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 23:39:25 UTC |
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Update Date | 2022-03-07 02:55:44 UTC |
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HMDB ID | HMDB0038356 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Sideritiflavone |
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Description | Sideritiflavone 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, sideritiflavone is considered to be a flavonoid. Sideritiflavone has been detected, but not quantified in, a few different foods, such as herbs and spices, peppermints (Mentha X piperita), and spearmints (Mentha spicata). This could make sideritiflavone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Sideritiflavone. |
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Structure | COC1=C(OC)C(OC)=C2OC(=CC(=O)C2=C1O)C1=CC(O)=C(O)C=C1 InChI=1S/C18H16O8/c1-23-16-14(22)13-11(21)7-12(8-4-5-9(19)10(20)6-8)26-15(13)17(24-2)18(16)25-3/h4-7,19-20,22H,1-3H3 |
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Synonyms | Value | Source |
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2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-1-benzopyran-4-one | HMDB | 3',4',5-Trihydroxy-6,7,8-trimethoxyflavone | HMDB | 5,3',4'-Trihydroxy-6,7,8-trimethoxyflavone | HMDB | Sideritoflavone | HMDB |
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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-dihydroxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one |
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Traditional Name | sideritiflavone |
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CAS Registry Number | 70360-12-2 |
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SMILES | COC1=C(OC)C(OC)=C2OC(=CC(=O)C2=C1O)C1=CC(O)=C(O)C=C1 |
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InChI Identifier | InChI=1S/C18H16O8/c1-23-16-14(22)13-11(21)7-12(8-4-5-9(19)10(20)6-8)26-15(13)17(24-2)18(16)25-3/h4-7,19-20,22H,1-3H3 |
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InChI Key | UWNUJPINKMRKKR-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 | - 6-methoxyflavonoid-skeleton
- 7-methoxyflavonoid-skeleton
- 8-methoxyflavonoid-skeleton
- 3'-hydroxyflavonoid
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- Flavone
- Hydroxyflavonoid
- Chromone
- Benzopyran
- 1-benzopyran
- Anisole
- Catechol
- Phenol
- Pyranone
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- 1-hydroxy-4-unsubstituted benzenoid
- Pyran
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Heteroaromatic compound
- Ether
- Organoheterocyclic compound
- Oxacycle
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organic oxygen compound
- 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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 197 - 198 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 328.5 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Sideritiflavone,1TMS,isomer #1 | COC1=C(OC)C(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C(O)=C3)OC2=C1OC | 3297.5 | Semi standard non polar | 33892256 | Sideritiflavone,1TMS,isomer #2 | COC1=C(OC)C(O)=C2C(=O)C=C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1OC | 3374.0 | Semi standard non polar | 33892256 | Sideritiflavone,1TMS,isomer #3 | COC1=C(OC)C(O)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1OC | 3380.0 | Semi standard non polar | 33892256 | Sideritiflavone,2TMS,isomer #1 | COC1=C(OC)C(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1OC | 3322.7 | Semi standard non polar | 33892256 | Sideritiflavone,2TMS,isomer #2 | COC1=C(OC)C(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1OC | 3301.2 | Semi standard non polar | 33892256 | Sideritiflavone,2TMS,isomer #3 | COC1=C(OC)C(O)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1OC | 3293.8 | Semi standard non polar | 33892256 | Sideritiflavone,3TMS,isomer #1 | COC1=C(OC)C(O[Si](C)(C)C)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1OC | 3217.5 | Semi standard non polar | 33892256 | Sideritiflavone,1TBDMS,isomer #1 | COC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C(O)=C3)OC2=C1OC | 3561.7 | Semi standard non polar | 33892256 | Sideritiflavone,1TBDMS,isomer #2 | COC1=C(OC)C(O)=C2C(=O)C=C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1OC | 3587.6 | Semi standard non polar | 33892256 | Sideritiflavone,1TBDMS,isomer #3 | COC1=C(OC)C(O)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1OC | 3601.5 | Semi standard non polar | 33892256 | Sideritiflavone,2TBDMS,isomer #1 | COC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1OC | 3784.2 | Semi standard non polar | 33892256 | Sideritiflavone,2TBDMS,isomer #2 | COC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1OC | 3743.4 | Semi standard non polar | 33892256 | Sideritiflavone,2TBDMS,isomer #3 | COC1=C(OC)C(O)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1OC | 3743.7 | Semi standard non polar | 33892256 | Sideritiflavone,3TBDMS,isomer #1 | COC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1OC | 3886.8 | 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 - Sideritiflavone GC-MS (Non-derivatized) - 70eV, Positive | splash10-001i-0119000000-d661f929d6e7c6e1e2a6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Sideritiflavone GC-MS (3 TMS) - 70eV, Positive | splash10-03di-1030190000-da25a150ef664eff6f06 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Sideritiflavone 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 - Sideritiflavone 10V, Positive-QTOF | splash10-03di-0009000000-341009b391d78207b8af | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 20V, Positive-QTOF | splash10-03di-0009000000-0f73369acc39d5f93764 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 40V, Positive-QTOF | splash10-0cfr-2977000000-3274aff2824af897c04a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 10V, Negative-QTOF | splash10-0a4i-0009000000-9bdb314df607331460dc | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 20V, Negative-QTOF | splash10-0a4l-0019000000-4a242a4a1e57df1b5552 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 40V, Negative-QTOF | splash10-00di-9271000000-f83431b833cacf2df46e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 10V, Negative-QTOF | splash10-0a4i-0009000000-1b2458f70b43c2827ff8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 20V, Negative-QTOF | splash10-0aou-0009000000-3415977c64a46461f5ee | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 10V, Positive-QTOF | splash10-03di-0009000000-ef0e36da9abfe27aa076 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 20V, Positive-QTOF | splash10-03di-0009000000-c383b2e8879413a775be | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Sideritiflavone 40V, Positive-QTOF | splash10-00ks-0249000000-439492fde1587ad3646e | 2021-09-23 | Wishart Lab | View Spectrum |
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