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 01:27:23 UTC |
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Update Date | 2022-03-07 02:56:23 UTC |
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HMDB ID | HMDB0039913 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone |
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Description | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-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. 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone has been detected, but not quantified in, fruits. This could make 1,6-dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone. |
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Structure | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC(=O)C(C)=C)C(OC)=C(O)C=C1O2 InChI=1S/C25H26O7/c1-12(2)7-8-14-18(30-5)11-20-22(23(14)28)24(29)21-15(9-16(26)13(3)4)25(31-6)17(27)10-19(21)32-20/h7,10-11,27-28H,3,8-9H2,1-2,4-6H3 |
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Synonyms | Not Available |
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Chemical Formula | C25H26O7 |
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Average Molecular Weight | 438.4697 |
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Monoisotopic Molecular Weight | 438.167853186 |
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IUPAC Name | 1,6-dihydroxy-3,7-dimethoxy-8-(3-methyl-2-oxobut-3-en-1-yl)-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one |
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Traditional Name | 1,6-dihydroxy-3,7-dimethoxy-8-(3-methyl-2-oxobut-3-en-1-yl)-2-(3-methylbut-2-en-1-yl)xanthen-9-one |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(CC(=O)C(C)=C)C(OC)=C(O)C=C1O2 |
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InChI Identifier | InChI=1S/C25H26O7/c1-12(2)7-8-14-18(30-5)11-20-22(23(14)28)24(29)21-15(9-16(26)13(3)4)25(31-6)17(27)10-19(21)32-20/h7,10-11,27-28H,3,8-9H2,1-2,4-6H3 |
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InChI Key | CTHBSTBJHULKMD-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-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 | 8-prenylated xanthones |
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Alternative Parents | |
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Substituents | - 2-prenylated xanthone
- 8-prenylated xanthone
- Chromone
- Anisole
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Pyran
- Alpha-branched alpha,beta-unsaturated-ketone
- Benzenoid
- Acryloyl-group
- Enone
- Heteroaromatic compound
- Vinylogous acid
- Alpha,beta-unsaturated ketone
- Ketone
- Ether
- Oxacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- Carbonyl group
- 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 | 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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1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,1TMS,isomer #1 | C=C(C)C(=O)CC1=C(OC)C(O)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2 | 3513.5 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,1TMS,isomer #2 | C=C(C)C(=O)CC1=C(OC)C(O[Si](C)(C)C)=CC2=C1C(=O)C1=C(O)C(CC=C(C)C)=C(OC)C=C1O2 | 3516.9 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,1TMS,isomer #3 | C=C(C)C(=CC1=C(OC)C(O)=CC2=C1C(=O)C1=C(O)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C | 3542.9 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,2TMS,isomer #1 | C=C(C)C(=O)CC1=C(OC)C(O[Si](C)(C)C)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2 | 3452.2 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,2TMS,isomer #2 | C=C(C)C(=CC1=C(OC)C(O)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C | 3437.9 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,2TMS,isomer #3 | C=C(C)C(=CC1=C(OC)C(O[Si](C)(C)C)=CC2=C1C(=O)C1=C(O)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C | 3496.6 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,3TMS,isomer #1 | C=C(C)C(=CC1=C(OC)C(O[Si](C)(C)C)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C | 3421.5 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,3TMS,isomer #1 | C=C(C)C(=CC1=C(OC)C(O[Si](C)(C)C)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C | 3382.8 | Standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,1TBDMS,isomer #1 | C=C(C)C(=O)CC1=C(OC)C(O)=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2 | 3730.1 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,1TBDMS,isomer #2 | C=C(C)C(=O)CC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=C(O)C(CC=C(C)C)=C(OC)C=C1O2 | 3729.0 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,1TBDMS,isomer #3 | C=C(C)C(=CC1=C(OC)C(O)=CC2=C1C(=O)C1=C(O)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C(C)(C)C | 3780.5 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,2TBDMS,isomer #1 | C=C(C)C(=O)CC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2 | 3872.8 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,2TBDMS,isomer #2 | C=C(C)C(=CC1=C(OC)C(O)=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C(C)(C)C | 3888.4 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,2TBDMS,isomer #3 | C=C(C)C(=CC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=C(O)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C(C)(C)C | 3948.7 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,3TBDMS,isomer #1 | C=C(C)C(=CC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C(C)(C)C | 4023.0 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone,3TBDMS,isomer #1 | C=C(C)C(=CC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C(OC)C=C1O2)O[Si](C)(C)C(C)(C)C | 3870.5 | 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 - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone GC-MS (Non-derivatized) - 70eV, Positive | splash10-01ba-4058900000-18564212e078e410b6b0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone GC-MS (2 TMS) - 70eV, Positive | splash10-014i-4010090000-41f61b1589d21bb25f08 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 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 - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 10V, Positive-QTOF | splash10-000i-0004900000-79829ca4f35e5ecab865 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 20V, Positive-QTOF | splash10-01c9-4009500000-520a4e3d78b5a944d241 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 40V, Positive-QTOF | splash10-0uy0-8319100000-8a4a3ddac7ec5f539899 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 10V, Negative-QTOF | splash10-000i-0000900000-2d4abb3045e04c5beb10 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 20V, Negative-QTOF | splash10-0019-3015900000-426ebe1a93e1bb3c6134 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 40V, Negative-QTOF | splash10-001u-9556300000-71a61f0ece519a400202 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 10V, Negative-QTOF | splash10-000i-0000900000-bc8f1c942ef3ffa30938 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 20V, Negative-QTOF | splash10-0fri-0009500000-9f8d2f0369ca5f1b0019 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 40V, Negative-QTOF | splash10-0f7c-1049100000-051023980467f153a188 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 10V, Positive-QTOF | splash10-014r-0019400000-1dccf330ec5f72447129 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 20V, Positive-QTOF | splash10-03yi-0009100000-d01ca7d8f2850538b8cf | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(2-oxo-3-methyl-3-butenyl)-xanthone 40V, Positive-QTOF | splash10-0j6r-1019000000-9b70f1ee4820cfaafaa6 | 2021-09-22 | Wishart Lab | View Spectrum |
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