Record Information
Version2.0
Creation Date2015-07-03 13:39:21 -0600
Update Date2015-09-17 15:42:00 -0600
Secondary Accession Numbers
  • ECMDB23909
Identification
Name:2-Iminobutanoate
Description:2-Iminobutanoate is an intermediate in L-isoleucine biosynthesis I pathway in E.coli. It is a product of the spontaneous reaction (2Z)-2-aminobut-2-enoate -> 2-iminobutanoate. It is also the substrate for enzyme threonine dehydratase which catalyzes the reaction reaction 2-iminobutanoate + H+ + H2O -> 2-oxobutanoate + ammonium (BioCyc compound: CPD-16013).
Structure
Thumb
Synonyms:
  • 2-Iminobutanoate
  • 2-Iminobutanoate zwitterion
  • 2-Iminobutanoic acid
  • 2-Iminobutanoic acid zwitterion
Chemical Formula:C4H6NO2
Weight:Average: 100.098
Monoisotopic: 100.040402017
InChI Key:WRBRCYPPGUCRHW-UHFFFAOYSA-M
InChI:InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h5H,2H2,1H3,(H,6,7)/p-1
CAS number:Not Available
IUPAC Name:2-iminobutanoic acid
Traditional IUPAC Name:2-iminobutanoic acid
SMILES:CCC(=N)C([O-])=O
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as fatty acids and conjugates. These are aliphatic monocarboxylic acids with a saturated or unsaturated aliphatic tail (with at least 4 Carbon atoms).
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentFatty acids and conjugates
Alternative Parents
Substituents
  • Fatty acid
  • Ketimine
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:0
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility4.28 g/LALOGPS
logP-0.53ALOGPS
logP0.32ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)4.31ChemAxon
pKa (Strongest Basic)3.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area61.15 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity35.09 m³·mol⁻¹ChemAxon
Polarizability9.65 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:
Propanoate metabolismPW000940 ThumbThumb?image type=greyscaleThumb?image type=simple
isoleucine biosynthesisPW000818 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-9300000000-71665bfd417706aaa1c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-43013612c3f307dc4c3cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-f15641984867f097ac75View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-4900000000-964b83197162988bb33fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ue9-9600000000-1c4a4c228e075f044a23View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zfr-9000000000-5e96535be3a73f033ddaView in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID76545
HMDB IDNot Available
Pubchem Compound ID18454345
Kegg IDC20905
ChemSpider ID19920643
Wikipedia IDNot Available
BioCyc IDNot Available