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 23:54:21 UTC |
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Update Date | 2022-03-07 02:55:49 UTC |
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HMDB ID | HMDB0038581 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Dihydroxyfumitremorgin C |
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Description | Dihydroxyfumitremorgin C belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Dihydroxyfumitremorgin C is from Aspergillus fumigatus. Dihydroxyfumitremorgin C is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O InChI=1S/C22H25N3O5/c1-11(2)9-16-18-17(13-7-6-12(30-3)10-14(13)23-18)19(26)22(29)21(28)24-8-4-5-15(24)20(27)25(16)22/h6-7,9-10,15-16,19,23,26,29H,4-5,8H2,1-3H3 |
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Synonyms | Not Available |
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Chemical Formula | C22H25N3O5 |
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Average Molecular Weight | 411.451 |
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Monoisotopic Molecular Weight | 411.179420925 |
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IUPAC Name | 1,2-dihydroxy-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione |
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Traditional Name | 1,2-dihydroxy-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione |
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CAS Registry Number | 111427-99-7 |
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SMILES | COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O |
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InChI Identifier | InChI=1S/C22H25N3O5/c1-11(2)9-16-18-17(13-7-6-12(30-3)10-14(13)23-18)19(26)22(29)21(28)24-8-4-5-15(24)20(27)25(16)22/h6-7,9-10,15-16,19,23,26,29H,4-5,8H2,1-3H3 |
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InChI Key | CPHRCQUGNAGVIB-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Indoles and derivatives |
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Sub Class | Pyridoindoles |
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Direct Parent | Beta carbolines |
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Alternative Parents | Not Available |
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Substituents | Not Available |
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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 | |
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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 | 197 - 198 °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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Dihydroxyfumitremorgin C,1TMS,isomer #1 | COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C)C3O | 3542.7 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,1TMS,isomer #2 | COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O)C3O[Si](C)(C)C | 3568.7 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,1TMS,isomer #3 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O)N([Si](C)(C)C)C2=C1 | 3584.0 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,2TMS,isomer #1 | COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C)C3O[Si](C)(C)C | 3466.6 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,2TMS,isomer #2 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C)C3O)N([Si](C)(C)C)C2=C1 | 3498.5 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,2TMS,isomer #3 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O[Si](C)(C)C)N([Si](C)(C)C)C2=C1 | 3502.8 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,3TMS,isomer #1 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C)C3O[Si](C)(C)C)N([Si](C)(C)C)C2=C1 | 3456.2 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,3TMS,isomer #1 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C)C3O[Si](C)(C)C)N([Si](C)(C)C)C2=C1 | 3479.9 | Standard non polar | 33892256 | Dihydroxyfumitremorgin C,1TBDMS,isomer #1 | COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C(C)(C)C)C3O | 3753.3 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,1TBDMS,isomer #2 | COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O)C3O[Si](C)(C)C(C)(C)C | 3770.1 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,1TBDMS,isomer #3 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O)N([Si](C)(C)C(C)(C)C)C2=C1 | 3788.1 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,2TBDMS,isomer #1 | COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C | 3861.3 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,2TBDMS,isomer #2 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C(C)(C)C)C3O)N([Si](C)(C)C(C)(C)C)C2=C1 | 3872.0 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,2TBDMS,isomer #3 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1 | 3869.5 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,3TBDMS,isomer #1 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1 | 3988.4 | Semi standard non polar | 33892256 | Dihydroxyfumitremorgin C,3TBDMS,isomer #1 | COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1 | 4057.6 | 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 - Dihydroxyfumitremorgin C GC-MS (Non-derivatized) - 70eV, Positive | splash10-01pp-6397000000-ded3ba214603ec8af74c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (2 TMS) - 70eV, Positive | splash10-014i-9113750000-a3c18e0c59d583bf2578 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS ("Dihydroxyfumitremorgin C,2TMS,#1" TMS) - 70eV, Positive | Not Available | 2021-10-14 | 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 - Dihydroxyfumitremorgin C 10V, Positive-QTOF | splash10-03di-1002900000-c27bb25659a4fd5c4c16 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Positive-QTOF | splash10-0229-9218700000-4636ead3a9da45786627 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Positive-QTOF | splash10-0gi4-9000000000-ebef5b8546ea5251f8ef | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Positive-QTOF | splash10-03di-1002900000-c27bb25659a4fd5c4c16 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Positive-QTOF | splash10-0229-9218700000-4636ead3a9da45786627 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Positive-QTOF | splash10-0gi4-9000000000-ebef5b8546ea5251f8ef | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Negative-QTOF | splash10-03di-1001900000-51c7bf58d8042c8b100c | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Negative-QTOF | splash10-01pc-6094200000-05e8716fcfe7c0e6ca61 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Negative-QTOF | splash10-0fi3-3290000000-e3e70331a8bcaef473fc | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Negative-QTOF | splash10-03di-1001900000-51c7bf58d8042c8b100c | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Negative-QTOF | splash10-01pc-6094200000-05e8716fcfe7c0e6ca61 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Negative-QTOF | splash10-0fi3-3290000000-e3e70331a8bcaef473fc | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Positive-QTOF | splash10-03di-0000900000-61c643be759647fc8458 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Positive-QTOF | splash10-03di-0002900000-5cdd5d57810e7baf998e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Positive-QTOF | splash10-07or-6935100000-78b490dd16051e4d9794 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Negative-QTOF | splash10-03di-0000900000-4bf01c1025724de69487 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Negative-QTOF | splash10-03e9-0129400000-97d175b95f7d24ce6cff | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Negative-QTOF | splash10-0002-1932100000-4e5c8d582344aa2da508 | 2021-09-24 | Wishart Lab | View Spectrum |
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