Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2006-05-22 15:12:19 UTC |
---|
Update Date | 2023-02-21 17:16:29 UTC |
---|
HMDB ID | HMDB0002916 |
---|
Secondary Accession Numbers | - HMDB0062694
- HMDB02916
- HMDB62694
|
---|
Metabolite Identification |
---|
Common Name | 4-Nitrocatechol |
---|
Description | 4-Nitrocatechol belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. 4-Nitrocatechol exists in all living organisms, ranging from bacteria to humans. 4-Nitrocatechol has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 4-nitrocatechol a potential biomarker for the consumption of these foods. 4-Nitrocatechol 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 significant number of articles have been published on 4-Nitrocatechol. |
---|
Structure | OC1=C(O)C=C(C=C1)[N+]([O-])=O InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H |
---|
Synonyms | Value | Source |
---|
1,2-Dihydroxy-4-nitrobenzene | ChEBI | 4-Nitropyrocatechol | ChEBI | 3,4-Dihydroxy-1-nitrobenzene | HMDB | 3,4-Dihydroxynitrobenzene | HMDB | 4-nitro-1,2-Benzenediol | HMDB | 4-nitro-1,2-Dihydroxybenzene | HMDB | 4-nitro-Pyrocatechol4-nitropyrocatechol NSC 80651 | HMDB | 4-Nitrobenzcatechin | HMDB | P-Nitrocatechol | HMDB | 2-Hydroxy-4-nitrophenolate | HMDB | 4-Nitro-1,2-benzenediol | HMDB | 4-Nitro-1,2-dihydroxybenzene | HMDB | 4-Nitrocatechol | HMDB | p-Nitrocatechol | HMDB |
|
---|
Chemical Formula | C6H5NO4 |
---|
Average Molecular Weight | 155.1082 |
---|
Monoisotopic Molecular Weight | 155.021857653 |
---|
IUPAC Name | 4-nitrobenzene-1,2-diol |
---|
Traditional Name | 4-nitrocatechol |
---|
CAS Registry Number | 3316-09-4 |
---|
SMILES | OC1=C(O)C=C(C=C1)[N+]([O-])=O |
---|
InChI Identifier | InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H |
---|
InChI Key | XJNPNXSISMKQEX-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Phenols |
---|
Sub Class | Nitrophenols |
---|
Direct Parent | Nitrophenols |
---|
Alternative Parents | |
---|
Substituents | - Nitrophenol
- Nitrobenzene
- Nitroaromatic compound
- Catechol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- C-nitro compound
- Organic nitro compound
- Organic oxoazanium
- Allyl-type 1,3-dipolar organic compound
- Propargyl-type 1,3-dipolar organic compound
- Organic 1,3-dipolar compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | 174 - 176 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | 1.66 | HANSCH,C ET AL. (1995) |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
4-Nitrocatechol,1TMS,isomer #1 | C[Si](C)(C)OC1=CC=C([N+](=O)[O-])C=C1O | 1654.4 | Semi standard non polar | 33892256 | 4-Nitrocatechol,1TMS,isomer #2 | C[Si](C)(C)OC1=CC([N+](=O)[O-])=CC=C1O | 1594.0 | Semi standard non polar | 33892256 | 4-Nitrocatechol,2TMS,isomer #1 | C[Si](C)(C)OC1=CC=C([N+](=O)[O-])C=C1O[Si](C)(C)C | 1687.5 | Semi standard non polar | 33892256 | 4-Nitrocatechol,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=C([N+](=O)[O-])C=C1O | 1940.2 | Semi standard non polar | 33892256 | 4-Nitrocatechol,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC([N+](=O)[O-])=CC=C1O | 1854.3 | Semi standard non polar | 33892256 | 4-Nitrocatechol,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=C([N+](=O)[O-])C=C1O[Si](C)(C)C(C)(C)C | 2197.2 | Semi standard non polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental GC-MS | GC-MS Spectrum - 4-Nitrocatechol GC-EI-TOF (Non-derivatized) | splash10-001s-1950000000-faaf15fd1ec113f2b54e | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 4-Nitrocatechol GC-EI-TOF (Non-derivatized) | splash10-001s-1950000000-faaf15fd1ec113f2b54e | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 4-Nitrocatechol GC-EI-TOF (Non-derivatized) | splash10-001s-1950000000-faaf15fd1ec113f2b54e | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 4-Nitrocatechol GC-EI-TOF (Non-derivatized) | splash10-001s-1950000000-faaf15fd1ec113f2b54e | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4-Nitrocatechol GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-4900000000-02b39e2d157c3829375f | 2017-08-28 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4-Nitrocatechol GC-MS (2 TMS) - 70eV, Positive | splash10-00di-8390000000-9ce3af1465a211c62c08 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4-Nitrocatechol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4-Nitrocatechol 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 |
---|
Experimental LC-MS/MS | LC-MS/MS Spectrum - 4-Nitrocatechol 35V, Negative-QTOF | splash10-0fk9-1900000000-20992826e1c86b042245 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 10V, Positive-QTOF | splash10-0a4i-0900000000-cf479fcf220611c7c282 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 20V, Positive-QTOF | splash10-0002-0900000000-a438cfc44009c80ae2b1 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 40V, Positive-QTOF | splash10-0f92-3900000000-6a688f91418ed25d4aad | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 10V, Negative-QTOF | splash10-0udi-0900000000-3a1438af5cfdd1a76453 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 20V, Negative-QTOF | splash10-0udi-0900000000-64163bd65bd38adfb2cf | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 40V, Negative-QTOF | splash10-0udl-3900000000-f9fb9e7b1ada6519c087 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 10V, Positive-QTOF | splash10-0a4i-0900000000-dd65e28b5507a1abfb0e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 20V, Positive-QTOF | splash10-0a4i-2900000000-ff3f84d5fc5d45d608e5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 40V, Positive-QTOF | splash10-0udi-9000000000-db86a62064c6c13c1639 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 10V, Negative-QTOF | splash10-0udi-0900000000-c23d0f4048cedb728ea2 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 20V, Negative-QTOF | splash10-0udi-2900000000-0a7ee2badf00f8f5f00e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4-Nitrocatechol 40V, Negative-QTOF | splash10-0002-9000000000-a0441e6336543cb88423 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
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 |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
|
---|