Record Information
Version2.0
Creation Date2012-10-10 12:13:56 -0600
Update Date2015-06-03 17:25:48 -0600
Secondary Accession Numbers
  • ECMDB23046
Identification
Name:N-Acetyl-5-glutamyl phosphate
DescriptionN-Acetyl-5-glutamyl phosphate is an intermediate in arginine biosynthesis. It is a substrate for the enzyme N-acetyl-gamma-glutamyl-phosphate reductase which catalyzes the reaction N-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate = N-acetyl-5-glutamyl phosphate + NADPH
Structure
Thumb
Synonyms:
  • (2S)-2-acetamido-5-oxo-5-(phosphonooxy)pentanoate
  • (2S)-2-acetamido-5-oxo-5-(phosphonooxy)pentanoic acid
  • 2-acetamido-5-oxo-5-Phosphonooxypentanoate
  • 2-acetamido-5-oxo-5-phosphonooxypentanoic acid
  • N-acetyl-5-glutamyl phosphate
  • N-acetyl-glutamyl-P
  • N-acetyl-L-glutamate-5-phosphate
  • N-acetylglutamyl-P
  • N-Acetyl-5-glutamyl phosphoric acid
  • n-Acetyl-5-glutamyl phosphoric acid
  • N-acetyl-5-oxo-5-(phosphonooxy)-L-norvaline
  • N-Acetyl-g-L-glutamyl phosphate
  • N-Acetyl-g-L-glutamyl phosphoric acid
  • N-acetyl-gamma-l-glutamyl phosphate
  • N-Acetyl-gamma-L-glutamyl phosphoric acid
  • n-Acetyl-glutamyl-P
  • N-acetyl-L-glutamate 5-phosphate
  • n-Acetyl-L-glutamate-5-phosphate
  • N-Acetyl-L-glutamic acid 5-phosphoric acid
  • n-Acetyl-L-glutamic acid-5-phosphoric acid
  • N-Acetyl-L-glutamyl 5-phosphate
  • N-Acetyl-L-glutamyl 5-phosphoric acid
  • N-Acetyl-γ-L-glutamyl phosphate
  • N-Acetyl-γ-L-glutamyl phosphoric acid
  • n-Acetylglutamyl-P
Chemical Formula:C7H12NO8P
Weight:Average: 269.1458
Monoisotopic: 269.030052877
InChI Key:FCVIHFVSXHOPSW-UHFFFAOYSA-N
InChI:InChI=1S/C7H12NO8P/c1-4(9)8-5(7(11)12)2-3-6(10)16-17(13,14)15/h5H,2-3H2,1H3,(H,8,9)(H,11,12)(H2,13,14,15)
CAS number:15383-57-0
IUPAC Name:2-[(1-hydroxyethylidene)amino]-5-oxo-5-(phosphonooxy)pentanoic acid
Traditional IUPAC Name:2-[(1-hydroxyethylidene)amino]-5-oxo-5-(phosphonooxy)pentanoic acid
SMILES:CC(O)=NC(CCC(=O)OP(O)(O)=O)C(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Acyl monophosphate
  • Acyl phosphate
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Organic phosphoric acid derivative
  • Acetamide
  • Carboxamide group
  • Carboxylic acid salt
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
State:Solid
Charge:-3
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility5.15 g/LALOGPS
logP-2.1ALOGPS
logP-1.4ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.44ChemAxon
pKa (Strongest Basic)0.81ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area153.72 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity52.41 m³·mol⁻¹ChemAxon
Polarizability22.14 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:Not Available
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fka-2690000000-d6eddbc46a23328375edView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-007k-3930000000-de82a7a268e70dc654e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9500000000-9ae9ddcc23d4160e698cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9050000000-f14ce7ada7abd1c74e4bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-b17c4c412bb72791b476View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-cc59dcafb36a53fb0a14View in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID16878
HMDB IDHMDB06456
Pubchem Compound ID440236
Kegg IDC04133
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDN-ACETYL-GLUTAMYL-P
EcoCyc IDN-ACETYL-GLUTAMYL-P