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Record Information
Version	2.0
Creation Date	2015-06-04 15:18:24 -0600
Update Date	2015-08-05 16:22:04 -0600
Secondary Accession Numbers	ECMDB23793
Identification
Name:	3-Oxoacyl-CoA
Description	A group of coenzymes involved in the metabolism of fatty acids
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xa981f6ec> Close
Synonyms:	(3S)-2-keto-3-Phenylbutanoate (3S)-2-keto-3-Phenylbutanoic acid (3S)-2-keto-3-Phenylbutyrate (3S)-2-keto-3-Phenylbutyric acid (3S)-2-oxo-3-Phenylbutyrate (3S)-2-oxo-3-Phenylbutyric acid (3S)-3-Methyl-2-keto-3-phenylpropanoate (3S)-3-Methyl-2-keto-3-phenylpropanoic acid (3S)-3-Methyl-2-keto-3-phenylpropionate (3S)-3-Methyl-2-keto-3-phenylpropionic acid (3S)-3-Methyl-2-oxo-3-phenylpropanoate (3S)-3-Methyl-2-oxo-3-phenylpropanoic acid (3S)-3-Methyl-2-oxo-3-phenylpropionate (3S)-3-Methyl-2-oxo-3-phenylpropionic acid (3S)-b-Methyl-phenylpyruvate (3S)-b-Methyl-phenylpyruvic acid (3S)-beta-Methyl-phenylpyruvate (3S)-beta-Methyl-phenylpyruvic acid (3S)-β-methyl-phenylpyruvate (3S)-β-methyl-phenylpyruvic acid
Chemical Formula:	C10H10O3
Weight:	Average: 178.187 Monoisotopic: 178.062994182
InChI Key:	AXLLOSUYAVXOIN-ZETCQYMHSA-N
InChI:	InChI=1S/C10H10O3/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7H,1H3,(H,12,13)/t7-/m0/s1
CAS number:	Not Available
IUPAC Name:	(3S)-2-oxo-3-phenylbutanoic acid
Traditional IUPAC Name:	(3S)-2-oxo-3-phenylbutanoic acid
SMILES:	C[C@H](C(=O)C(O)=O)C1=CC=CC=C1
Chemical Taxonomy
Description	belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Benzene and substituted derivatives
Sub Class	Phenylpyruvic acid derivatives
Direct Parent	Phenylpyruvic acid derivatives
Alternative Parents	Phenylpropanoic acids Alpha-keto acids and derivatives Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
Substituents	Phenylpyruvate 3-phenylpropanoic-acid Keto acid Alpha-keto acid Alpha-hydroxy ketone Ketone Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Organic oxygen compound Organic oxide Hydrocarbon derivative Organooxygen compound Carbonyl group Aromatic homomonocyclic compound
Molecular Framework	Aromatic homomonocyclic compounds
External Descriptors	2-oxo monocarboxylic acid (CHEBI:74122 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.75 g/L ALOGPS logP 1.83 ALOGPS logP 2.44 ChemAxon logS -2.4 ALOGPS pKa (Strongest Acidic) 3.42 ChemAxon pKa (Strongest Basic) -9.8 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 54.37 Ų ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 47.29 m³·mol⁻¹ ChemAxon Polarizability 17.87 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:	(3S)-3-Hydroxyacyl-CoA + NAD <> 3-Oxoacyl-CoA + NADH + Hydrogen ion Acyl-CoA + Acetyl-CoA <> Coenzyme A + 3-Oxoacyl-CoA
SMPDB Pathways:	Fatty acid metabolism PW000796
KEGG Pathways:	Benzoate degradation via hydroxylation ec00362 Biosynthesis of unsaturated fatty acids ec01040 Butanoate metabolism ec00650 Ethylbenzene degradation ec00642 Fatty acid elongation in mitochondria ec00062 Fatty acid metabolism ec00071 Geraniol degradation ec00281 Metabolic pathways eco01100 Microbial metabolism in diverse environments ec01120 Valine, leucine and isoleucine degradation ec00280 alpha-Linolenic acid metabolism ec00592
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_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-08ir-0900000000-0e6c3e3442ab5d7c8b4a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-001i-1900000000-f7f457515111fefd662c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0zi0-5900000000-fc29bc94253c2f3c9b1e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0059-0900000000-8dd43b4e9123a3914afc View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0560-1900000000-6060b9eb0d7524ac249d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0ke9-9600000000-4c7074ef530252de795b View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 74122 HMDB ID Not Available Pubchem Compound ID 70243965 Kegg ID C00264 ChemSpider ID Not Available Wikipedia ID 3-Oxoacyl-CoA BioCyc ID Not Available