Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 02:41:16 UTC |
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Update Date | 2022-03-07 02:56:51 UTC |
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HMDB ID | HMDB0041046 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Marshmine |
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Description | Marshmine belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Marshmine has been detected, but not quantified in, citrus. This could make marshmine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Marshmine. |
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Structure | COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1 InChI=1S/C20H21NO5/c1-10(2)14(23)8-12-16(26-4)9-15(24)17-19(12)21(3)18-11(20(17)25)6-5-7-13(18)22/h5-7,9,14,22-24H,1,8H2,2-4H3 |
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Synonyms | Value | Source |
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(-)-Marshmine | HMDB | 1,5-Dihydroxy-4-(2-hydroxy-3-methyl-3-butenyl)-3-methoxy-10-methylacridone | HMDB |
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Chemical Formula | C20H21NO5 |
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Average Molecular Weight | 355.3844 |
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Monoisotopic Molecular Weight | 355.141972787 |
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IUPAC Name | 1,5-dihydroxy-4-(2-hydroxy-3-methylbut-3-en-1-yl)-3-methoxy-10-methyl-9,10-dihydroacridin-9-one |
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Traditional Name | 1,5-dihydroxy-4-(2-hydroxy-3-methylbut-3-en-1-yl)-3-methoxy-10-methylacridin-9-one |
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CAS Registry Number | 160927-88-8 |
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SMILES | COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1 |
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InChI Identifier | InChI=1S/C20H21NO5/c1-10(2)14(23)8-12-16(26-4)9-15(24)17-19(12)21(3)18-11(20(17)25)6-5-7-13(18)22/h5-7,9,14,22-24H,1,8H2,2-4H3 |
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InChI Key | DBEWENVYSYATOB-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Quinolines and derivatives |
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Sub Class | Benzoquinolines |
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Direct Parent | Acridones |
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Alternative Parents | |
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Substituents | - Acridone
- Dihydroquinolone
- 8-hydroxyquinoline
- Dihydroquinoline
- Anisole
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyridine
- Benzenoid
- Vinylogous amide
- Vinylogous acid
- Heteroaromatic compound
- Secondary alcohol
- Ether
- Azacycle
- Alcohol
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen 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 | |
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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 | 2.33 mg/L @ 25 °C (est) | The Good Scents Company Information System | 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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Marshmine,1TMS,isomer #1 | C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C | 3146.1 | Semi standard non polar | 33892256 | Marshmine,1TMS,isomer #2 | C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O | 3187.3 | Semi standard non polar | 33892256 | Marshmine,1TMS,isomer #3 | C=C(C)C(O)CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O | 3146.4 | Semi standard non polar | 33892256 | Marshmine,2TMS,isomer #1 | C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C | 3062.5 | Semi standard non polar | 33892256 | Marshmine,2TMS,isomer #2 | C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C | 3049.9 | Semi standard non polar | 33892256 | Marshmine,2TMS,isomer #3 | C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O | 3126.6 | Semi standard non polar | 33892256 | Marshmine,3TMS,isomer #1 | C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C | 3113.6 | Semi standard non polar | 33892256 | Marshmine,1TBDMS,isomer #1 | C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C | 3394.6 | Semi standard non polar | 33892256 | Marshmine,1TBDMS,isomer #2 | C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O | 3394.5 | Semi standard non polar | 33892256 | Marshmine,1TBDMS,isomer #3 | C=C(C)C(O)CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O | 3347.9 | Semi standard non polar | 33892256 | Marshmine,2TBDMS,isomer #1 | C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C | 3519.5 | Semi standard non polar | 33892256 | Marshmine,2TBDMS,isomer #2 | C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C | 3500.9 | Semi standard non polar | 33892256 | Marshmine,2TBDMS,isomer #3 | C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O | 3538.2 | Semi standard non polar | 33892256 | Marshmine,3TBDMS,isomer #1 | C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C | 3713.1 | 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 - Marshmine GC-MS (Non-derivatized) - 70eV, Positive | splash10-000f-8059000000-18a0754ebecaeadf64fa | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Marshmine GC-MS (3 TMS) - 70eV, Positive | splash10-0a4i-5100490000-de729b363ac4bcda960d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Marshmine 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 - Marshmine 10V, Positive-QTOF | splash10-052r-0009000000-31504abbb7fd5d496a6a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 20V, Positive-QTOF | splash10-00ei-9054000000-0889bdc2aefabd5a4b5c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 40V, Positive-QTOF | splash10-00r6-9071000000-95a5497060518fd2d080 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 10V, Negative-QTOF | splash10-0udi-0019000000-d03578d930e2aa17ebc6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 20V, Negative-QTOF | splash10-00di-0095000000-b14826b164cffe4d7514 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 40V, Negative-QTOF | splash10-014l-3293000000-4fc755af720060a58439 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 10V, Negative-QTOF | splash10-0udi-0009000000-67797024655abe3b88c5 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 20V, Negative-QTOF | splash10-0udi-0029000000-05fcf8e69f5e9a150188 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 40V, Negative-QTOF | splash10-0zfr-3198000000-614e1e102b03c45718ae | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 10V, Positive-QTOF | splash10-0a4i-0009000000-164e883e936c276bc0fc | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 20V, Positive-QTOF | splash10-0a5i-0059000000-03a696664ede12559bdb | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Marshmine 40V, Positive-QTOF | splash10-0ab9-0192000000-aa5611e2e36703b35d3b | 2021-09-22 | Wishart Lab | View Spectrum |
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