Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-01-04 22:31:31 UTC |
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Update Date | 2022-09-22 18:34:33 UTC |
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HMDB ID | HMDB0240741 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 3-Hydroxy-2-oxoindole |
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Description | 3-Hydroxy-2-oxoindole is an oxidized indole derivative. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 3-hydroxy-2-oxoindole is a naturally occurring indole metabolite found in human urine (PMID: 11722560 ). It is a reduced form of the more abundant naturally occurring indole metabolite known as isatin (which is derived from the gut microbial metabolism of tryptophan). 3-hydroxy-2-oxoindole is generated via the activity of the enzyme known as isatin reductase, which is found in the liver and kidney (PMID: 11722560 ). It exhibits modest monoamine oxidase A and B inhibitory activity. |
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Structure | InChI=1S/C8H7NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4,7,10H,(H,9,11) |
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Synonyms | Value | Source |
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1,3-Dihydro-3-hydroxy-2H-indol-2-one | ChEBI | 3-Hydroxy-2-indolinone | ChEBI | 3-Hydroxy-indolin-2-one | ChEBI | 3-Hydroxyoxindole | ChEBI | Dioxindole | ChEBI | 3-Hydroxy-2-oxoindole | MeSH |
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Chemical Formula | C8H7NO2 |
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Average Molecular Weight | 149.149 |
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Monoisotopic Molecular Weight | 149.047678469 |
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IUPAC Name | 3-hydroxy-2,3-dihydro-1H-indol-2-one |
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Traditional Name | 3-hydroxyoxindole |
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CAS Registry Number | Not Available |
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SMILES | OC1C(=O)NC2=CC=CC=C12 |
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InChI Identifier | InChI=1S/C8H7NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4,7,10H,(H,9,11) |
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InChI Key | SGZFJWQQBHYNNF-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Indoles and derivatives |
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Sub Class | Indolines |
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Direct Parent | Indolines |
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Alternative Parents | |
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Substituents | - Dihydroindole
- Benzenoid
- Carboxamide group
- Lactam
- Secondary alcohol
- Secondary carboxylic acid amide
- Carboxylic acid derivative
- Azacycle
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Alcohol
- Organic nitrogen compound
- Carbonyl group
- 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 | Not Available |
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Process | Not Available |
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Role | Not Available |
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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 | 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-Hydroxy-2-oxoindole,1TMS,isomer #1 | C[Si](C)(C)OC1C(=O)NC2=CC=CC=C21 | 1684.6 | Semi standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,1TMS,isomer #2 | C[Si](C)(C)N1C(=O)C(O)C2=CC=CC=C21 | 1567.3 | Semi standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,2TMS,isomer #1 | C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C2=CC=CC=C21 | 1626.7 | Semi standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,2TMS,isomer #1 | C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C2=CC=CC=C21 | 1693.0 | Standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,2TMS,isomer #1 | C[Si](C)(C)OC1C(=O)N([Si](C)(C)C)C2=CC=CC=C21 | 1823.3 | Standard polar | 33892256 | 3-Hydroxy-2-oxoindole,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(=O)NC2=CC=CC=C21 | 1922.1 | Semi standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N1C(=O)C(O)C2=CC=CC=C21 | 1828.1 | Semi standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21 | 2095.8 | Semi standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21 | 2145.7 | Standard non polar | 33892256 | 3-Hydroxy-2-oxoindole,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21 | 2107.2 | Standard 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-Hydroxy-2-oxoindole 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-Hydroxy-2-oxoindole 10V, Positive-QTOF | splash10-001i-0900000000-d299140f3c00196767e2 | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-oxoindole 20V, Positive-QTOF | splash10-0f89-0900000000-228af5c4254a2dd88c1a | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-oxoindole 40V, Positive-QTOF | splash10-0uxu-9600000000-fc4f192f11ac024ed51f | 2021-09-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-oxoindole 10V, Negative-QTOF | splash10-014i-2900000000-cedc25ee85fac8ae7ed4 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-oxoindole 20V, Negative-QTOF | splash10-0006-9300000000-9661172b1abd313a1532 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Hydroxy-2-oxoindole 40V, Negative-QTOF | splash10-0006-9300000000-dc6289c288519f29a769 | 2021-09-25 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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 | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
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