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Record Information
Version	2.0
Creation Date	2015-07-03 13:39:21 -0600
Update Date	2015-09-17 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	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xa879a790> Close
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
Description	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).
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acids and conjugates
Direct Parent	Fatty acids and conjugates
Alternative Parents	Ketimines Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Fatty acid Ketimine Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Organic nitrogen compound Organic oxygen compound Organopnictogen compound Organic oxide Hydrocarbon derivative Organooxygen compound Organonitrogen compound Imine Carbonyl group Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	monocarboxylic acid (CHEBI:76872 ) dehydroamino acid (CHEBI:76872 ) ketimine (CHEBI:76872 )
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 4.28 g/L ALOGPS logP -0.53 ALOGPS logP 0.32 ChemAxon logS -1.4 ALOGPS pKa (Strongest Acidic) 4.31 ChemAxon pKa (Strongest Basic) 3.46 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 61.15 Ų ChemAxon Rotatable Bond Count 2 ChemAxon Refractivity 35.09 m³·mol⁻¹ ChemAxon Polarizability 9.65 ų ChemAxon Number of Rings 0 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:	L-Threonine + 2-Aminobut-2-enoate + 2-Iminobutanoate + Water <> 2-Ketobutyric acid + Ammonia
SMPDB Pathways:	Propanoate metabolism PW000940 isoleucine biosynthesis PW000818
KEGG Pathways:	Glycine, serine and threonine metabolism ec00260 Metabolic pathways eco01100 Propanoate metabolism ec00640 Valine, leucine and isoleucine biosynthesis ec00290
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 splash10-0pb9-9300000000-71665bfd417706aaa1c2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0a4i-9000000000-43013612c3f307dc4c3c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-9000000000-f15641984867f097ac75 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0udi-4900000000-964b83197162988bb33f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0ue9-9600000000-1c4a4c228e075f044a23 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0zfr-9000000000-5e96535be3a73f033dda View in MoNA
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 76545 HMDB ID Not Available Pubchem Compound ID 18454345 Kegg ID C20905 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available