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 17:51:48 UTC |
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Update Date | 2022-03-07 02:53:28 UTC |
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HMDB ID | HMDB0032785 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone |
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Description | 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, 7-hydroxy-3,3',4',5,6,8-hexamethoxyflavone is considered to be a flavonoid. 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone has been detected, but not quantified in, citrus and sweet oranges (Citrus sinensis). This could make 7-hydroxy-3,3',4',5,6,8-hexamethoxyflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone. |
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Structure | COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(OC)C(OC)=C(O)C(OC)=C2O1 InChI=1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-19(27-4)14(22)13-17(26-3)20(28-5)15(23)21(29-6)18(13)30-16/h7-9,23H,1-6H3 |
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Synonyms | Value | Source |
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2-(3,4-Dimethoxyphenyl)-7-hydroxy-3,5,6,8-tetramethoxy-4H-1-benzopyran-4-one | HMDB | 7-Hydroxy-3,5,6,8,3',4'-hexamethoxyflavone | HMDB |
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Chemical Formula | C21H22O9 |
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Average Molecular Weight | 418.394 |
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Monoisotopic Molecular Weight | 418.126382302 |
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IUPAC Name | 2-(3,4-dimethoxyphenyl)-7-hydroxy-3,5,6,8-tetramethoxy-4H-chromen-4-one |
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Traditional Name | 2-(3,4-dimethoxyphenyl)-7-hydroxy-3,5,6,8-tetramethoxychromen-4-one |
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CAS Registry Number | 185678-89-1 |
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SMILES | COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(OC)C(OC)=C(O)C(OC)=C2O1 |
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InChI Identifier | InChI=1S/C21H22O9/c1-24-11-8-7-10(9-12(11)25-2)16-19(27-4)14(22)13-17(26-3)20(28-5)15(23)21(29-6)18(13)30-16/h7-9,23H,1-6H3 |
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InChI Key | LIHVLVGTXLTMAQ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. |
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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 | O-methylated flavonoids |
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Direct Parent | 8-O-methylated flavonoids |
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Alternative Parents | |
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Substituents | - 3p-methoxyflavonoid-skeleton
- 3-methoxyflavonoid-skeleton
- 4p-methoxyflavonoid-skeleton
- 5-methoxyflavonoid-skeleton
- 6-methoxyflavonoid-skeleton
- 8-methoxyflavonoid-skeleton
- 7-hydroxyflavonoid
- Flavone
- Hydroxyflavonoid
- 3-methoxychromone
- Chromone
- O-dimethoxybenzene
- Dimethoxybenzene
- Benzopyran
- 1-benzopyran
- Phenoxy compound
- Methoxybenzene
- Anisole
- Phenol ether
- Alkyl aryl ether
- Pyranone
- Benzenoid
- Monocyclic benzene moiety
- Pyran
- Vinylogous ester
- Heteroaromatic compound
- Ether
- Organoheterocyclic compound
- Oxacycle
- Organic oxide
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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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 | 232.3 mg/L @ 25 °C (est) | The Good Scents Company Information System | 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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7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone | COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(OC)C(OC)=C(O)C(OC)=C2O1 | 5218.7 | Standard polar | 33892256 | 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone | COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(OC)C(OC)=C(O)C(OC)=C2O1 | 3494.6 | Standard non polar | 33892256 | 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone | COC1=C(OC)C=C(C=C1)C1=C(OC)C(=O)C2=C(OC)C(OC)=C(O)C(OC)=C2O1 | 3368.4 | Semi standard non polar | 33892256 |
DerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone,1TMS,isomer #1 | COC1=CC=C(C2=C(OC)C(=O)C3=C(OC)C(OC)=C(O[Si](C)(C)C)C(OC)=C3O2)C=C1OC | 3271.9 | Semi standard non polar | 33892256 | 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone,1TBDMS,isomer #1 | COC1=CC=C(C2=C(OC)C(=O)C3=C(OC)C(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O2)C=C1OC | 3475.3 | 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 - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive | splash10-0f79-0039400000-735720c1f30378d90d38 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone GC-MS (1 TMS) - 70eV, Positive | splash10-0200-1010900000-ae14607ef00a56b524cc | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 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 - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 10V, Positive-QTOF | splash10-014i-0000900000-2f4af581863816724cef | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 20V, Positive-QTOF | splash10-014i-0001900000-a34eb4926b0ee69ddbfb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 40V, Positive-QTOF | splash10-00di-0129100000-731e6c6199a1f753fd8c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 10V, Negative-QTOF | splash10-014i-0000900000-8eae570c5755a411434b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 20V, Negative-QTOF | splash10-014i-0006900000-826a4fef3128a6896da5 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 40V, Negative-QTOF | splash10-00dm-0429000000-c4c4adf52c18cf309ac2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 10V, Positive-QTOF | splash10-014i-0000900000-a12148ee24803ea18836 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 20V, Positive-QTOF | splash10-014i-0000900000-ad62db498bcaebea9a28 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 40V, Positive-QTOF | splash10-00or-1191300000-5f096beead1d96d9393d | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 10V, Negative-QTOF | splash10-014i-0000900000-0a6930dd8545a0febcdf | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 20V, Negative-QTOF | splash10-014i-0031900000-cc8cafc7600cfaa2c713 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Hydroxy-3,3',4',5,6,8-hexamethoxyflavone 40V, Negative-QTOF | splash10-0550-2893100000-cb23a1b3346d1830dd4d | 2021-09-24 | Wishart Lab | View Spectrum |
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