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Record Information
Version	2.0
Creation Date	2015-06-08 15:09:31 -0600
Update Date	2015-08-05 16:22:05 -0600
Secondary Accession Numbers	ECMDB23862
Identification
Name:	3-Oxoacyl-[acyl-carrier protein]
Description	An acyl-[acyl-carrier protein] where the acyl group is substituted at position 3 by an oxo group
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xae37f984> Close
Synonyms:	2-dehydro-3-Deoxy-L-arabinonate 2-dehydro-3-Deoxy-L-arabinonic acid 2-dehydro-3-Deoxy-L-pentonate 2-dehydro-3-Deoxy-L-pentonic acid 3-Deoxy-L-glycero-pentulosonate 3-Deoxy-L-glycero-pentulosonic acid
Chemical Formula:	C5H8O5
Weight:	Average: 148.114 Monoisotopic: 148.037173358
InChI Key:	UQIGQRSJIKIPKZ-GSVOUGTGSA-N
InChI:	InChI=1S/C5H8O5/c6-2-3(7)1-4(8)5(9)10/h3,6-7H,1-2H2,(H,9,10)/t3-/m1/s1
CAS number:	Not Available
IUPAC Name:	(4R)-4,5-dihydroxy-2-oxopentanoic acid
Traditional IUPAC Name:	3-deoxy-L-pent-2-ulosonic acid
SMILES:	OC[C@H](O)CC(=O)C(O)=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Keto acids and derivatives
Sub Class	Short-chain keto acids and derivatives
Direct Parent	Short-chain keto acids and derivatives
Alternative Parents	Beta-hydroxy ketones Alpha-keto acids and derivatives Alpha-hydroxy ketones Secondary alcohols 1,2-diols Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives
Substituents	Short-chain keto acid Alpha-keto acid Beta-hydroxy ketone Alpha-hydroxy ketone 1,2-diol Ketone Secondary alcohol Monocarboxylic acid or derivatives Carboxylic acid Carboxylic acid derivative Alcohol Carbonyl group Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	2-oxo monocarboxylic acid (CHEBI:17647 ) ketoaldonic acid (CHEBI:17647 ) pentonic acid (CHEBI:17647 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 205 g/L ALOGPS logP -1.6 ALOGPS logP -1.1 ChemAxon logS 0.14 ALOGPS pKa (Strongest Acidic) 2.91 ChemAxon pKa (Strongest Basic) -2.9 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 94.83 Ų ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 30.35 m³·mol⁻¹ ChemAxon Polarizability 12.85 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:	Acyl-[acyl-carrier protein] + Malonyl-[acyl-carrier protein] <> 3-Oxoacyl-[acyl-carrier protein] + Carbon dioxide + Acyl-carrier protein (3R)-3-Hydroxyacyl-[acyl-carrier protein] + NADP <> 3-Oxoacyl-[acyl-carrier protein] + NADPH + Hydrogen ion
SMPDB Pathways:	Biotin metabolism PW000762 Fatty acid biosynthesis PW000900
KEGG Pathways:	Biosynthesis of unsaturated fatty acids ec01040 Biotin metabolism ec00780 Fatty acid biosynthesis ec00061 Metabolic pathways eco01100
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-001j-2900000000-00c330a2f4227a78d7a3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03e9-9800000000-50da0cf4865e909491db View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0bt9-9100000000-c9886a2e07f57b785205 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0002-4900000000-c1ba60eb54d29897d6ce View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0fmr-9500000000-3ee6bbb7aed126ba8bf4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-00du-9000000000-82183537f0d98bf8ea33 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:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17647 HMDB ID Not Available Pubchem Compound ID 192781 Kegg ID C00685 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available