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 23:03:28 UTC |
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Update Date | 2022-03-07 02:55:31 UTC |
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HMDB ID | HMDB0037797 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Citbrasine |
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Description | Citbrasine 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. Citbrasine has been detected, but not quantified in, citrus. This could make citbrasine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Citbrasine. |
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Structure | COC1=C(O)C2=C(N(C)C3=C(C=CC=C3O)C2=O)C(OC)=C1OC InChI=1S/C17H17NO6/c1-18-11-8(6-5-7-9(11)19)13(20)10-12(18)15(22-2)17(24-4)16(23-3)14(10)21/h5-7,19,21H,1-4H3 |
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Synonyms | Value | Source |
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1,5-Dihydroxy-2,3,4-trimethoxy-10-methylacridone | HMDB |
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Chemical Formula | C17H17NO6 |
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Average Molecular Weight | 331.32 |
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Monoisotopic Molecular Weight | 331.105587281 |
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IUPAC Name | 1,5-dihydroxy-2,3,4-trimethoxy-10-methyl-9,10-dihydroacridin-9-one |
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Traditional Name | 1,5-dihydroxy-2,3,4-trimethoxy-10-methylacridin-9-one |
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CAS Registry Number | 86680-34-4 |
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SMILES | COC1=C(O)C2=C(N(C)C3=C(C=CC=C3O)C2=O)C(OC)=C1OC |
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InChI Identifier | InChI=1S/C17H17NO6/c1-18-11-8(6-5-7-9(11)19)13(20)10-12(18)15(22-2)17(24-4)16(23-3)14(10)21/h5-7,19,21H,1-4H3 |
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InChI Key | QYPQTPVQPNLXHV-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
- Heteroaromatic compound
- Vinylogous acid
- Vinylogous amide
- Ether
- Azacycle
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen 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 | |
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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 | 154 - 156 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 95.59 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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Citbrasine,1TMS,isomer #1 | COC1=C(OC)C(OC)=C2C(=C1O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N2C | 2946.6 | Semi standard non polar | 33892256 | Citbrasine,1TMS,isomer #2 | COC1=C(OC)C(OC)=C2C(=C1O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N2C | 3016.8 | Semi standard non polar | 33892256 | Citbrasine,2TMS,isomer #1 | COC1=C(OC)C(OC)=C2C(=C1O[Si](C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N2C | 2948.7 | Semi standard non polar | 33892256 | Citbrasine,1TBDMS,isomer #1 | COC1=C(OC)C(OC)=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O)=C1N2C | 3155.0 | Semi standard non polar | 33892256 | Citbrasine,1TBDMS,isomer #2 | COC1=C(OC)C(OC)=C2C(=C1O)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N2C | 3219.9 | Semi standard non polar | 33892256 | Citbrasine,2TBDMS,isomer #1 | COC1=C(OC)C(OC)=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N2C | 3331.3 | 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 - Citbrasine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0uxr-0149000000-bd904c95cdff252a88ff | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Citbrasine GC-MS (2 TMS) - 70eV, Positive | splash10-03k9-2002900000-45862c1cd6c0bce2e0f5 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Citbrasine 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 - Citbrasine 10V, Positive-QTOF | splash10-001i-0009000000-12b035fa4955ec37e968 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 20V, Positive-QTOF | splash10-001i-0009000000-ccef8b6c1cbd6e4ad9dd | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 40V, Positive-QTOF | splash10-0079-1192000000-a728ce85cc548950baac | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 10V, Negative-QTOF | splash10-001i-0009000000-df70469d3177d074be8c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 20V, Negative-QTOF | splash10-001i-0019000000-91749809556780cea0be | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 40V, Negative-QTOF | splash10-06vi-2192000000-1b14d996cf58b0fcd758 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 10V, Positive-QTOF | splash10-001i-0009000000-48f8fe2f6719b88bf13f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 20V, Positive-QTOF | splash10-001i-0009000000-48f8fe2f6719b88bf13f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 40V, Positive-QTOF | splash10-00di-0693000000-577168d8ebe51cac453a | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 10V, Negative-QTOF | splash10-001i-0009000000-d3fb9309a8d4ddce4b2a | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 20V, Negative-QTOF | splash10-001i-0009000000-976de9f58b2f2879521d | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Citbrasine 40V, Negative-QTOF | splash10-001u-1190000000-9623cfe10a610a3706ea | 2021-09-24 | Wishart Lab | View Spectrum |
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