Record Information
Version2.0
Creation Date2012-05-31 13:52:42 -0600
Update Date2015-06-03 15:54:07 -0600
Secondary Accession Numbers
  • ECMDB01437
Identification
Name:N-Succinyl-L-glutamate
DescriptionN-succinyl-L-glutamate is a member of the chemical class known as Tricarboxylic Acids and Derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof).
Structure
Thumb
Synonyms:
  • (2S)-2-(3-Carboxypropanoylamino)pentanedioate
  • (2S)-2-(3-Carboxypropanoylamino)pentanedioic acid
  • N-(3-Carboxy-1-oxopropyl)-L-glutamate
  • N-(3-Carboxy-1-oxopropyl)-L-glutamic acid
  • N-(3-Carboxypropanoyl)-L-glutamate
  • N-(3-Carboxypropanoyl)-L-glutamic acid
  • N-Succinyl-L-glutamate
  • N-Succinyl-L-glutamic acid
  • N2-Succinyl-L-glutamate
  • N2-Succinyl-L-glutamic acid
  • N2SucGlu
Chemical Formula:C9H13NO7
Weight:Average: 247.202
Monoisotopic: 247.069201775
InChI Key:JCNBNOQGFSXOML-YFKPBYRVSA-N
InChI:InChI=1S/C9H13NO7/c11-6(2-4-8(14)15)10-5(9(16)17)1-3-7(12)13/h5H,1-4H2,(H,10,11)(H,12,13)(H,14,15)(H,16,17)/t5-/m0/s1
CAS number:33981-72-5
IUPAC Name:(2S)-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanedioic acid
Traditional IUPAC Name:(2S)-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanedioic acid
SMILES:[H][C@@](CCC(O)=O)(N=C(O)CCC(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
  • N-acyl-l-alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-3
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility3.14 g/LALOGPS
logP-0.85ALOGPS
logP-0.47ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)3.16ChemAxon
pKa (Strongest Basic)0.84ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area144.49 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity52.15 m³·mol⁻¹ChemAxon
Polarizability22.53 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:
  • Arginine and proline metabolism ec00330
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0590000000-ebe91de18d9a13576482View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-1920000000-04055e114394019572baView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uk9-4900000000-5ac305c8b35ebfcea7feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f92-0390000000-1e084f5ccc7f66af594dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f9t-1950000000-a69e9382c74d06f7a926View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ktg-9600000000-8fdcfa4137ac9ab7a2b0View in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • 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
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID48957
HMDB IDNot Available
Pubchem Compound ID440847
Kegg IDC05931
ChemSpider ID389689
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in hydrolase activity, acting on ester bonds
Specific function:
Transforms N(2)-succinylglutamate into succinate and glutamate
Gene Name:
astE
Uniprot ID:
P76215
Molecular weight:
35800
Reactions
N-succinyl-L-glutamate + H(2)O = succinate + L-glutamate.
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the NAD-dependent reduction of succinylglutamate semialdehyde into succinylglutamate. Also shows activity with decanal or succinic semialdehyde as the electron donor and NAD as the electron acceptor. No activity is detected with NADP as the electron acceptor. Therefore, is an aldehyde dehydrogenase with broad substrate specificity
Gene Name:
astD
Uniprot ID:
P76217
Molecular weight:
53026
Reactions
N-succinyl-L-glutamate 5-semialdehyde + NAD(+) + H(2)O = N-succinyl-L-glutamate + NADH.