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 17:37:36 UTC |
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Update Date | 2022-03-07 02:52:35 UTC |
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HMDB ID | HMDB0030556 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Tovophyllin B |
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Description | Tovophyllin B belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Tovophyllin B has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make tovophyllin b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Tovophyllin B. |
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Structure | CC(C)=CCC1=C2OC3=C(C(O)=C4C=CC(C)(C)OC4=C3)C(=O)C2=C2C=CC(C)(C)OC2=C1O InChI=1S/C28H28O6/c1-14(2)7-8-17-23(30)26-16(10-12-28(5,6)34-26)20-24(31)21-19(32-25(17)20)13-18-15(22(21)29)9-11-27(3,4)33-18/h7,9-13,29-30H,8H2,1-6H3 |
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Synonyms | Value | Source |
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5,13-Dihydroxy-3,3,10,10-tetramethyl-6-(3-methyl-2-butenyl)-2H-dipyrano[2,3-a:2',3'-i]xanthen-14-one | HMDB |
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Chemical Formula | C28H28O6 |
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Average Molecular Weight | 460.5183 |
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Monoisotopic Molecular Weight | 460.188588628 |
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IUPAC Name | 10,22-dihydroxy-7,7,18,18-tetramethyl-11-(3-methylbut-2-en-1-yl)-8,13,17-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3,5,9,11,15,19,21-octaen-2-one |
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Traditional Name | 10,22-dihydroxy-7,7,18,18-tetramethyl-11-(3-methylbut-2-en-1-yl)-8,13,17-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3,5,9,11,15,19,21-octaen-2-one |
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CAS Registry Number | 40738-45-2 |
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SMILES | CC(C)=CCC1=C2OC3=C(C(O)=C4C=CC(C)(C)OC4=C3)C(=O)C2=C2C=CC(C)(C)OC2=C1O |
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InChI Identifier | InChI=1S/C28H28O6/c1-14(2)7-8-17-23(30)26-16(10-12-28(5,6)34-26)20-24(31)21-19(32-25(17)20)13-18-15(22(21)29)9-11-27(3,4)33-18/h7,9-13,29-30H,8H2,1-6H3 |
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InChI Key | NKTLGMPGRFCLNF-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzopyrans |
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Sub Class | 1-benzopyrans |
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Direct Parent | 4-prenylated xanthones |
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Alternative Parents | |
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Substituents | - 4-prenylated xanthone
- Pyranoxanthone
- Pyranochromene
- 2,2-dimethyl-1-benzopyran
- Chromone
- 1-hydroxy-4-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Pyran
- Benzenoid
- Heteroaromatic compound
- Vinylogous acid
- Ether
- Oxacycle
- Organooxygen compound
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- 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 | Not Available |
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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 | 190 - 191 °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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Tovophyllin B,1TMS,isomer #1 | CC(C)=CCC1=C(O)C2=C(C=CC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C1C2=O | 3544.9 | Semi standard non polar | 33892256 | Tovophyllin B,1TMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C)C2=C(C=CC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O)=C1C2=O | 3514.6 | Semi standard non polar | 33892256 | Tovophyllin B,2TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C2=C(C=CC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C1C2=O | 3450.8 | Semi standard non polar | 33892256 | Tovophyllin B,1TBDMS,isomer #1 | CC(C)=CCC1=C(O)C2=C(C=CC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O | 3779.0 | Semi standard non polar | 33892256 | Tovophyllin B,1TBDMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C2=C(C=CC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O)=C1C2=O | 3733.3 | Semi standard non polar | 33892256 | Tovophyllin B,2TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C2=C(C=CC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O | 3872.1 | 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 - Tovophyllin B GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-1001900000-8731ae595831bc3fe857 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tovophyllin B GC-MS (2 TMS) - 70eV, Positive | splash10-000l-1001090000-f4b2fb0ba3c6db7a8609 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tovophyllin B 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 - Tovophyllin B 10V, Positive-QTOF | splash10-03di-0000900000-9bab741f1299ca999dd8 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 20V, Positive-QTOF | splash10-0n29-2002900000-969a1e14921d22c54ebc | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 40V, Positive-QTOF | splash10-02ti-6019300000-55bf2214c1cbad53397f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 10V, Negative-QTOF | splash10-0a4i-0000900000-b3ee393d737d3014613e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 20V, Negative-QTOF | splash10-0a4i-0002900000-ea1524f36fcb40fd8db7 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 40V, Negative-QTOF | splash10-05bf-1139300000-532dc7334af1af63b248 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 10V, Positive-QTOF | splash10-08fr-0000900000-600119a2754381df95d9 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 20V, Positive-QTOF | splash10-0a4i-0001900000-e2eccd3a719fb95ae180 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 40V, Positive-QTOF | splash10-0w29-1108900000-d7d94ef340a982968315 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 10V, Negative-QTOF | splash10-0a4i-0000900000-759ce675f29f7b362abf | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 20V, Negative-QTOF | splash10-0a4i-0000900000-be0d217baa38d6bfb91f | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tovophyllin B 40V, Negative-QTOF | splash10-014l-0121900000-af6968848ddbc02894a3 | 2021-09-25 | Wishart Lab | View Spectrum |
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