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 01:26:43 UTC |
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Update Date | 2022-03-07 02:56:23 UTC |
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HMDB ID | HMDB0039903 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Mangostenone B |
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Description | Mangostenone 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. Mangostenone B is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, mangostenone b has been detected, but not quantified in, fruits. This could make mangostenone b a potential biomarker for the consumption of these foods. |
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Structure | CC(C)=CCC1=C2OC3=C(C(O)=C4C=CC(C)(C)OC4=C3)C(=O)C2=C2CCC(C)(C)OC2=C1O InChI=1S/C28H30O6/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/h7,9,11,13,29-30H,8,10,12H2,1-6H3 |
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Synonyms | Value | Source |
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Mangostenone b | MeSH |
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Chemical Formula | C28H30O6 |
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Average Molecular Weight | 462.5342 |
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Monoisotopic Molecular Weight | 462.204238692 |
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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),3,9,11,15,19,21-heptaen-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),3,9,11,15,19,21-heptaen-2-one |
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CAS Registry Number | Not Available |
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SMILES | CC(C)=CCC1=C2OC3=C(C(O)=C4C=CC(C)(C)OC4=C3)C(=O)C2=C2CCC(C)(C)OC2=C1O |
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InChI Identifier | InChI=1S/C28H30O6/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/h7,9,11,13,29-30H,8,10,12H2,1-6H3 |
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InChI Key | CTTYZRNOKDZJRY-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 | 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 | 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 | 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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Mangostenone B,1TMS,isomer #1 | CC(C)=CCC1=C(O)C2=C(CCC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C1C2=O | 3613.5 | Semi standard non polar | 33892256 | Mangostenone B,1TMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C)C2=C(CCC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O)=C1C2=O | 3574.0 | Semi standard non polar | 33892256 | Mangostenone B,2TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C2=C(CCC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C)=C1C2=O | 3523.2 | Semi standard non polar | 33892256 | Mangostenone B,1TBDMS,isomer #1 | CC(C)=CCC1=C(O)C2=C(CCC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O | 3828.9 | Semi standard non polar | 33892256 | Mangostenone B,1TBDMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C2=C(CCC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O)=C1C2=O | 3780.0 | Semi standard non polar | 33892256 | Mangostenone B,2TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C2=C(CCC(C)(C)O2)C2=C1OC1=CC3=C(C=CC(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O | 3940.2 | 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 - Mangostenone B GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-2011900000-a1c394403d14e6b3f1a0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mangostenone B GC-MS (2 TMS) - 70eV, Positive | splash10-0006-1000090000-bfa1a0e60c51dcafae5a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mangostenone B GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mangostenone 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 - Mangostenone B 10V, Negative-QTOF | splash10-03di-0000900000-46e16c73689940b65f51 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 20V, Negative-QTOF | splash10-08fr-0002900000-ebe62ea5c4b3b7eb0729 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 40V, Negative-QTOF | splash10-002f-1039200000-8cfbbbca2e75086abeae | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 10V, Negative-QTOF | splash10-03di-0000900000-58e26f8f0b80f4864bc6 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 20V, Negative-QTOF | splash10-03di-0000900000-f71df7ff5c3a85f3de21 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 40V, Negative-QTOF | splash10-0gc3-0121900000-16cd7bde1fe27b501614 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 10V, Positive-QTOF | splash10-03di-0000900000-444578f7440af57e30c1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 20V, Positive-QTOF | splash10-0a4i-2006900000-0fd0a8112c644e9ac501 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 40V, Positive-QTOF | splash10-014i-6019300000-8e953a582a69aeb02dae | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 10V, Positive-QTOF | splash10-08fr-0000900000-9e73a5432243cf1ccead | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 20V, Positive-QTOF | splash10-0a4i-0001900000-49c52eac3b564a6f6a69 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mangostenone B 40V, Positive-QTOF | splash10-0abc-2109700000-24ca0be7b040c1ec6296 | 2021-09-24 | Wishart Lab | View Spectrum |
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