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Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2014-10-08 15:57:18 UTC |
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Update Date | 2023-02-21 17:30:34 UTC |
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HMDB ID | HMDB0061918 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1,3-Dihydro-(2H)-indol-2-one |
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Description | 1,3-Dihydro-(2H)-indol-2-one, also known as 2-oxindole or 2-indolinone, 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. 1,3-Dihydro-(2H)-indol-2-one is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on 1,3-Dihydro-(2H)-indol-2-one. |
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Structure | InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10) |
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Synonyms | Value | Source |
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1,3-Dihydroindol-2-one | ChEBI | 2-Indolinone | ChEBI | 2-Oxindole | ChEBI | Oxindole | ChEBI | 1,3-Dihydro-2H-indol-2-one | HMDB | 2,3-Dihydro-1H-indol-2-one | HMDB | 2-Indolone | HMDB | 2-oxo-2,3-Dihydroindole | HMDB | 2-Oxoindole | HMDB | 2-Oxoindoline | HMDB | indol-2(3H)-One | HMDB | Indoline-2-one | HMDB | Oxindol | HMDB |
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Chemical Formula | C8H7NO |
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Average Molecular Weight | 133.1473 |
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Monoisotopic Molecular Weight | 133.052763851 |
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IUPAC Name | 2,3-dihydro-1H-indol-2-one |
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Traditional Name | oxindole |
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CAS Registry Number | 59-48-3 |
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SMILES | O=C1CC2=CC=CC=C2N1 |
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InChI Identifier | InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10) |
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InChI Key | JYGFTBXVXVMTGB-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 carboxylic acid amide
- Azacycle
- Carboxylic acid derivative
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen 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 | 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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1,3-Dihydro-(2H)-indol-2-one,1TMS,isomer #1 | C[Si](C)(C)N1C(=O)CC2=CC=CC=C21 | 1514.8 | Semi standard non polar | 33892256 | 1,3-Dihydro-(2H)-indol-2-one,1TMS,isomer #1 | C[Si](C)(C)N1C(=O)CC2=CC=CC=C21 | 1459.2 | Standard non polar | 33892256 | 1,3-Dihydro-(2H)-indol-2-one,1TMS,isomer #1 | C[Si](C)(C)N1C(=O)CC2=CC=CC=C21 | 1810.8 | Standard polar | 33892256 | 1,3-Dihydro-(2H)-indol-2-one,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N1C(=O)CC2=CC=CC=C21 | 1746.9 | Semi standard non polar | 33892256 | 1,3-Dihydro-(2H)-indol-2-one,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N1C(=O)CC2=CC=CC=C21 | 1708.0 | Standard non polar | 33892256 | 1,3-Dihydro-(2H)-indol-2-one,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N1C(=O)CC2=CC=CC=C21 | 1955.3 | Standard polar | 33892256 |
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Spectra |
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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 - 1,3-Dihydro-(2H)-indol-2-one GC-MS (Non-derivatized) - 70eV, Positive | splash10-0pc0-5900000000-f6bbfe5eb991c30cf08f | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one GC-MS (1 TMS) - 70eV, Positive | splash10-0fkc-9700000000-4e905c0b34e3718cf778 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one LC-ESI-QTOF 10V, positive-QTOF | splash10-001i-0900000000-428745b10de989a51f63 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one LC-ESI-QTOF 20V, positive-QTOF | splash10-001i-0900000000-8c4d3af4ee24592447f3 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one LC-ESI-QTOF 30V, positive-QTOF | splash10-001i-0900000000-f4245f701b184b14b01f | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one LC-ESI-QTOF 40V, positive-QTOF | splash10-001i-0900000000-fc6e7804b5063a20c33e | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one LC-ESI-QTOF 19V, positive-QTOF | splash10-001i-0900000000-a8b4ade540a6eab42052 | 2020-07-21 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 20V, Positive-QTOF | splash10-001i-0900000000-8c4d3af4ee24592447f3 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 0V, Positive-QTOF | splash10-001i-0900000000-ec834272fbe5a83926b8 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 20V, Positive-QTOF | splash10-0a7i-9600000000-85c97117b121fd7428f5 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 10V, Positive-QTOF | splash10-001i-5900000000-a8596bbcdff97c32863d | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 10V, Positive-QTOF | splash10-001j-8900000000-9dfcc1ae547629177750 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 10V, Positive-QTOF | splash10-001i-0900000000-428745b10de989a51f63 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 30V, Positive-QTOF | splash10-001i-0900000000-f4245f701b184b14b01f | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 