2.0 2012-05-31 14:52:41 -0600 2015-06-03 17:20:21 -0600 ECMDB20598 M2MDB001398 Phenylglyoxal 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. 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 C8H6O2 134.132 134.036779436 2-oxo-2-phenylacetaldehyde phenylglyoxal 1074-12-0 O=CC(=O)C1=CC=CC=C1 InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H OJUGVDODNPJEEC-UHFFFAOYSA-N Solid Outer membrane Inner membrane logp 1.34 ALOGPS logs -1.84 ALOGPS solubility 1.96e+00 g/l ALOGPS melting_point 76-79 °C (hydrate) logp 1.62 ChemAxon pka_strongest_acidic 14.32 ChemAxon pka_strongest_basic -7.8 ChemAxon iupac 2-oxo-2-phenylacetaldehyde ChemAxon average_mass 134.132 ChemAxon mono_mass 134.036779436 ChemAxon smiles O=CC(=O)C1=CC=CC=C1 ChemAxon formula C8H6O2 ChemAxon inchi InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H ChemAxon inchikey OJUGVDODNPJEEC-UHFFFAOYSA-N ChemAxon polar_surface_area 34.14 ChemAxon refractivity 37.32 ChemAxon polarizability 13.09 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 36477 Specdb::CMs 148483 Specdb::NmrOneD 65412 Specdb::NmrOneD 65413 Specdb::NmrOneD 65414 Specdb::NmrOneD 65415 Specdb::NmrOneD 65416 Specdb::NmrOneD 65417 Specdb::NmrOneD 65418 Specdb::NmrOneD 65419 Specdb::NmrOneD 65420 Specdb::NmrOneD 65421 Specdb::NmrOneD 65422 Specdb::NmrOneD 65423 Specdb::NmrOneD 65424 Specdb::NmrOneD 65425 Specdb::NmrOneD 65426 Specdb::NmrOneD 65427 Specdb::NmrOneD 65428 Specdb::NmrOneD 65429 Specdb::NmrOneD 65430 Specdb::NmrOneD 65431 Specdb::MsMs 8234 Specdb::MsMs 8235 Specdb::MsMs 8236 Specdb::MsMs 14906 Specdb::MsMs 14907 Specdb::MsMs 14908 Specdb::MsMs 2787526 Specdb::MsMs 2787527 Specdb::MsMs 2787528 Specdb::MsMs 2917610 Specdb::MsMs 2917611 Specdb::MsMs 2917612 14090 13470 495613 PHENYLGLYOXAL 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. 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. 17765195 Molecular chaperone Hsp31 and glyoxalase 3 P31658 hchA http://ecmdb.ca/proteins/P31658.xml