical Formula | C27H41NO6S |
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Average Molecular Weight | 507.69 |
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Monoisotopic Molecular Weight | 507.265459218 |
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IUPAC Name | 7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione |
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Traditional Name | 7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione |
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CAS Registry Number | Not Available |
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SMILES | CC1CCCC2(C)OC2CC(OC(=O)CC(O)C(C)(C)C(=O)C(C)C1O)C(C)=CC1=CSC(C)=N1 |
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InChI Identifier | InChI=1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3 |
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InChI Key | QXRSDHAAWVKZLJ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as epothilones and analogues. These are macrolides consisting of a 16-member lactone ring conjugated at the carbon 16 with a 1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group. Some epothilone analogues containing a lactam ring instead of the lactone ring. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Macrolides and analogues |
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Sub Class | Epothilones and analogues |
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Direct Parent | Epothilones and analogues |
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Alternative Parents | |
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Substituents | - Epothilone
- 2,4-disubstituted 1,3-thiazole
- Azole
- Heteroaromatic compound
- Thiazole
- Carboxylic acid ester
- Ketone
- Lactone
- Secondary alcohol
- Cyclic ketone
- Carboxylic acid derivative
- Dialkyl ether
- Oxirane
- Ether
- Oxacycle
- Monocarboxylic acid or derivatives
- Azacycle
- Organoheterocyclic compound
- Aldehyde
- Organic oxide
- Alcohol
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Organonitrogen compound
- Organooxygen compound
- Organic nitrogen compound
- Organopnictogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic 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 | Not Available |
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Role | Not Available |
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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 | |
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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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Epothilone B,3TMS,isomer #1 | CC(=CC1=CSC(C)=N1)C1CC2OC2(C)CCCC(C)C(O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)CC(=O)O1 | 3704.4 | Semi standard non polar | 33892256 | Epothilone B,3TMS,isomer #1 | CC(=CC1=CSC(C)=N1)C1CC2OC2(C)CCCC(C)C(O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)CC(=O)O1 | 3653.2 | Standard non polar | 33892256 | Epothilone B,3TMS,isomer #1 | CC(=CC1=CSC(C)=N1)C1CC2OC2(C)CCCC(C)C(O[Si](C)(C)C)C(C)=C(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)CC(=O)O1 | 4151.5 | Standard polar | 33892256 | Epothilone B,3TBDMS,isomer #1 | CC(=CC1=CSC(C)=N1)C1CC2OC2(C)CCCC(C)C(O[Si](C)(C)C(C)(C)C)C(C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)CC(=O)O1 | 4342.9 | Semi standard non polar | 33892256 | Epothilone B,3TBDMS,isomer #1 | CC(=CC1=CSC(C)=N1)C1CC2OC2(C)CCCC(C)C(O[Si](C)(C)C(C)(C)C)C(C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)CC(=O)O1 | 4242.4 | Standard non polar | 33892256 | Epothilone B,3TBDMS,isomer #1 | CC(=CC1=CSC(C)=N1)C1CC2OC2(C)CCCC(C)C(O[Si](C)(C)C(C)(C)C)C(C)=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)CC(=O)O1 | 4333.0 | Standard 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 - Epothilone B GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TMS_2_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TMS_2_3) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TBDMS_2_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Epothilone B GC-MS (TBDMS_2_3) - 70eV, Positive | Not Available | 2021-11-04 | 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 - Epothilone B 10V, Positive-QTOF | splash10-00dl-0000910000-97dd7e17725be4cc3942 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epothilone B 20V, Positive-QTOF | splash10-00di-0000900000-4c69e4e0c6387390aba5 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epothilone B 40V, Positive-QTOF | splash10-0006-9701300000-6e01da6475d932f7429b | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epothilone B 10V, Negative-QTOF | splash10-0a4i-0000090000-77759c133e1052b366e6 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epothilone B 20V, Negative-QTOF | splash10-0a4i-0000490000-b445a136e34f3956f046 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Epothilone B 40V, Negative-QTOF | splash10-00du-9300100000-8068a7417ee2e5414c6d | 2021-10-12 | Wishart Lab | View Spectrum |
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