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Record Information
Version	2.0
Creation Date	2012-05-31 14:48:48 -0600
Update Date	2015-06-03 17:20:09 -0600
Secondary Accession Numbers	ECMDB20521
Identification
Name:	N-Ethylsuccinimide
Description	N-ethylsuccinimide is a member of the chemical class known as Pyrrolidones. These are compounds containing a pyrrolidine ring which bears a ketone. It is a product of the reduction of of N-ethylmaleimide (NEM) by N-ethylmaleimide reductase.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xb000e21c> Close
Synonyms:	1-Ethyl-2,5-pyrrolidinedione 1-Ethyl-Pyrrolidine-2,5-Dione 1-Ethylpyrrolidine-2,5-dione Ethylsuccinimide N-Ethyl-Succinimide NEN Succinimide, N-ethyl
Chemical Formula:	C6H9NO2
Weight:	Average: 127.1412 Monoisotopic: 127.063328537
InChI Key:	GHAZCVNUKKZTLG-UHFFFAOYSA-N
InChI:	InChI=1S/C6H9NO2/c1-2-7-5(8)3-4-6(7)9/h2-4H2,1H3
CAS number:	2314-78-5
IUPAC Name:	1-ethylpyrrolidine-2,5-dione
Traditional IUPAC Name:	1-ethyl-pyrrolidine-2,5-dione
SMILES:	CCN1C(=O)CCC1=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H).
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Carboxylic acid derivatives
Direct Parent	N-substituted carboxylic acid imides
Alternative Parents	Pyrrolidine-2-ones N-alkylpyrrolidines Dicarboximides Lactams Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Carboxylic acid imide, n-substituted Pyrrolidone 2-pyrrolidone N-alkylpyrrolidine Dicarboximide Pyrrolidine Lactam Azacycle Organoheterocyclic compound Hydrocarbon derivative Carbonyl group Organooxygen compound Organonitrogen compound Organic oxide Organopnictogen compound Organic oxygen compound Organic nitrogen compound Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	pyrrolidinone (CHEBI:44348 ) dicarboximide (CHEBI:44348 ) a small molecule (CPD0-903 )
Physical Properties
State:	Solid
Charge:	0
Melting point:	26 °C
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 615 g/L ALOGPS logP -0.09 ALOGPS logP -0.41 ChemAxon logS 0.68 ALOGPS pKa (Strongest Basic) -6.7 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 2 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 37.38 Ų ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 31.93 m³·mol⁻¹ ChemAxon Polarizability 12.71 ų ChemAxon Number of Rings 1 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:	Hydrogen ion + <i>N</i>-ethylmaleimide N-Ethylsuccinimide
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-004i-0900000000-ab1f94b800bba3c4ca99 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-004i-1900000000-0db565268a8fb22db075 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-01r7-9200000000-673729c7f8faf02d292f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-004i-2900000000-392e4245b3ce243059d9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004j-9800000000-d055836566d80196ff9c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0006-9000000000-974553e17753bed698c5 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:	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
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 44348 HMDB ID Not Available Pubchem Compound ID 16842 Kegg ID Not Available ChemSpider ID 15961 Wikipedia ID Not Available BioCyc ID CPD0-903 EcoCyc ID CPD0-903 Ligand Expo NEN

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