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Record Information
Version	2.0
Creation Date	2012-08-09 09:25:06 -0600
Update Date	2015-06-03 17:21:37 -0600
Secondary Accession Numbers	ECMDB21486
Identification
Name:	2-Ethylmalate
Description	2-ethylmalate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. 2-ethylmalate appears to be inovled in pyruvate metabolism.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x565d8b20> Close
Synonyms:	(2R)-2-ethyl-2-hydroxybutanedioate (2R)-2-ethyl-2-hydroxybutanedioic acid (R)-2-ethylmalate (R)-2-Ethylmalic acid 2-Ethylmalic acid
Chemical Formula:	C6H10O5
Weight:	Average: 162.1406 Monoisotopic: 162.05282343
InChI Key:	YVYGHRNLPUMVBU-UHFFFAOYSA-N
InChI:	InChI=1S/C6H10O5/c1-2-6(11,5(9)10)3-4(7)8/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
CAS number:	Not Available
IUPAC Name:	2-ethyl-2-hydroxybutanedioic acid
Traditional IUPAC Name:	2-ethyl-2-hydroxybutanedioic acid
SMILES:	CCC(O)(CC(O)=O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acids and conjugates
Direct Parent	Hydroxy fatty acids
Alternative Parents	Short-chain hydroxy acids and derivatives Methyl-branched fatty acids Dicarboxylic acids and derivatives Alpha hydroxy acids and derivatives Tertiary alcohols Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Branched fatty acid Methyl-branched fatty acid Short-chain hydroxy acid Hydroxy fatty acid Alpha-hydroxy acid Dicarboxylic acid or derivatives Hydroxy acid Tertiary alcohol Carboxylic acid Carboxylic acid derivative Alcohol Hydrocarbon derivative Carbonyl group Organic oxide Organic oxygen compound Organooxygen compound Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 284 g/L ALOGPS logP -0.86 ALOGPS logP -0.16 ChemAxon logS 0.24 ALOGPS pKa (Strongest Acidic) 3.5 ChemAxon pKa (Strongest Basic) -4.1 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 94.83 Ų ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 34.11 m³·mol⁻¹ ChemAxon Polarizability 14.49 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:
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 (Non-derivatized) - 70eV, Positive splash10-0a4u-9300000000-3b1efd4e6b97c0af7915 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive splash10-01w0-9263000000-f1b2997f241ca1c41fe4 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0002-2900000000-9de9c79218396c80afb5 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0hg2-9600000000-e50dbed47a078176c0bf View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0aba-9200000000-a8215b75541bfebafca9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-02t9-3900000000-19d263f9e1447446bd5d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-06dj-9600000000-746d339ab74d06a14184 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0ab9-9000000000-ca45ee65e3a881bf781f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03di-1900000000-d3235bdb7cc86cfb0029 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-01ba-9400000000-b4b85b154bf3fe55e37e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-052f-9000000000-05764cb2e5e505230cb6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-014j-6900000000-5389445ea4aed73b2bc0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-00di-9300000000-2217f3a332644db7c277 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4j-9000000000-ae3a250b45c2b1277563 View in MoNA 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 15583 HMDB ID HMDB0059758 Pubchem Compound ID 439736 Kegg ID C02488 ChemSpider ID 388797 Wikipedia ID Not Available BioCyc ID Not Available