0V, Positive-QTOF | splash10-001i-0900000000-2d61e357d39d4519cb2a | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 40V, Positive-QTOF | splash10-004i-9000000000-b5c3d9e9273c6e9796e7 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 30V, Positive-QTOF | splash10-00ke-9100000000-47a1fca0d94b913cf4b5 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 40V, Positive-QTOF | splash10-001i-0900000000-fc6e7804b5063a20c33e | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 40V, Positive-QTOF | splash10-004i-9000000000-949b7ddeeac8fcf3f931 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 30V, Positive-QTOF | splash10-004i-9400000000-039f74389104c32c587c | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 10V, Positive-QTOF | splash10-001i-0900000000-e322528168e077448208 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 10V, Positive-QTOF | splash10-001i-0900000000-8141ba8a6cd5d97d22cb | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 20V, Positive-QTOF | splash10-001i-0900000000-65e56944ffb19b08f9fe | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 40V, Positive-QTOF | splash10-004i-9600000000-d95cad7618cc4d53c3f3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 10V, Negative-QTOF | splash10-001i-0900000000-a20633b03070d7ae5532 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 20V, Negative-QTOF | splash10-001i-0900000000-653836eaec8cafcaf481 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,3-Dihydro-(2H)-indol-2-one 40V, Negative-QTOF | splash10-0udi-0900000000-a8b87f07ff7140fbebad | 2017-10-06 | 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, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | 2022-08-21 | Wishart Lab | View Spectrum |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Saliva | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Not Specified | Normal | | details |
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Abnormal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Cancer patients undergoing total body irradiation | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal Cancer | | details | Urine | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Cancer patients undergoing total body irradiation | | details |
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Associated Disorders and Diseases |
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Disease References | Colorectal cancer |
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- Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
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Associated OMIM IDs | |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 284794 |
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KEGG Compound ID | C12312 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 321710 |
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PDB ID | Not Available |
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ChEBI ID | 31697 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Haun M, Pereira MF, Hoffmann ME, Joyas A, Campos V, Filardi LD, de Castro SL, Duran N: Bacterial chemistry. VI. Biological activities and cytotoxicity of 1,3-dihydro-2H-indol-2-one derivatives. Biol Res. 1992;25(1):21-5. [PubMed:1341576 ]
- Claudine Serradeil-Le-Gal, 'Novel 1,3-dihydro-2h-indol-2-one, preparation method and pharmaceutical compositions containing same.' U.S. Patent US20030109545, issued June 12, 2003. [Link]
- Venkatasubramanian Tarur, Dhananjay Sathe, Harish Mondkar, Rajesh Bhopalkar, Samadhan Patil, 'Process for the preparation of 4-(2-dipropylaminoethyl)-1,3-dihydro-2H-indol-2-one hydrochloride.' U.S. Patent US20050159605, issued July 21, 2005. [Link]
- Toshihito Kumagai, Takeshi Kuwada, Tsuyoshi Shibata, Masato Hayashi, Yuri Fujisawa, Yoshinori Sekiguchi, '1,3-Dihydro-2h-indol-2-one derivative.' U.S. Patent US20060276449, issued December 07, 2006. [Link]
- Jozsef Neu, Jozsef Torley, Sandor Garadnay, 'NOVEL PROCESS FOR PRODUCTION OF 5--6-CHLORO-1,3-DIHYDRO-2H-INDOL-2-ONE (ZIPRASIDONE).' U.S. Patent US20090111988, issued April 30, 2009. [Link]
- Loic FOULON, Laurent GOULLIEUX, Brigitte POUZET, Claudine SERRADEIL-LE GAL, Gerard VALETTE, 'NOVEL 3-AMINOALKYL-1,3-DIHYDRO-2H-INDOL-2-ONE DERIVATIVES, PREPARATION THEREOF AND THERAPEUTIC USE THEREOF.' U.S. Patent US20110059955, issued March 10, 2011. [Link]
- Richard Roux, Claudine Serradeil-Le Gal, Jean Wagnon, '1,3-dihydro-2H-indol-2-one derivatives, method for preparing same and pharmaceutical compositions containing them.' U.S. Patent US06864277, issued March 08, 2005. [Link]
- Venkatasubramanian Radhakrishna Tarur, Dhananjay Govind Sathe, Harish Kashinath Mondkar, Rajesh Ganpat Bhopalkar, Samadhan Daulat Patil, U.S. Patent US07378439, issued May 27, 2008. [Link]
- Richard Roux, Claudine Serradeil-le Gal, Jean Wagnon, '1,3-dihydro-2H-indol-2-one derivatives, process for preparing them and pharmaceutical compositions containing them.' U.S. Patent US07425566, issued September 16, 2008. [Link]
- Toshihito Kumagai, Takeshi Kuwada, Tsuyoshi Shibata, Masato Hayashi, Yuri Fujisawa, Yoshinori Sekiguchi, '1,3-dihydro-2H-indol-2-one derivative.' U.S. Patent US07528124, issued May 05, 2009. [Link]
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