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Record Information
Version	2.0
Creation Date	2012-05-31 14:31:41 -0600
Update Date	2015-06-03 17:19:28 -0600
Secondary Accession Numbers	ECMDB20179
Identification
Name:	N2-Succinyl-L-arginine
Description	N2-succinyl-l-arginine belongs to the class of Amino Fatty Acids. These are fatty acids contaning an amine group. (inferred from compound structure)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x9569b76c> Close
Synonyms:	N(2)-(3-Carboxypropanoyl)-L-arginine N(2)-Succinyl-L-arginine N(a)-Succinyl-L-arginine N(alpha)-Succinyl-L-arginine N(α)-Succinyl-L-arginine N-Succinyl-L-arginine N2-succinylarginine N2SucArg N2-succinylarginine NChemBio.2007.11-comp18 N~2~-(3-CARBOXYPROPANOYL)-L-ARGININE N~2~-SUCCINYLARGININE SUG
Chemical Formula:	C10H18N4O5
Weight:	Average: 274.2737 Monoisotopic: 274.127719706
InChI Key:	UMOXFSXIFQOWTD-LURJTMIESA-N
InChI:	InChI=1S/C10H18N4O5/c11-10(12)13-5-1-2-6(9(18)19)14-7(15)3-4-8(16)17/h6H,1-5H2,(H,14,15)(H,16,17)(H,18,19)(H4,11,12,13)/t6-/m0/s1
CAS number:	Not Available
IUPAC Name:	(2S)-5-carbamimidamido-2-[(3-carboxy-1-hydroxypropylidene)amino]pentanoic acid
Traditional IUPAC Name:	N2-succinyl-L-arginine
SMILES:	[H][C@@](CCCNC(N)=N)(N=C(O)CCC(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	N-acyl amines Fatty acids and conjugates Dicarboxylic acids and derivatives Secondary carboxylic acid amides Guanidines Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Carboximidamides Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	N-acyl-l-alpha-amino acid Dicarboxylic acid or derivatives Fatty amide N-acyl-amine Fatty acid Fatty acyl Secondary carboxylic acid amide Carboxamide group Guanidine Carboxylic acid Organic 1,3-dipolar compound Propargyl-type 1,3-dipolar organic compound Carboximidamide Organooxygen compound Organonitrogen compound Carbonyl group Organic nitrogen compound Hydrocarbon derivative Organic oxide Organopnictogen compound Organic oxygen compound Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	N-acyl-L-arginine (CHEBI:17705 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.3 g/L ALOGPS logP -1.6 ALOGPS logP -3 ChemAxon logS -3 ALOGPS pKa (Strongest Acidic) 3.32 ChemAxon pKa (Strongest Basic) 12.16 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 9 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 169.09 Ų ChemAxon Rotatable Bond Count 9 ChemAxon Refractivity 74.78 m³·mol⁻¹ ChemAxon Polarizability 26.29 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:	2 Hydrogen ion + 2 Water + N2-Succinyl-L-arginine > Carbon dioxide +2 Ammonium + N2-Succinyl-L-ornithine L-Arginine + Succinyl-CoA <> Coenzyme A + Hydrogen ion + N2-Succinyl-L-arginine Succinyl-CoA + L-Arginine <> Coenzyme A + N2-Succinyl-L-arginine N2-Succinyl-L-arginine + 2 Water <> N2-Succinyl-L-ornithine + Carbon dioxide +2 Ammonia L-Arginine + Succinyl-CoA > Hydrogen ion + N2-Succinyl-L-arginine + Coenzyme A N2-Succinyl-L-arginine + Water > N2-Succinyl-L-ornithine + Ammonia + Carbon dioxide Succinyl-CoA + L-Arginine > CoA + N2-Succinyl-L-arginine N2-Succinyl-L-arginine + 2 Water > N2-Succinyl-L-ornithine +2 Ammonia + Carbon dioxide L-Arginine + Succinyl-CoA <> Coenzyme A + Hydrogen ion + N2-Succinyl-L-arginine N2-Succinyl-L-arginine + 2 Water <> N2-Succinyl-L-ornithine + Carbon dioxide +2 Ammonia L-Arginine + Succinyl-CoA <> Coenzyme A + Hydrogen ion + N2-Succinyl-L-arginine N2-Succinyl-L-arginine + 2 Water <> N2-Succinyl-L-ornithine + Carbon dioxide +2 Ammonia
SMPDB Pathways:	Not Available
KEGG Pathways:	Arginine and proline metabolism ec00330
EcoCyc Pathways:	arginine degradation II (AST pathway) AST-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_3_14) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0adi-1490000000-6670c0dc39de04f743a8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-024i-3930000000-9b352f228ca7b2d3db27 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03di-9500000000-d06b062d16e967b2e764 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0c0r-1290000000-e12839ab91579b59e5b1 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0bt9-6690000000-b1305c9747f7ba1fdbf6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-052f-9100000000-af2c42b332b5179d761e 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:	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 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. Pubmed: 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. Pubmed: 17765195 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17705 HMDB ID Not Available Pubchem Compound ID 439968 Kegg ID C03296 ChemSpider ID 388993 Wikipedia ID Not Available BioCyc ID CPD-421 EcoCyc ID CPD-421 Ligand Expo SUG

Enzymes