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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	ECMDB21543
Identification
Name:	Indolepyruvate
Description	Indolepyruvate is a member of the chemical class known as Indolyl Carboxylic Acids and Derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Indolepyruvate is invovled in Tryptophan metabolism. (KEGG)
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xa486a50c> Close
Synonyms:	(Indol-3-yl)pyruvate (indol-3-yl)pyruvic acid 3-(1H-Indol-3-yl)-2-oxopropanoate 3-(1H-Indol-3-yl)-2-oxopropanoic acid 3-(Indol-3-yl)pyruvate 3-(Indol-3-yl)pyruvic acid Indole-3-pyruvate Indole-3-pyruvic acid Indolepyruvic acid
Chemical Formula:	C11H8NO3
Weight:	Average: 202.1861 Monoisotopic: 202.050418127
InChI Key:	RSTKLPZEZYGQPY-UHFFFAOYSA-M
InChI:	InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)/p-1
CAS number:	35656-49-6
IUPAC Name:	3-(1H-indol-3-yl)-2-oxopropanoate
Traditional IUPAC Name:	3-(indol-3-yl)pyruvate
SMILES:	[O-]C(=O)C(=O)CC1=CNC2=C1C=CC=C2
Chemical Taxonomy
Description	belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Indoles and derivatives
Sub Class	Indolyl carboxylic acids and derivatives
Direct Parent	Indolyl carboxylic acids and derivatives
Alternative Parents	3-alkylindoles Substituted pyrroles Benzenoids Alpha-keto acids and derivatives Heteroaromatic compounds Ketones Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Organic anions
Substituents	Indolyl carboxylic acid derivative 3-alkylindole Indole Alpha-keto acid Keto acid Substituted pyrrole Benzenoid Pyrrole Heteroaromatic compound Ketone Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Azacycle Hydrocarbon derivative Organic nitrogen compound Organooxygen compound Organonitrogen compound Organic oxide Organopnictogen compound Organic oxygen compound Carbonyl group Organic anion Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	indol-3-yl carboxylic acid anion (CHEBI:17640 ) a small molecule (INDOLE_PYRUVATE )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.62 g/L ALOGPS logP 1.66 ALOGPS logP 2 ChemAxon logS -2.5 ALOGPS pKa (Strongest Acidic) 3.49 ChemAxon pKa (Strongest Basic) -9.8 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 72.99 Ų ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 64.64 m³·mol⁻¹ ChemAxon Polarizability 19.31 ų ChemAxon Number of Rings 2 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 LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0udi-0190000000-099eea97686fe22227e0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0udj-0940000000-dd34dff35249f0fa72f6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0f8m-0900000000-64e2789d5d176547210b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0udi-0090000000-4dba5e53cc4fc565891b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0udi-0290000000-26b99d3c3a5e9bda3434 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-014l-4900000000-7ba4288fe633538d4168 View in MoNA 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C 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 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 29750 HMDB ID Not Available Pubchem Compound ID 5460337 Kegg ID C00331 ChemSpider ID 4573902 Wikipedia ID Not Available BioCyc ID Not Available