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 18:47:23 UTC |
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Update Date | 2022-03-07 02:53:57 UTC |
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HMDB ID | HMDB0034015 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone |
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Description | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-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-methoxy-2-prenylxanthone has been detected, but not quantified in, fruits. This could make 1,6-dihydroxy-3-methoxy-2-prenylxanthone 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-methoxy-2-prenylxanthone. |
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Structure | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(O2)C=C(O)C=C1 InChI=1S/C19H18O5/c1-10(2)4-6-12-14(23-3)9-16-17(18(12)21)19(22)13-7-5-11(20)8-15(13)24-16/h4-5,7-9,20-21H,6H2,1-3H3 |
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Synonyms | Not Available |
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Chemical Formula | C19H18O5 |
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Average Molecular Weight | 326.3432 |
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Monoisotopic Molecular Weight | 326.115423686 |
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IUPAC Name | 1,6-dihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one |
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Traditional Name | 1,6-dihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)xanthen-9-one |
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CAS Registry Number | 119227-98-4 |
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SMILES | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(O2)C=C(O)C=C1 |
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InChI Identifier | InChI=1S/C19H18O5/c1-10(2)4-6-12-14(23-3)9-16-17(18(12)21)19(22)13-7-5-11(20)8-15(13)24-16/h4-5,7-9,20-21H,6H2,1-3H3 |
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InChI Key | QKSNMZWDGXOPMT-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-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 | 2-prenylated xanthones |
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Alternative Parents | |
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Substituents | - 2-prenylated xanthone
- Chromone
- Anisole
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Benzenoid
- Pyran
- Heteroaromatic compound
- Vinylogous acid
- Ether
- Oxacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- 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 | 240 °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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1,6-Dihydroxy-3-methoxy-2-prenylxanthone,1TMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=CC=C(O)C=C1O2 | 3056.5 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone,1TMS,isomer #2 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=CC=C(O[Si](C)(C)C)C=C1O2 | 3124.2 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone,2TMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=CC=C(O[Si](C)(C)C)C=C1O2 | 3057.5 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone,1TBDMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=CC=C(O)C=C1O2 | 3268.9 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone,1TBDMS,isomer #2 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O2 | 3327.0 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3-methoxy-2-prenylxanthone,2TBDMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O2 | 3505.7 | 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 - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone GC-MS (Non-derivatized) - 70eV, Positive | splash10-01ot-1194000000-18ebe107dcc26ab41622 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone GC-MS (2 TMS) - 70eV, Positive | splash10-0a4i-3144900000-93dee2b00bb325c3516c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 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-methoxy-2-prenylxanthone 10V, Positive-QTOF | splash10-004i-0039000000-b864a6cde580257a72f9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 20V, Positive-QTOF | splash10-00vi-3096000000-d5af1afe9d5ebf69255f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 40V, Positive-QTOF | splash10-014l-7390000000-c817914c66d2b89c7056 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 10V, Negative-QTOF | splash10-004i-0009000000-31b61b64d9bc88f3beac | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 20V, Negative-QTOF | splash10-004i-0039000000-5c08601bfdea33f007ee | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 40V, Negative-QTOF | splash10-05tr-4971000000-e677431b82b16bb1923d | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 10V, Negative-QTOF | splash10-004i-0009000000-9e96b9c23c7cae4a8238 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 20V, Negative-QTOF | splash10-004i-0039000000-99a228c30b1d68eb22f6 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 40V, Negative-QTOF | splash10-006x-5394000000-534f8d95731d2b3297d8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 10V, Positive-QTOF | splash10-00b9-0069000000-cfe979e6aa25fb01695f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 20V, Positive-QTOF | splash10-00di-0090000000-20e85712338300af2b55 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3-methoxy-2-prenylxanthone 40V, Positive-QTOF | splash10-05mo-0190000000-413447c0ca756bdb1979 | 2021-09-23 | Wishart Lab | View Spectrum |
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