Record Information |
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Version | 1.0 |
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Created at | 2024-01-10 20:03:03 UTC |
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Updated at | 2024-09-03 04:18:56 UTC |
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NP-MRD ID | NP0332354 |
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DOI | https://doi.org/10.57994/1568 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Equol |
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Description | Equol, also known as aus-131(S)-equol or 3'-hydroxy-equol, belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton. Equol is an extremely weak basic (essentially neutral) compound (based on its pKa). Equol is a bitter tasting compound. Outside of the human body, Equol is found, on average, in the highest concentration within milk (cow). This could make equol a potential biomarker for the consumption of these foods. It was first documented in 1998 (PMID: 9718497). Equol is a potentially toxic compound (PMID: 12811748) (PMID: 18565930) (PMID: 19679050) (PMID: 17576638). |
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Structure | OC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1 InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1 |
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Synonyms | Value | Source |
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AUS-131(S)-equol | HMDB | (-)-(S)-Equol | HMDB | (-)-Equol | HMDB | (S)-(-)-4',7-Isoflavandiol | HMDB | (S)-3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol | HMDB | (S)-Equol | HMDB | 4',7-Dihydroxyisoflavan | HMDB | 4',7-Isoflavandiol | HMDB | 3'-Hydroxy-equol | HMDB | 4' Methoxy 7 isoflavanol | HMDB | 4'-O-Methyl equol | HMDB | 6'-Hydroxy-equol | HMDB | Equol, 4'-O-methyl | HMDB | 3' Hydroxy equol | HMDB | 4'-Methoxy-7-isoflavanol | HMDB | 6' Hydroxy equol | HMDB | 4' O Methyl equol | HMDB | (+-)-Isomer OF equol | HMDB |
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Chemical Formula | C15H14O3 |
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Average Mass | 242.2699 Da |
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Monoisotopic Mass | 242.09429 Da |
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IUPAC Name | (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol |
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Traditional Name | (-)-equol |
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CAS Registry Number | Not Available |
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SMILES | OC1=CC=C(C=C1)[C@H]1COC2=CC(O)=CC=C2C1 |
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InChI Identifier | InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1 |
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InChI Key | ADFCQWZHKCXPAJ-GFCCVEGCSA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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HMBC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | Not Available | Sumner lab, University of Missouri | Zach Tretter | 2024-01-11 | View Spectrum | HSQC NMR | [1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | Not Available | Sumner lab, University of Missouri | Zach Tretter | 2024-01-11 | View Spectrum | COSY NMR | [1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | Not Available | Sumner lab, University of Missouri | Zach Tretter | 2024-01-11 | View Spectrum | 1D NMR | [1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental) | Not Available | Sumner lab, University of Missouri | Zach Tretter | 2024-01-11 | View Spectrum | 1D NMR | [13C, ] NMR Spectrum (2D, 201 MHz, CD3OD, experimental) | Not Available | Sumner lab, University of Missouri | Zach Tretter | 2024-01-10 | View Spectrum | 1D NMR | [1H, ] NMR Spectrum (2D, 800 MHz, CD3OD, experimental) | Not Available | Sumner lab, University of Missouri | Zach Tretter | 2024-01-10 | View Spectrum |
| Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Isoflavonoids |
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Sub Class | Isoflavans |
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Direct Parent | Isoflavanols |
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Alternative Parents | |
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Substituents | - Hydroxyisoflavonoid
- Isoflavanol
- Chromane
- Benzopyran
- 1-benzopyran
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Ether
- Oxacycle
- Organoheterocyclic compound
- Organooxygen compound
- Hydrocarbon derivative
- 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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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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