Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-10 22:54:30 UTC |
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Update Date | 2021-09-26 22:54:34 UTC |
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HMDB ID | HMDB0245859 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 3-Desmethylcolchicine |
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Description | N-(3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide belongs to the class of organic compounds known as tropones. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group. N-(3-hydroxy-1,2,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-desmethylcolchicine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Desmethylcolchicine 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 | COC1=C(O)C=C2CCC(NC(C)=O)C3=CC(=O)C(OC)=CC=C3C2=C1OC InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23) |
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Synonyms | Value | Source |
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N-{5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}ethanimidate | Generator | N-{5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}ethanimidate | Generator |
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Chemical Formula | C21H23NO6 |
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Average Molecular Weight | 385.416 |
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Monoisotopic Molecular Weight | 385.152537465 |
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IUPAC Name | N-{5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}acetamide |
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Traditional Name | N-{5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.0²,⁷]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}acetamide |
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CAS Registry Number | Not Available |
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SMILES | COC1=C(O)C=C2CCC(NC(C)=O)C3=CC(=O)C(OC)=CC=C3C2=C1OC |
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InChI Identifier | InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23) |
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InChI Key | JRRUSQGIRBEMRN-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as tropones. Tropones are compounds containing a tropone ring, which is a cycloheptatrienone ring bearing a ketone group. |
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Kingdom | Organic compounds |
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Super Class | Hydrocarbon derivatives |
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Class | Tropones |
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Sub Class | Not Available |
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Direct Parent | Tropones |
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Alternative Parents | |
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Substituents | - Anisole
- Tropone
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Benzenoid
- Acetamide
- Carboxamide group
- Secondary carboxylic acid amide
- Cyclic ketone
- Ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Carbonyl group
- Organopnictogen compound
- Organic oxide
- Aromatic homopolycyclic compound
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Molecular Framework | Aromatic homopolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Not Available | 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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3-Desmethylcolchicine,2TMS,isomer #1 | COC1=C(O[Si](C)(C)C)C=C2CCC(N(C(C)=O)[Si](C)(C)C)C3=CC(=O)C(OC)=CC=C3C2=C1OC | 3136.8 | Semi standard non polar | 33892256 | 3-Desmethylcolchicine,2TMS,isomer #1 | COC1=C(O[Si](C)(C)C)C=C2CCC(N(C(C)=O)[Si](C)(C)C)C3=CC(=O)C(OC)=CC=C3C2=C1OC | 3297.0 | Standard non polar | 33892256 | 3-Desmethylcolchicine,2TMS,isomer #1 | COC1=C(O[Si](C)(C)C)C=C2CCC(N(C(C)=O)[Si](C)(C)C)C3=CC(=O)C(OC)=CC=C3C2=C1OC | 3977.9 | Standard polar | 33892256 | 3-Desmethylcolchicine,2TBDMS,isomer #1 | COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCC(N(C(C)=O)[Si](C)(C)C(C)(C)C)C3=CC(=O)C(OC)=CC=C3C2=C1OC | 3518.9 | Semi standard non polar | 33892256 | 3-Desmethylcolchicine,2TBDMS,isomer #1 | COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCC(N(C(C)=O)[Si](C)(C)C(C)(C)C)C3=CC(=O)C(OC)=CC=C3C2=C1OC | 3708.6 | Standard non polar | 33892256 | 3-Desmethylcolchicine,2TBDMS,isomer #1 | COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCC(N(C(C)=O)[Si](C)(C)C(C)(C)C)C3=CC(=O)C(OC)=CC=C3C2=C1OC | 4085.2 | 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 - 3-Desmethylcolchicine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-2019000000-dd8840fa793f308c682e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Desmethylcolchicine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Desmethylcolchicine GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Desmethylcolchicine GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Desmethylcolchicine GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-03 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Desmethylcolchicine GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-03 | 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 - 3-Desmethylcolchicine 10V, Positive-QTOF | splash10-000l-0009000000-f3ea8cd1be1633332753 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Desmethylcolchicine 20V, Positive-QTOF | splash10-004u-0009000000-6f278e5f2e1e7a9a19ba | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Desmethylcolchicine 40V, Positive-QTOF | splash10-0006-9044000000-05b2bfdcb68803a281fd | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Desmethylcolchicine 10V, Negative-QTOF | splash10-001i-1009000000-7c440cbdce8b6cff07df | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Desmethylcolchicine 20V, Negative-QTOF | splash10-0a4i-9006000000-0d85cab6a4e7d5f7e24b | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Desmethylcolchicine 40V, Negative-QTOF | splash10-0006-8089000000-41ad90738a77f7fa0c55 | 2021-10-12 | Wishart Lab | View Spectrum |
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