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 02:29:12 UTC |
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Update Date | 2022-03-07 02:56:47 UTC |
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HMDB ID | HMDB0040877 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone |
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Description | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone has been detected, but not quantified in, citrus. This could make 3,5,8-trihydroxy-3',4',7-trimethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone. |
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Structure | COC1=C(O)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1 InChI=1S/C18H16O8/c1-23-10-5-4-8(6-11(10)24-2)17-16(22)15(21)13-9(19)7-12(25-3)14(20)18(13)26-17/h4-7,19-20,22H,1-3H3 |
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Synonyms | Not Available |
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Chemical Formula | C18H16O8 |
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Average Molecular Weight | 360.3148 |
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Monoisotopic Molecular Weight | 360.084517488 |
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IUPAC Name | 2-(3,4-dimethoxyphenyl)-3,5,8-trihydroxy-7-methoxy-4H-chromen-4-one |
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Traditional Name | 2-(3,4-dimethoxyphenyl)-3,5,8-trihydroxy-7-methoxychromen-4-one |
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CAS Registry Number | 89971-05-1 |
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SMILES | COC1=C(O)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1 |
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InChI Identifier | InChI=1S/C18H16O8/c1-23-10-5-4-8(6-11(10)24-2)17-16(22)15(21)13-9(19)7-12(25-3)14(20)18(13)26-17/h4-7,19-20,22H,1-3H3 |
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InChI Key | WQQCLPYPEXSIFI-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | Flavones |
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Direct Parent | Flavonols |
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Alternative Parents | |
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Substituents | - 3-hydroxyflavone
- 7-methoxyflavonoid-skeleton
- 4p-methoxyflavonoid-skeleton
- 3p-methoxyflavonoid-skeleton
- Hydroxyflavonoid
- 5-hydroxyflavonoid
- 8-hydroxyflavonoid
- 3-hydroxyflavonoid
- Chromone
- O-dimethoxybenzene
- Dimethoxybenzene
- 1-benzopyran
- Benzopyran
- Methoxybenzene
- Phenol ether
- Anisole
- Phenoxy compound
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Benzenoid
- Pyran
- Monocyclic benzene moiety
- Vinylogous acid
- Heteroaromatic compound
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Ether
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxygen compound
- 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 | 277 - 278.5 °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 IndicesUnderivatizedMetabolite | SMILES | Kovats RI Value | Column Type | Reference |
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3,5,8-Trihydroxy-3',4',7-trimethoxyflavone | COC1=C(O)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1 | 5213.9 | Standard polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone | COC1=C(O)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1 | 3335.1 | Standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone | COC1=C(O)C2=C(C(O)=C1)C(=O)C(O)=C(O2)C1=CC(OC)=C(OC)C=C1 | 3441.5 | Semi standard non polar | 33892256 |
DerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,1TMS,isomer #1 | COC1=CC=C(C2=C(O)C(=O)C3=C(O)C=C(OC)C(O[Si](C)(C)C)=C3O2)C=C1OC | 3300.8 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,1TMS,isomer #2 | COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(OC)C(O)=C3O2)C=C1OC | 3402.9 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,1TMS,isomer #3 | COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(OC)C(O)=C3O2)C=C1OC | 3314.1 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,2TMS,isomer #1 | COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C)C=C(OC)C(O[Si](C)(C)C)=C3O2)C=C1OC | 3282.0 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,2TMS,isomer #2 | COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O)C=C(OC)C(O[Si](C)(C)C)=C3O2)C=C1OC | 3169.1 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,2TMS,isomer #3 | COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(OC)C(O)=C3O2)C=C1OC | 3267.7 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,3TMS,isomer #1 | COC1=CC=C(C2=C(O[Si](C)(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(OC)C(O[Si](C)(C)C)=C3O2)C=C1OC | 3170.2 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,1TBDMS,isomer #1 | COC1=CC=C(C2=C(O)C(=O)C3=C(O)C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3O2)C=C1OC | 3549.0 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,1TBDMS,isomer #2 | COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(OC)C(O)=C3O2)C=C1OC | 3665.1 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,1TBDMS,isomer #3 | COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(OC)C(O)=C3O2)C=C1OC | 3561.1 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,2TBDMS,isomer #1 | COC1=CC=C(C2=C(O)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3O2)C=C1OC | 3779.8 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,2TBDMS,isomer #2 | COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O)C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3O2)C=C1OC | 3678.0 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,2TBDMS,isomer #3 | COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(OC)C(O)=C3O2)C=C1OC | 3760.8 | Semi standard non polar | 33892256 | 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone,3TBDMS,isomer #1 | COC1=CC=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3O2)C=C1OC | 3877.0 | 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 - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive | splash10-001i-0309000000-2835b51eae735b77b406 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone GC-MS (3 TMS) - 70eV, Positive | splash10-0ik9-1041190000-55aac0450d1206f24da9 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 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 - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 10V, Positive-QTOF | splash10-03di-0009000000-bd2ddea8afa307dc6bc0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 20V, Positive-QTOF | splash10-03e9-0109000000-7a5c3a22df0a3f145cb4 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 40V, Positive-QTOF | splash10-000i-1901000000-e3ced352fdb928f0ece0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 10V, Negative-QTOF | splash10-0a4i-0009000000-8b0844fb1b30597513d0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 20V, Negative-QTOF | splash10-0pb9-0119000000-9710efc552758a830daf | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 40V, Negative-QTOF | splash10-05n0-2972000000-48396067c9f1db2dcb36 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 10V, Negative-QTOF | splash10-0a4i-0009000000-2a67be2cdf836654ba92 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 20V, Negative-QTOF | splash10-0a4i-0339000000-f26a0e1f330eeb7e8d45 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 40V, Negative-QTOF | splash10-00kr-1921000000-03f379fd25309957502d | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 10V, Positive-QTOF | splash10-03di-0009000000-ef0e36da9abfe27aa076 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 20V, Positive-QTOF | splash10-03di-0009000000-3a7080e18a7609ec9fe7 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5,8-Trihydroxy-3',4',7-trimethoxyflavone 40V, Positive-QTOF | splash10-02ai-2904000000-285f1d4e1c30a7a028d0 | 2021-09-25 | Wishart Lab | View Spectrum |
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