Structural search and advanced query search is temporarily unavailable. We are working to fix this issue. Thank you for your support and patience.

Record Information
Version	2.0
Creation Date	2012-05-31 14:26:51 -0600
Update Date	2015-06-03 17:19:17 -0600
Secondary Accession Numbers	ECMDB20089
Identification
Name:	4-Hydroxy-2-oxohexanoic acid
Description	4-hydroxy-2-oxohexanoic acid is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x64a2a58> Close
Synonyms:	2-Oxo-4-hydroxy-hexanoate 2-Oxo-4-hydroxy-hexanoic acid 4-Hydroxy-2-oxohexanoate
Chemical Formula:	C6H10O4
Weight:	Average: 146.1412 Monoisotopic: 146.057908808
InChI Key:	ALFQPWXBAWHVDP-UHFFFAOYSA-N
InChI:	InChI=1S/C6H10O4/c1-2-4(7)3-5(8)6(9)10/h4,7H,2-3H2,1H3,(H,9,10)
CAS number:	Not Available
IUPAC Name:	4-hydroxy-2-oxohexanoic acid
Traditional IUPAC Name:	4-hydroxy-2-oxohexanoic acid
SMILES:	CCC(O)CC(=O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Keto acids and derivatives
Sub Class	Medium-chain keto acids and derivatives
Direct Parent	Medium-chain keto acids and derivatives
Alternative Parents	Beta-hydroxy ketones Alpha-keto acids and derivatives Alpha-hydroxy ketones Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
Substituents	Medium-chain keto acid Alpha-keto acid Beta-hydroxy ketone Alpha-hydroxy ketone Ketone Secondary alcohol Carboxylic acid Carboxylic acid derivative Monocarboxylic acid or derivatives Alcohol Carbonyl group Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	2-oxo monocarboxylic acid (CHEBI:27530 ) 4-hydroxy monocarboxylic acid (CHEBI:27530 ) oxo fatty acid (CHEBI:27530 ) hydroxy fatty acid (CHEBI:27530 ) Hydroxy fatty acids (C06762 ) Hydroxy fatty acids (LMFA01050343 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 45.7 g/L ALOGPS logP -0.42 ALOGPS logP 0.42 ChemAxon logS -0.5 ALOGPS pKa (Strongest Acidic) 3.26 ChemAxon pKa (Strongest Basic) -2.8 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 74.6 Ų ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 33.33 m³·mol⁻¹ ChemAxon Polarizability 13.93 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:	Propanal + Pyruvic acid <> 4-Hydroxy-2-oxohexanoic acid 2-Hydroxy-cis-hex-2,4-dienoate + Water <> 4-Hydroxy-2-oxohexanoic acid
SMPDB Pathways:	Collection of Reactions without pathways PW001891
KEGG Pathways:	Microbial metabolism in diverse environments ec01120 Toluene and xylene degradation ec00622
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 splash10-004j-2900000000-e701631dcfe73ca530a3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-08ir-9600000000-e121fb7047d2b9da4f10 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-9000000000-afb60287a16bc748cd52 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0002-3900000000-f4f9e29d250da9a21011 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0fgt-9400000000-b42c624290da9744b821 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0006-9000000000-f7fad3d8922a4206f325 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:	Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 27530 HMDB ID Not Available Pubchem Compound ID 441164 Kegg ID C06762 ChemSpider ID 389953 Wikipedia ID Not Available BioCyc ID Not Available

Enzymes