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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2020-06-03 19:55:51 UTC
Update Date2020-06-04 19:49:59 UTC
HMDB IDHMDB0240653
Secondary Accession NumbersNone
Metabolite Identification
Common NameSuccinimide
Descriptionsuccinimide, also known as butanimide, belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring. Based on a literature review a significant number of articles have been published on succinimide.
Structure
Data?1591300199
Synonyms
ValueSource
2,5-DiketopyrrolidineChEBI
2,5-DioxopyrrolidineChEBI
2,5-PyrrolidinedioneChEBI
3,4-Dihydropyrrole-2,5-dioneChEBI
ButanimideChEBI
Dihydro-3-pyrroline-2,5-dioneChEBI
Succinic acid imideChEBI
Succinic imideChEBI
Succinimide pharbiolKegg
Succinate imideGenerator
SuccinimideHMDB
Chemical FormulaC4H5NO2
Average Molecular Weight99.089
Monoisotopic Molecular Weight99.032028405
IUPAC Namepyrrolidine-2,5-dione
Traditional Namesuccinimide
CAS Registry Number123-56-8
SMILES
O=C1CCC(=O)N1
InChI Identifier
InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
InChI KeyKZNICNPSHKQLFF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassPyrrolidones
Direct ParentPyrrolidine-2-ones
Alternative Parents
Substituents
  • 2-pyrrolidone
  • Carboxylic acid imide
  • Dicarboximide
  • Carboxylic acid imide, n-unsubstituted
  • Lactam
  • Carboxylic acid derivative
  • Azacycle
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.9ALOGPS
logP-0.99ChemAxon
logS0.36ALOGPS
pKa (Strongest Acidic)9.9ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.17 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity22.28 m³·mol⁻¹ChemAxon
Polarizability8.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+124.76230932474
DeepCCS[M-H]-122.86630932474
DeepCCS[M-2H]-158.51930932474
DeepCCS[M+Na]+132.92730932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SuccinimideO=C1CCC(=O)N12508.3Standard polar33892256
SuccinimideO=C1CCC(=O)N1913.4Standard non polar33892256
SuccinimideO=C1CCC(=O)N11124.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Succinimide,1TMS,isomer #1C[Si](C)(C)N1C(=O)CCC1=O1328.5Semi standard non polar33892256
Succinimide,1TMS,isomer #1C[Si](C)(C)N1C(=O)CCC1=O1215.1Standard non polar33892256
Succinimide,1TMS,isomer #1C[Si](C)(C)N1C(=O)CCC1=O1761.2Standard polar33892256
Succinimide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(=O)CCC1=O1508.2Semi standard non polar33892256
Succinimide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(=O)CCC1=O1478.5Standard non polar33892256
Succinimide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(=O)CCC1=O1818.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Succinimide EI-B (Non-derivatized)splash10-052b-9000000000-4ed377ae4cbafaf0ea7a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Succinimide EI-B (Non-derivatized)splash10-0a4j-9000000000-f7f25638445e86e5701b2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Succinimide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinimide LC-ESI-QQ , negative-QTOFsplash10-0002-9000000000-9f9b622741790d3c52db2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinimide LC-ESI-QQ , negative-QTOFsplash10-0002-9000000000-fd1035e37d1cc077b72a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinimide LC-ESI-QQ , negative-QTOFsplash10-0005-9000000000-9154f606bafc62e4d44f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinimide LC-ESI-QQ , negative-QTOFsplash10-0006-9000000000-2e59d1daee2d536916502017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Succinimide LC-ESI-QQ , negative-QTOFsplash10-0006-9000000000-0c5a3e74046df707c8322017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 10V, Positive-QTOFsplash10-0udi-1900000000-eb24407d406f28e31be02016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 20V, Positive-QTOFsplash10-0udi-4900000000-d1270b068b1abbb8fd602016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 40V, Positive-QTOFsplash10-001i-9000000000-86420fb8580e4fbc5bf32016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 10V, Negative-QTOFsplash10-0002-9000000000-d73985b772dcf6c36adf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 20V, Negative-QTOFsplash10-0002-9000000000-00b470ed0291fce70f822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 40V, Negative-QTOFsplash10-00l6-9000000000-6a2d039ba49e2cc76ba82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 10V, Negative-QTOFsplash10-0002-9000000000-19ac1b834ba25b3f28a72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 20V, Negative-QTOFsplash10-0005-9000000000-63ead2cdca983d7082b92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 40V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 10V, Positive-QTOFsplash10-0udi-5900000000-b3f0ad5cb43eb5a486d92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 20V, Positive-QTOFsplash10-053u-9100000000-64d55b42e045244affde2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Succinimide 40V, Positive-QTOFsplash10-0006-9000000000-a7fefbfea7b01790baa02021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID10955
KEGG Compound IDC07273
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSuccinimide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID9307
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1284781
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Zhang T, Creek DJ, Barrett MP, Blackburn G, Watson DG: Evaluation of coupling reversed phase, aqueous normal phase, and hydrophilic interaction liquid chromatography with Orbitrap mass spectrometry for metabolomic studies of human urine. Anal Chem. 2012 Feb 21;84(4):1994-2001. doi: 10.1021/ac2030738. Epub 2012 Feb 1. [PubMed:22409530 ]