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Record Information
Version	2.0
Creation Date	2015-06-04 18:21:01 -0600
Update Date	2015-09-14 16:46:23 -0600
Secondary Accession Numbers	ECMDB23835
Identification
Name:	N-Acetylphosphinothricin
Description	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).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa903f9cc> Close
Synonyms:	L-N-Acetylphosphinothricin N-Acetyl-L-glufosinate N-Acetyl-L-glufosinic acid N-Acetylphinothricin
Chemical Formula:	C7H14NO5P
Weight:	Average: 223.165 Monoisotopic: 223.060959553
InChI Key:	VZVQOWUYAAWBCP-LURJTMIESA-N
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
CAS number:	Not Available
IUPAC Name:	(2S)-2-acetamido-4-[hydroxy(methyl)phosphoryl]butanoic acid
Traditional IUPAC Name:	(2S)-2-acetamido-4-[hydroxy(methyl)phosphoryl]butanoic acid
SMILES:	CC(=O)N[C@@H](CCP(C)(O)=O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	N-acyl-L-alpha-amino acids
Alternative Parents	Fatty acids and conjugates Acetamides Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	N-acyl-l-alpha-amino acid Fatty acid Acetamide Carboxamide group Secondary carboxylic acid amide Carboxylic acid Monocarboxylic acid or derivatives Organopnictogen compound Organic oxygen compound Organophosphorus compound Organooxygen compound Organonitrogen compound Carbonyl group Organic nitrogen compound Organic oxide Hydrocarbon derivative Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 14.4 g/L ALOGPS logP -1.6 ALOGPS logP -2.2 ChemAxon logS -1.2 ALOGPS pKa (Strongest Acidic) 2.01 ChemAxon pKa (Strongest Basic) -1.8 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 103.7 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 49.1 m³·mol⁻¹ ChemAxon Polarizability 20.02 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	Acetyl-CoA + + Glufosinate <> Coenzyme A + N-Acetylphosphinothricin + N-Acetylphosphinothricin
SMPDB Pathways:	Not Available
KEGG Pathways:	Phosphonate and phosphinate metabolism ec00440
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-05fr-1970000000-f1aea239228c312466cc View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-057r-2910000000-0c54aeb1ff9965c2e4eb View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0f6t-9700000000-441822e7d07ac1768964 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00di-2690000000-2b98948cb9dd456607df View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-01t9-9740000000-880853b8d72b143338ab View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-570e314b2895522f2590 View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 131436 HMDB ID Not Available Pubchem Compound ID 14647097 Kegg ID C17952 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

Enzymes