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Record Information
Version	2.0
Creation Date	2012-08-09 09:25:23 -0600
Update Date	2015-06-03 17:21:45 -0600
Secondary Accession Numbers	ECMDB21542
Identification
Name:	Imidazole pyruvate
Description	Imidazole pyruvate is a member of the chemical class known as Imidazolyl Carboxylic Acids and Derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. It is involved in histidiine metabolism and degradation.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xac42cbf4> Close
Synonyms:	3-(1H-Imidazol-5-yl)-2-oxopropanoate 3-(1H-Imidazol-5-yl)-2-oxopropanoic acid 3-(Imidazol-5-yl)pyruvate 3-(Imidazol-5-yl)pyruvic acid Im-pyruvate Im-pyruvic acid Imidazol-5-yl-pyruvate Imidazol-5-yl-pyruvic acid Imidazole pyruvate Imidazole pyruvic acid
Chemical Formula:	C6H6N2O3
Weight:	Average: 154.1234 Monoisotopic: 154.037842068
InChI Key:	JEJNWEREQWMOHB-UHFFFAOYSA-N
InChI:	InChI=1S/C6H6N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3H,1H2,(H,7,8)(H,10,11)
CAS number:	2504-83-8
IUPAC Name:	3-(1H-imidazol-5-yl)-2-oxopropanoic acid
Traditional IUPAC Name:	3-(imidazol-5-yl)pyruvic acid
SMILES:	OC(=O)C(=O)CC1=CN=CN1
Chemical Taxonomy
Description	belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Azoles
Sub Class	Imidazoles
Direct Parent	Imidazolyl carboxylic acids and derivatives
Alternative Parents	Alpha-keto acids and derivatives Heteroaromatic compounds Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
Substituents	Imidazolyl carboxylic acid derivative Alpha-keto acid Keto acid Alpha-hydroxy ketone Heteroaromatic compound Ketone Carboxylic acid derivative Carboxylic acid Monocarboxylic acid or derivatives Azacycle Hydrocarbon derivative Organic oxide Organopnictogen compound Organic oxygen compound Organic nitrogen compound Organonitrogen compound Organooxygen compound Carbonyl group Aromatic heteromonocyclic compound
Molecular Framework	Aromatic heteromonocyclic compounds
External Descriptors	imidazolyl carboxylic acid (CHEBI:17406 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 18.4 g/L ALOGPS logP -0.59 ALOGPS logP -1.1 ChemAxon logS -0.92 ALOGPS pKa (Strongest Acidic) 2.69 ChemAxon pKa (Strongest Basic) 6.69 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 83.05 Ų ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 35.54 m³·mol⁻¹ ChemAxon Polarizability 13.42 ų ChemAxon Number of Rings 1 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:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0a4r-0900000000-c84d8032638a09b37204 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0ap0-4900000000-493f583bb188aa07bc4c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0kuu-9200000000-59e0efe6ff00c4c03b09 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0udi-0900000000-8d1b65c16af613423c23 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a4r-2900000000-e7bec150f4535abe84b8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4l-9400000000-a7fb8fbf79a04223a9b4 View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17406 HMDB ID Not Available Pubchem Compound ID 794 Kegg ID C03277 ChemSpider ID 772 Wikipedia ID Not Available BioCyc ID Not Available