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 21:06:55 UTC |
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Update Date | 2022-03-07 02:54:45 UTC |
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HMDB ID | HMDB0036047 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 3alpha-Hydroxyoreadone |
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Description | 3alpha-Hydroxyoreadone belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. 3alpha-Hydroxyoreadone has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make 3alpha-hydroxyoreadone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3alpha-Hydroxyoreadone. |
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Structure | CC1(C)C(O)CC(=O)C2C3C(O)OCC3=CCC12 InChI=1S/C14H20O4/c1-14(2)8-4-3-7-6-18-13(17)11(7)12(8)9(15)5-10(14)16/h3,8,10-13,16-17H,4-6H2,1-2H3 |
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Synonyms | Value | Source |
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3a-Hydroxyoreadone | Generator | 3Α-hydroxyoreadone | Generator |
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Chemical Formula | C14H20O4 |
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Average Molecular Weight | 252.3062 |
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Monoisotopic Molecular Weight | 252.136159128 |
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IUPAC Name | 1,7-dihydroxy-6,6-dimethyl-1H,3H,5H,5aH,6H,7H,8H,9H,9aH,9bH-naphtho[1,2-c]furan-9-one |
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Traditional Name | 1,7-dihydroxy-6,6-dimethyl-1H,3H,5H,5aH,7H,8H,9aH,9bH-naphtho[1,2-c]furan-9-one |
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CAS Registry Number | 124869-06-3 |
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SMILES | CC1(C)C(O)CC(=O)C2C3C(O)OCC3=CCC12 |
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InChI Identifier | InChI=1S/C14H20O4/c1-14(2)8-4-3-7-6-18-13(17)11(7)12(8)9(15)5-10(14)16/h3,8,10-13,16-17H,4-6H2,1-2H3 |
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InChI Key | QWJVXAZUVABFEO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Naphthofurans |
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Sub Class | Not Available |
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Direct Parent | Naphthofurans |
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Alternative Parents | |
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Substituents | - Naphthofuran
- Tetrahydrofuran
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Hemiacetal
- Oxacycle
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic 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 | 103 - 108 °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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3alpha-Hydroxyoreadone,1TMS,isomer #1 | CC1(C)C(O[Si](C)(C)C)CC(=O)C2C3C(=CCC21)COC3O | 2212.2 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TMS,isomer #2 | CC1(C)C(O)CC(=O)C2C3C(=CCC21)COC3O[Si](C)(C)C | 2258.2 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TMS,isomer #3 | CC1(C)C(O)CC(O[Si](C)(C)C)=C2C3C(=CCC21)COC3O | 2223.5 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TMS,isomer #4 | CC1(C)C(O)C=C(O[Si](C)(C)C)C2C3C(=CCC21)COC3O | 2187.2 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TMS,isomer #1 | CC1(C)C(O[Si](C)(C)C)CC(=O)C2C3C(=CCC21)COC3O[Si](C)(C)C | 2240.1 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TMS,isomer #2 | CC1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)=C2C3C(=CCC21)COC3O | 2258.7 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TMS,isomer #3 | CC1(C)C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2C3C(=CCC21)COC3O | 2212.5 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TMS,isomer #4 | CC1(C)C(O)CC(O[Si](C)(C)C)=C2C3C(=CCC21)COC3O[Si](C)(C)C | 2296.4 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TMS,isomer #5 | CC1(C)C(O)C=C(O[Si](C)(C)C)C2C3C(=CCC21)COC3O[Si](C)(C)C | 2224.0 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TMS,isomer #1 | CC1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)=C2C3C(=CCC21)COC3O[Si](C)(C)C | 2306.8 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TMS,isomer #1 | CC1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)=C2C3C(=CCC21)COC3O[Si](C)(C)C | 2307.3 | Standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TMS,isomer #2 | CC1(C)C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2C3C(=CCC21)COC3O[Si](C)(C)C | 2267.4 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TMS,isomer #2 | CC1(C)C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2C3C(=CCC21)COC3O[Si](C)(C)C | 2224.2 | Standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TBDMS,isomer #1 | CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(=O)C2C3C(=CCC21)COC3O | 2453.5 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TBDMS,isomer #2 | CC1(C)C(O)CC(=O)C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2505.2 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TBDMS,isomer #3 | CC1(C)C(O)CC(O[Si](C)(C)C(C)(C)C)=C2C3C(=CCC21)COC3O | 2511.1 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,1TBDMS,isomer #4 | CC1(C)C(O)C=C(O[Si](C)(C)C(C)(C)C)C2C3C(=CCC21)COC3O | 2449.6 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TBDMS,isomer #1 | CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(=O)C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2691.7 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TBDMS,isomer #2 | CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)=C2C3C(=CCC21)COC3O | 2751.9 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TBDMS,isomer #3 | CC1(C)C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2C3C(=CCC21)COC3O | 2697.6 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TBDMS,isomer #4 | CC1(C)C(O)CC(O[Si](C)(C)C(C)(C)C)=C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2782.5 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,2TBDMS,isomer #5 | CC1(C)C(O)C=C(O[Si](C)(C)C(C)(C)C)C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2668.1 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TBDMS,isomer #1 | CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)=C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2982.3 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TBDMS,isomer #1 | CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)=C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 3052.3 | Standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TBDMS,isomer #2 | CC1(C)C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2927.4 | Semi standard non polar | 33892256 | 3alpha-Hydroxyoreadone,3TBDMS,isomer #2 | CC1(C)C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2C3C(=CCC21)COC3O[Si](C)(C)C(C)(C)C | 2853.0 | 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 - 3alpha-Hydroxyoreadone GC-MS (Non-derivatized) - 70eV, Positive | splash10-074i-0790000000-91b6a56c24dc4216f589 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3alpha-Hydroxyoreadone GC-MS (2 TMS) - 70eV, Positive | splash10-0h00-3296000000-0753edc54b3e61ebf9db | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3alpha-Hydroxyoreadone 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 - 3alpha-Hydroxyoreadone 10V, Positive-QTOF | splash10-0f79-0290000000-920da82c00f81a98140b | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 20V, Positive-QTOF | splash10-000i-0890000000-2a2d0a18545fc89cd498 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 40V, Positive-QTOF | splash10-0fi0-5910000000-605fef81f97fed754aa4 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 10V, Negative-QTOF | splash10-0udi-0090000000-38bcc3eba3fa8b831154 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 20V, Negative-QTOF | splash10-0zgi-0290000000-82887b8826be4ba3566c | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 40V, Negative-QTOF | splash10-00ko-2930000000-e54ee358eabffd4d3c29 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 10V, Negative-QTOF | splash10-0udi-0090000000-b22c9bc7b92d94d3bdea | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 20V, Negative-QTOF | splash10-0udi-0090000000-112454713cf159e5e835 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 40V, Negative-QTOF | splash10-0abl-1890000000-c646e82c0d5f2692ab87 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 10V, Positive-QTOF | splash10-0f79-0090000000-3580005db6f4b4675825 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 20V, Positive-QTOF | splash10-0fri-0490000000-645a950280147dbb31a0 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3alpha-Hydroxyoreadone 40V, Positive-QTOF | splash10-006x-4970000000-638d54aaa576a2f6a35b | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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