N-Ethylsuccinimide (PAMDB001329)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB001329
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
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
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
Average Molecular Weight: 127.1412
Monoisotopic Molecular Weight: 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
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as dicarboximides. These are carboxylic acid amides in which the two acyl groups linked to the central nitrogen atoms are carboacyl groups.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct Parent Dicarboximides
Alternative Parents
Substituents
  • Dicarboximide
  • N-alkylpyrrolidine
  • 2-pyrrolidone
  • Pyrrolidone
  • Carboxylic acid imide, n-substituted
  • Pyrrolidine
  • Tertiary amine
  • Lactam
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:0
Melting point: 26 °C
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility615.0 mg/mLALOGPS
logP-0.09ALOGPS
logP-0.41ChemAxon
logS0.68ALOGPS
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area37.38 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity31.93 m3·mol-1ChemAxon
Polarizability12.71 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Hydrogen ion + <i>N</i>-ethylmaleimide N-Ethylsuccinimide
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-ab1f94b800bba3c4ca99View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-0db565268a8fb22db075View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01r7-9200000000-673729c7f8faf02d292fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-392e4245b3ce243059d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-9800000000-d055836566d80196ff9cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-974553e17753bed698c5View in MoNA
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
External Links:
ResourceLink
CHEBI ID44348
HMDB IDNot Available
Pubchem Compound ID16842
Kegg IDNot Available
ChemSpider ID15961
Wikipedia IDNot Available
BioCyc IDCPD0-903
EcoCyc IDCPD0-903
Ligand ExpoNEN

Enzymes

Protein Details
• N-ethylmaleimide reductase, FMN-linked (EC:1.-.-.-)
General function:
Not Available
Specific function:
Not Available
Gene Name:
nemA
Locus Tag:
PA2932
Molecular weight:
39.6 kDa