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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB001398 |
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Identification |
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| Name: |
Phenylglyoxal |
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| Description: | Phenylglyoxal is a member of the chemical class known as Phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. It contains both an aldehyde and a ketone functional group. It is yellow liquid when anhydrous but readily forms a colorless crystalline hydrate. It has been used as a reagent to modify the amino acid, arginine. It is a substrate for the enzyme HcHA or Glyoxylse III. This enzyme catalyzes the conversion of methylglyoxal (MG) to D-lactate in a single glutathione (GSH)-independent step. It can also use phenylglyoxal as substrate and generate phenylactate. |
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Structure |
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| Synonyms: | - α-oxobenzeneacetaldehyde
- 2-Oxo-2-phenylacetaldehyde
- a-Oxobenzeneacetaldehyde
- Alpha-Oxobenzeneacetaldehyde
- Benzeneacetaldehyde, α-oxo-, monohydrate
- Benzeneacetaldehyde, α-oxo-, monohydric acid
- Benzeneacetaldehyde, a-oxo
- Benzeneacetaldehyde, a-oxo-, monohydrate
- Benzeneacetaldehyde, a-oxo-, monohydric acid
- Benzeneacetaldehyde, alpha-oxo
- Benzeneacetaldehyde, alpha-oxo-, monohydrate
- Benzeneacetaldehyde, alpha-oxo-, monohydric acid
- Benzeneacetaldehyde, α-oxo
- Benzeneacetaldehyde, α-oxo-, monohydrate
- Benzeneacetaldehyde, α-oxo-, monohydric acid
- Benzoylcarboxaldehyde
- Benzoylformaldehyde
- Glyoxal, phenyl-
- Oxo(phenyl)acetaldehyde
- Phenyl-Glyoxal
- Phenylethanedione
- Phenylglyoxal
- α-Oxobenzeneacetaldehyde
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Chemical Formula: |
C8H6O2 |
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| Average Molecular Weight: |
134.132 |
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| Monoisotopic Molecular
Weight: |
134.036779436 |
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| InChI Key: |
OJUGVDODNPJEEC-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H |
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| CAS
number: |
1074-12-0 |
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| IUPAC Name: | 2-oxo-2-phenylacetaldehyde |
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Traditional IUPAC Name: |
phenylglyoxal |
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| SMILES: | O=CC(=O)C1=CC=CC=C1 |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. |
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Kingdom |
Organic compounds |
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| Super Class | Benzenoids |
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Class |
Benzene and substituted derivatives |
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| Sub Class | Phenylacetaldehydes |
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Direct Parent |
Phenylacetaldehydes |
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| Alternative Parents |
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| Substituents |
- Phenylacetaldehyde
- Acetophenone
- Aryl ketone
- Benzoyl
- Alpha-ketoaldehyde
- Ketone
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aldehyde
- Aromatic homomonocyclic compound
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| Molecular Framework |
Aromatic homomonocyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Solid |
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| Charge: | 0 |
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Melting point: |
76-79 ?C (hydrate) |
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| Experimental Properties: |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Cytoplasm |
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| Reactions: | |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
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