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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:28 UTC
HMDB IDHMDB0001131
Secondary Accession Numbers
  • HMDB01131
Metabolite Identification
Common NameIminoaspartic acid
DescriptionIminoaspartic acid, also known as iminosuccinate or iminoaspartate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Iminoaspartic acid exists in all living species, ranging from bacteria to plants to humans. Iminoaspartic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make iminoaspartic acid a potential biomarker for the consumption of these foods. Iminoaspartic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Iminoaspartic acid.
Structure
Data?1676999728
Synonyms
ValueSource
IminoaspartateChEBI
IminosuccinateChEBI
Iminosuccinic acidChEBI
alpha-IminosuccinateHMDB
imino-ButanedioateHMDB
imino-Butanedioic acidHMDB
Chemical FormulaC4H5NO4
Average Molecular Weight131.0868
Monoisotopic Molecular Weight131.021857653
IUPAC Name2-iminobutanedioic acid
Traditional Nameiminosuccinic acid
CAS Registry Number79067-61-1
SMILES
OC(=O)CC(=N)C(O)=O
InChI Identifier
InChI=1S/C4H5NO4/c5-2(4(8)9)1-3(6)7/h5H,1H2,(H,6,7)(H,8,9)
InChI KeyNMUOATVLLQEYHI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Ketimine
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
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
Water Solubility4.26 g/LALOGPS
logP-0.83ALOGPS
logP-0.51ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.28ChemAxon
pKa (Strongest Basic)2.48ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area98.45 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity36.81 m³·mol⁻¹ChemAxon
Polarizability10.55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+130.51932859911
AllCCS[M-H]-122.36632859911
DeepCCS[M+H]+125.48230932474
DeepCCS[M-H]-122.29130932474
DeepCCS[M-2H]-159.20930932474
DeepCCS[M+Na]+134.16130932474
AllCCS[M+H]+130.532859911
AllCCS[M+H-H2O]+126.432859911
AllCCS[M+NH4]+134.432859911
AllCCS[M+Na]+135.532859911
AllCCS[M-H]-122.432859911
AllCCS[M+Na-2H]-125.032859911
AllCCS[M+HCOO]-127.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Iminoaspartic acidOC(=O)CC(=N)C(O)=O1990.0Standard polar33892256
Iminoaspartic acidOC(=O)CC(=N)C(O)=O1259.2Standard non polar33892256
Iminoaspartic acidOC(=O)CC(=N)C(O)=O1458.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Iminoaspartic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CC(=N)C(=O)O1456.3Semi standard non polar33892256
Iminoaspartic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)C(=N)CC(=O)O1392.3Semi standard non polar33892256
Iminoaspartic acid,1TMS,isomer #3C[Si](C)(C)N=C(CC(=O)O)C(=O)O1425.3Semi standard non polar33892256
Iminoaspartic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CC(=N)C(=O)O[Si](C)(C)C1476.0Semi standard non polar33892256
Iminoaspartic acid,2TMS,isomer #2C[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C)C(=O)O1510.5Semi standard non polar33892256
Iminoaspartic acid,2TMS,isomer #3C[Si](C)(C)N=C(CC(=O)O)C(=O)O[Si](C)(C)C1457.2Semi standard non polar33892256
Iminoaspartic acid,3TMS,isomer #1C[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1561.9Semi standard non polar33892256
Iminoaspartic acid,3TMS,isomer #1C[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1500.2Standard non polar33892256
Iminoaspartic acid,3TMS,isomer #1C[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1714.0Standard polar33892256
Iminoaspartic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(=N)C(=O)O1703.8Semi standard non polar33892256
Iminoaspartic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=N)CC(=O)O1658.7Semi standard non polar33892256
Iminoaspartic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(CC(=O)O)C(=O)O1669.7Semi standard non polar33892256
Iminoaspartic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(=N)C(=O)O[Si](C)(C)C(C)(C)C1919.7Semi standard non polar33892256
Iminoaspartic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O1943.5Semi standard non polar33892256
Iminoaspartic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C1900.0Semi standard non polar33892256
Iminoaspartic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2132.8Semi standard non polar33892256
Iminoaspartic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2095.0Standard non polar33892256
Iminoaspartic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2108.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Iminoaspartic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000l-9100000000-bf5c48c685bd4d8bc19c2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Iminoaspartic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-9330000000-0a7a3a014d87506d9d5c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Iminoaspartic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Iminoaspartic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 10V, Positive-QTOFsplash10-03y0-7900000000-1e7dec8cec535849b8dd2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 20V, Positive-QTOFsplash10-00y0-9000000000-ee01d5b059cd84acc52a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 40V, Positive-QTOFsplash10-00kf-9000000000-f7639f26eeb1737eca802015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 10V, Negative-QTOFsplash10-001r-4900000000-48f2522721d80612277b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 20V, Negative-QTOFsplash10-01q0-9600000000-13c57e1870999d070c902015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 40V, Negative-QTOFsplash10-066u-9000000000-142f158a200b457f476f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 10V, Positive-QTOFsplash10-022i-9200000000-e1da89bee87bd924e1ae2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 20V, Positive-QTOFsplash10-0076-9000000000-70ef4189d44ac80a3dfc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 40V, Positive-QTOFsplash10-0006-9000000000-200c8786c16249cb72fb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 10V, Negative-QTOFsplash10-0019-9300000000-f687c619ff4a390ee8bf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 20V, Negative-QTOFsplash10-00kr-9000000000-32d59cbcdf8623884b2e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iminoaspartic acid 40V, Negative-QTOFsplash10-014l-9000000000-3062f88f5ced7624b9bb2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022443
KNApSAcK IDC00007565
Chemspider ID13628208
KEGG Compound IDC05840
BioCyc IDIMINOASPARTATE
BiGG IDNot Available
Wikipedia LinkIminosuccinic acid
METLIN ID6025
PubChem Compound796
PDB IDNot Available
ChEBI ID50616
Food Biomarker OntologyNot Available
VMH IDIASP
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Specifically catalyzes the NAD or NADP-dependent dehydrogenation of L-aspartate to iminoaspartate (By similarity).
Gene Name:
ASPDH
Uniprot ID:
A6ND91
Molecular weight:
18655.255