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 18:55:13 UTC |
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Update Date | 2022-03-07 02:53:59 UTC |
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HMDB ID | HMDB0034124 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Fonsecin |
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Description | Fonsecin belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Fonsecin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Fonsecin. |
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Structure | COC1=C2C(O)=C3C(=O)CC(C)(O)OC3=CC2=CC(O)=C1 InChI=1S/C15H14O6/c1-15(19)6-9(17)13-11(21-15)4-7-3-8(16)5-10(20-2)12(7)14(13)18/h3-5,16,18-19H,6H2,1-2H3 |
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Synonyms | Value | Source |
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2,3-dihydro-2,5,8-Trihydroxy-6-methoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one, 9ci | HMDB | Antibiotic TMC 256b1 | HMDB | O8-Demethylfonsecin b | HMDB | TMC 256b1 | HMDB |
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Chemical Formula | C15H14O6 |
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Average Molecular Weight | 290.2681 |
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Monoisotopic Molecular Weight | 290.07903818 |
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IUPAC Name | 2,5,8-trihydroxy-6-methoxy-2-methyl-2H,3H,4H-naphtho[2,3-b]pyran-4-one |
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Traditional Name | 2,5,8-trihydroxy-6-methoxy-2-methyl-3H-naphtho[2,3-b]pyran-4-one |
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CAS Registry Number | 3748-39-8 |
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SMILES | COC1=C2C(O)=C3C(=O)CC(C)(O)OC3=CC2=CC(O)=C1 |
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InChI Identifier | InChI=1S/C15H14O6/c1-15(19)6-9(17)13-11(21-15)4-7-3-8(16)5-10(20-2)12(7)14(13)18/h3-5,16,18-19H,6H2,1-2H3 |
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InChI Key | FKCYENFBFZUSDP-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Naphthopyrans |
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Sub Class | Naphthopyranones |
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Direct Parent | Naphthopyranones |
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Alternative Parents | |
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Substituents | - Naphthopyranone
- Benzochromone
- 2-naphthol
- 1-naphthol
- Chromone
- Naphthalene
- Benzopyran
- 1-benzopyran
- Chromane
- Anisole
- Aryl ketone
- Aryl alkyl ketone
- Pyranone
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- 1-hydroxy-4-unsubstituted benzenoid
- Benzenoid
- Pyran
- Vinylogous acid
- Hemiacetal
- Ketone
- Oxacycle
- Polyol
- Ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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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 | 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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Fonsecin,1TMS,isomer #1 | COC1=CC(O)=CC2=CC3=C(C(=O)CC(C)(O)O3)C(O[Si](C)(C)C)=C12 | 2576.2 | Semi standard non polar | 33892256 | Fonsecin,1TMS,isomer #2 | COC1=CC(O)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C)O3)C(O)=C12 | 2571.2 | Semi standard non polar | 33892256 | Fonsecin,1TMS,isomer #3 | COC1=CC(O[Si](C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O)O3)C(O)=C12 | 2682.3 | Semi standard non polar | 33892256 | Fonsecin,2TMS,isomer #1 | COC1=CC(O[Si](C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O)O3)C(O[Si](C)(C)C)=C12 | 2669.6 | Semi standard non polar | 33892256 | Fonsecin,2TMS,isomer #2 | COC1=CC(O)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C)O3)C(O[Si](C)(C)C)=C12 | 2586.0 | Semi standard non polar | 33892256 | Fonsecin,2TMS,isomer #3 | COC1=CC(O[Si](C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C)O3)C(O)=C12 | 2626.7 | Semi standard non polar | 33892256 | Fonsecin,3TMS,isomer #1 | COC1=CC(O[Si](C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C)O3)C(O[Si](C)(C)C)=C12 | 2664.3 | Semi standard non polar | 33892256 | Fonsecin,1TBDMS,isomer #1 | COC1=CC(O)=CC2=CC3=C(C(=O)CC(C)(O)O3)C(O[Si](C)(C)C(C)(C)C)=C12 | 2818.4 | Semi standard non polar | 33892256 | Fonsecin,1TBDMS,isomer #2 | COC1=CC(O)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C(C)(C)C)O3)C(O)=C12 | 2823.5 | Semi standard non polar | 33892256 | Fonsecin,1TBDMS,isomer #3 | COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O)O3)C(O)=C12 | 2915.8 | Semi standard non polar | 33892256 | Fonsecin,2TBDMS,isomer #1 | COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O)O3)C(O[Si](C)(C)C(C)(C)C)=C12 | 3121.2 | Semi standard non polar | 33892256 | Fonsecin,2TBDMS,isomer #2 | COC1=CC(O)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C(C)(C)C)O3)C(O[Si](C)(C)C(C)(C)C)=C12 | 3049.9 | Semi standard non polar | 33892256 | Fonsecin,2TBDMS,isomer #3 | COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C(C)(C)C)O3)C(O)=C12 | 3104.8 | Semi standard non polar | 33892256 | Fonsecin,3TBDMS,isomer #1 | COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=CC3=C(C(=O)CC(C)(O[Si](C)(C)C(C)(C)C)O3)C(O[Si](C)(C)C(C)(C)C)=C12 | 3315.4 | 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 - Fonsecin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0ff1-1190000000-9f32839fa860a8f53a3b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Fonsecin GC-MS (3 TMS) - 70eV, Positive | splash10-007o-3003900000-a0481e8670fc5a42371c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Fonsecin 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - Fonsecin LC-ESI-qTof , Positive-QTOF | splash10-0159-0890000000-1870c63ea48978d82743 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Fonsecin , positive-QTOF | splash10-0159-0890000000-1870c63ea48978d82743 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Fonsecin , positive-QTOF | splash10-001i-0390000000-864a85c4e93db9f756f0 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Fonsecin , positive-QTOF | splash10-0a4i-0190000000-f52e6d79565141004769 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 10V, Positive-QTOF | splash10-0006-0090000000-8698fa82be4165228c8f | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 20V, Positive-QTOF | splash10-006x-1090000000-dec5fb573943e34a6899 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 40V, Positive-QTOF | splash10-0ue9-0190000000-c8fcaf793d80a22f301c | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 10V, Negative-QTOF | splash10-000i-0090000000-1d309636cbe4d6d7b478 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 20V, Negative-QTOF | splash10-052r-0090000000-bd992c02ee453436b569 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 40V, Negative-QTOF | splash10-0a59-4390000000-621bb98153ac85cae2d7 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 10V, Negative-QTOF | splash10-000i-0090000000-4a89100bf019d25eb21a | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 20V, Negative-QTOF | splash10-0a5i-0090000000-6fd94ee6fc378b952726 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 40V, Negative-QTOF | splash10-000x-2090000000-4f9de4f27c3a166ba507 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 10V, Positive-QTOF | splash10-0006-0090000000-9a08772e651d55df45c3 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 20V, Positive-QTOF | splash10-000x-0090000000-2d9c01b86f47e30e9a7f | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Fonsecin 40V, Positive-QTOF | splash10-0012-0590000000-34ac37097cfe3a189565 | 2021-09-25 | Wishart Lab | View Spectrum |
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