Record Information |
---|
Version | 5.0 |
---|
Status | Detected and Quantified |
---|
Creation Date | 2005-12-21 14:22:10 UTC |
---|
Update Date | 2023-02-21 17:15:48 UTC |
---|
HMDB ID | HMDB0001587 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Phenylglyoxylic acid |
---|
Description | Phenylglyoxylic acid, also known as benzoylformate or 2-oxo-2-phenylacetate, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). Phenylglyoxylic acid exists in all living organisms, ranging from bacteria to humans. Phenylglyoxylic acid 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 phenylglyoxylic acid a potential biomarker for the consumption of these foods. Phenylglyoxylic acid 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 Phenylglyoxylic acid. |
---|
Structure | InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11) |
---|
Synonyms | Value | Source |
---|
2-oxo-2-Phenylacetate | ChEBI | 2-oxo-2-Phenylacetic acid | ChEBI | 2-Phenylethanoic acid | ChEBI | alpha-Ketophenylacetic acid | ChEBI | alpha-oxo-Benzeneacetic acid | ChEBI | Benzeneglyoxylic acid | ChEBI | BENZOYL-formIC ACID | ChEBI | Benzoylformate | ChEBI | Benzoylformic acid | ChEBI | Phenylglyoxylate | ChEBI | 2-Phenylethanoate | Generator | a-Ketophenylacetate | Generator | a-Ketophenylacetic acid | Generator | alpha-Ketophenylacetate | Generator | Α-ketophenylacetate | Generator | Α-ketophenylacetic acid | Generator | a-oxo-Benzeneacetate | Generator | a-oxo-Benzeneacetic acid | Generator | alpha-oxo-Benzeneacetate | Generator | Α-oxo-benzeneacetate | Generator | Α-oxo-benzeneacetic acid | Generator | Benzeneglyoxylate | Generator | BENZOYL-formate | Generator | a-Oxobenzeneacetic acid | HMDB | alpha-Oxobenzeneacetic acid | HMDB | Oxophenylacetic acid | HMDB | Phenylgloxylic acid | HMDB | Phenyloxoacetic acid | HMDB | Phenylglyoxilic acid | MeSH, HMDB | Phenylglyoxylic acid, calcium salt | MeSH, HMDB | Phenylglyoxylic acid, potassium salt | MeSH, HMDB | Phenylglyoxylic acid, sodium salt | MeSH, HMDB | Phenylglyoxylic hydrochloride | MeSH, HMDB | Phenylglyoxylic acid | KEGG |
|
---|
Chemical Formula | C8H6O3 |
---|
Average Molecular Weight | 150.1314 |
---|
Monoisotopic Molecular Weight | 150.031694058 |
---|
IUPAC Name | 2-oxo-2-phenylacetic acid |
---|
Traditional Name | benzoylformic acid |
---|
CAS Registry Number | 611-73-4 |
---|
SMILES | OC(=O)C(=O)C1=CC=CC=C1 |
---|
InChI Identifier | InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11) |
---|
InChI Key | FAQJJMHZNSSFSM-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Benzene and substituted derivatives |
---|
Sub Class | Benzoyl derivatives |
---|
Direct Parent | Benzoyl derivatives |
---|
Alternative Parents | |
---|
Substituents | - Aryl ketone
- Benzoyl
- Keto acid
- Alpha-keto acid
- Alpha-hydroxy ketone
- Ketone
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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 | 66 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 920 mg/mL at 0 °C | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatized |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental GC-MS | GC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized) | splash10-00di-1590000000-8979a0bb117ef1b0a5ef | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized) | splash10-0f79-6910000000-9b94bfa8c5a5d0d50391 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized) | splash10-0f79-7920000000-92b45b4e19d67c7831b6 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized) | splash10-00di-1590000000-8979a0bb117ef1b0a5ef | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized) | splash10-0f79-6910000000-9b94bfa8c5a5d0d50391 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized) | splash10-0f79-7920000000-92b45b4e19d67c7831b6 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylglyoxylic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0pb9-9800000000-0aa7221d97a613853d27 | 2017-08-28 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylglyoxylic acid GC-MS (1 TMS) - 70eV, Positive | splash10-0a4i-3900000000-0da1d073cf227a6edb2d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylglyoxylic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylglyoxylic acid 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 - Phenylglyoxylic acid Quattro_QQQ 10V, Positive-QTOF (Annotated) | splash10-0zfr-1900000000-15499c77fbdf6aba2c6f | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid Quattro_QQQ 25V, Positive-QTOF (Annotated) | splash10-004i-9300000000-c84b000626073ef1eb7e | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid Quattro_QQQ 40V, Positive-QTOF (Annotated) | splash10-004i-9100000000-0d840af6ff6db1d61038 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF | splash10-0002-0900000000-22fd9c3f15b7011e1779 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF | splash10-004i-9000000000-eb5833f7b7cb1312e0fb | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF | splash10-004i-9000000000-518533199e7a59cb1b17 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF | splash10-004i-9000000000-a7f64053378dba21530c | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF | splash10-004i-9000000000-77eed9b73d7a3aa5b334 | 2012-08-31 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOF | splash10-0002-0900000000-22fd9c3f15b7011e1779 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOF | splash10-004i-9000000000-6404f2ea0445ac6823c2 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOF | splash10-004i-9000000000-518533199e7a59cb1b17 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOF | splash10-004i-9000000000-a7f64053378dba21530c | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOF | splash10-004i-9000000000-77eed9b73d7a3aa5b334 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Negative-QTOF | splash10-004i-9000000000-3db36f8deb8fabd14f75 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Negative-QTOF | splash10-004i-9000000000-35591367b5f0a689afd5 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid 35V, Negative-QTOF | splash10-0a4i-4900000000-fedd7e10a9e14777c7e7 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Phenylglyoxylic acid 40V, Negative-QTOF | splash10-0f6t-9700000000-60c3be452de894cec970 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Positive-QTOF | splash10-0zfr-0900000000-bfd6a85aa1dd9b7b1825 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Positive-QTOF | splash10-0a4i-0900000000-26ddf52958908dab7e61 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 40V, Positive-QTOF | splash10-0a4i-4900000000-1c5be9fdb7b12285bd78 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Negative-QTOF | splash10-052b-0900000000-a1aa81158b89b94eafa2 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Negative-QTOF | splash10-0a4j-0900000000-4ade370b08e99fee6f56 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 40V, Negative-QTOF | splash10-0pb9-2900000000-37feae0472ecc66b90f3 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Negative-QTOF | splash10-0a4i-0900000000-8f57e2aef7c9a26f6dd5 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Negative-QTOF | splash10-0a6r-6900000000-0b8f95dc0fc5974fccff | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Experimental 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | 2012-12-04 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | 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 |
|
---|