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 02:25:41 UTC |
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Update Date | 2022-03-07 02:56:45 UTC |
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HMDB ID | HMDB0040837 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3-O-Methyluralenol |
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Description | 3-O-Methyluralenol belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position. Thus, 3-O-methyluralenol is considered to be a flavonoid. 3-O-Methyluralenol has been detected, but not quantified in, herbs and spices. This could make 3-O-methyluralenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-O-Methyluralenol. |
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Structure | COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC(O)=C(O)C(CC=C(C)C)=C1 InChI=1S/C21H20O7/c1-10(2)4-5-11-6-12(7-15(24)18(11)25)20-21(27-3)19(26)17-14(23)8-13(22)9-16(17)28-20/h4,6-9,22-25H,5H2,1-3H3 |
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Synonyms | Value | Source |
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2-[3,4-Dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5,7-dihydroxy-3-methoxy-4H-1-benzopyran-4-one | HMDB | 3',4',5,7-Tetrahydroxy-3-methoxy-5'-prenylflavone | HMDB | 5,7,3',4'-Tetrahydroxy-3-methoxy-5'-isoprenylflavone | HMDB, MeSH | 5,7,3',4'-Tetrahydroxy-3-methoxy-5'-prenylflavone | HMDB | Uralenol-3-methylether | HMDB |
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Chemical Formula | C21H20O7 |
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Average Molecular Weight | 384.3793 |
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Monoisotopic Molecular Weight | 384.120902994 |
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IUPAC Name | 2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-3-methoxy-4H-chromen-4-one |
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Traditional Name | 2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-3-methoxychromen-4-one |
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CAS Registry Number | 150853-98-8 |
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SMILES | COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC(O)=C(O)C(CC=C(C)C)=C1 |
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InChI Identifier | InChI=1S/C21H20O7/c1-10(2)4-5-11-6-12(7-15(24)18(11)25)20-21(27-3)19(26)17-14(23)8-13(22)9-16(17)28-20/h4,6-9,22-25H,5H2,1-3H3 |
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InChI Key | VCKYLOIMXUHPDA-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent 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 | 3'-prenylated flavones |
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Alternative Parents | |
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Substituents | - 3'-prenylated flavone
- 3-methoxyflavonoid-skeleton
- Hydroxyflavonoid
- 3'-hydroxyflavonoid
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- 3-methoxychromone
- Chromone
- 1-benzopyran
- Benzopyran
- Catechol
- Alkyl aryl ether
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Pyranone
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Pyran
- Vinylogous acid
- Heteroaromatic compound
- Organoheterocyclic compound
- Oxacycle
- Ether
- Organic oxide
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen 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 | 104 - 109 °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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3-O-Methyluralenol,1TMS,isomer #1 | COC1=C(C2=CC(O)=C(O)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O)=C2C1=O | 3592.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TMS,isomer #2 | COC1=C(C2=CC(O)=C(O)C(CC=C(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O | 3556.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TMS,isomer #3 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C)=C2)OC2=CC(O)=CC(O)=C2C1=O | 3531.8 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TMS,isomer #4 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O)=CC(O)=C2C1=O | 3520.7 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TMS,isomer #1 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O)=C2C1=O | 3418.7 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TMS,isomer #2 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O)=C2C1=O | 3428.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TMS,isomer #3 | COC1=C(C2=CC(O)=C(O)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O | 3441.9 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TMS,isomer #4 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O | 3390.2 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TMS,isomer #5 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O | 3403.1 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TMS,isomer #6 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O)=CC(O)=C2C1=O | 3386.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TMS,isomer #1 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O)=C2C1=O | 3345.9 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TMS,isomer #2 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O | 3425.1 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TMS,isomer #3 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O | 3413.3 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TMS,isomer #4 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C)=C2C1=O | 3321.5 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,4TMS,isomer #1 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C1=O | 3387.5 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TBDMS,isomer #1 | COC1=C(C2=CC(O)=C(O)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O | 3852.2 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TBDMS,isomer #2 | COC1=C(C2=CC(O)=C(O)C(CC=C(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 3824.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TBDMS,isomer #3 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O)=CC(O)=C2C1=O | 3792.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,1TBDMS,isomer #4 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O)=CC(O)=C2C1=O | 3771.2 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TBDMS,isomer #1 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O | 3950.1 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TBDMS,isomer #2 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O | 3944.8 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TBDMS,isomer #3 | COC1=C(C2=CC(O)=C(O)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 3972.8 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TBDMS,isomer #4 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 3912.8 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TBDMS,isomer #5 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 3914.3 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,2TBDMS,isomer #6 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O)=CC(O)=C2C1=O | 3902.3 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TBDMS,isomer #1 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C1=O | 4051.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TBDMS,isomer #2 | COC1=C(C2=CC(CC=C(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 4113.9 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TBDMS,isomer #3 | COC1=C(C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 4113.0 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,3TBDMS,isomer #4 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 4015.8 | Semi standard non polar | 33892256 | 3-O-Methyluralenol,4TBDMS,isomer #1 | COC1=C(C2=CC(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C1=O | 4203.9 | 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-O-Methyluralenol GC-MS (Non-derivatized) - 70eV, Positive | splash10-000l-1309000000-4fc52753423fad9426cb | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-O-Methyluralenol GC-MS (4 TMS) - 70eV, Positive | splash10-0a4i-1000019000-8f58963230a36da8efba | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-O-Methyluralenol 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-O-Methyluralenol 10V, Positive-QTOF | splash10-000i-0009000000-2aebe79296bd326c1df0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 20V, Positive-QTOF | splash10-0a4r-4109000000-190548482d79eec99fbe | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 40V, Positive-QTOF | splash10-0avi-9804000000-54df51629b20cef62807 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 10V, Negative-QTOF | splash10-001i-0009000000-8cae7722299c18162875 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 20V, Negative-QTOF | splash10-001i-0009000000-3b9146ec08767c58b643 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 40V, Negative-QTOF | splash10-004i-1932000000-59ee9d9fdc8e33d7fefb | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 10V, Negative-QTOF | splash10-001i-0009000000-14c49b5639821ac7aea5 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 20V, Negative-QTOF | splash10-001i-0309000000-98f615aea5887caf240f | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 40V, Negative-QTOF | splash10-0f80-1912000000-42e9098fa8df5ebf939a | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 10V, Positive-QTOF | splash10-000i-0009000000-77d0b62f69f9bbae8903 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 20V, Positive-QTOF | splash10-000i-0009000000-13daad9ab4ddc22e1e1e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-O-Methyluralenol 40V, Positive-QTOF | splash10-0udr-1912000000-8bc241e9df7977a45ee9 | 2021-09-25 | Wishart Lab | View Spectrum |
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