2.0 2015-06-04 18:21:01 -0600 2015-09-14 16:46:23 -0600 ECMDB23835 M2MDB004741 N-Acetylphosphinothricin N-Acetylphosphinothricin is an intermediate in phosphonate and phosphinate metabolism in E.coli, where the enzyme acetyl-CoA:phosphinothricin N-acetyltransferase catalyzes the reaction acetyl-CoA + phosphinothricin <=> CoA + N-acetylphosphinothricin (KEGG compound: C17952). L-N-Acetylphosphinothricin N-Acetyl-L-glufosinate N-Acetyl-L-glufosinic acid N-Acetylphinothricin C7H14NO5P 223.165 223.060959553 (2S)-2-acetamido-4-[hydroxy(methyl)phosphoryl]butanoic acid (2S)-2-acetamido-4-[hydroxy(methyl)phosphoryl]butanoic acid CC(=O)N[C@@H](CCP(C)(O)=O)C(O)=O InChI=1S/C7H14NO5P/c1-5(9)8-6(7(10)11)3-4-14(2,12)13/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)(H,12,13)/t6-/m0/s1 VZVQOWUYAAWBCP-LURJTMIESA-N logp -1.57 ALOGPS logs -1.19 ALOGPS solubility 1.44e+01 g/l ALOGPS logp -2.2 ChemAxon pka_strongest_acidic 2.01 ChemAxon pka_strongest_basic -1.8 ChemAxon iupac (2S)-2-acetamido-4-[hydroxy(methyl)phosphoryl]butanoic acid ChemAxon average_mass 223.165 ChemAxon mono_mass 223.060959553 ChemAxon smiles CC(=O)N[C@@H](CCP(C)(O)=O)C(O)=O ChemAxon formula C7H14NO5P ChemAxon inchi InChI=1S/C7H14NO5P/c1-5(9)8-6(7(10)11)3-4-14(2,12)13/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)(H,12,13)/t6-/m0/s1 ChemAxon inchikey VZVQOWUYAAWBCP-LURJTMIESA-N ChemAxon polar_surface_area 103.7 ChemAxon refractivity 49.1 ChemAxon polarizability 20.02 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Phosphonate and phosphinate metabolism ec00440 Specdb::CMs 1087386 Specdb::NmrOneD 255288 Specdb::NmrOneD 255289 Specdb::NmrOneD 255290 Specdb::NmrOneD 255291 Specdb::NmrOneD 255292 Specdb::NmrOneD 255293 Specdb::NmrOneD 255294 Specdb::NmrOneD 255295 Specdb::NmrOneD 255296 Specdb::NmrOneD 255297 Specdb::NmrOneD 255298 Specdb::NmrOneD 255299 Specdb::NmrOneD 255300 Specdb::NmrOneD 255301 Specdb::NmrOneD 255302 Specdb::NmrOneD 255303 Specdb::NmrOneD 255304 Specdb::NmrOneD 255305 Specdb::NmrOneD 255306 Specdb::NmrOneD 255307 Specdb::MsMs 28478 Specdb::MsMs 28479 Specdb::MsMs 28480 Specdb::MsMs 35036 Specdb::MsMs 35037 Specdb::MsMs 35038 C17952 predicted acyltransferase with acyl-CoA N-acyltransferase domain P76112 yncA http://ecmdb.ca/proteins/P76112.xml Acetyl-CoA + + Glufosinate <> Coenzyme A + N-Acetylphosphinothricin + N-Acetylphosphinothricin R08938