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Record Information
Version	2.0
Creation Date	2015-09-08 17:50:19 -0600
Update Date	2015-09-14 16:46:42 -0600
Secondary Accession Numbers	ECMDB24234
Identification
Name:	3-hydroxy-2,4-pentanedione 5-phosphate
Description	3-Hydroxy-2,4-pentanedione 5-phosphate is an intermediate in autoinducer AI-2 degradation pathway in E.coli. It is a substrate for the enzyme 3-hydroxy-2,4-pentadione 5-phosphate thiolase which catalyzes the reaction 3-hydroxy-5-phosphonooxypentane-2,4-dione + coenzyme A -> glycerone phosphate + acetyl-CoA. It is also a product for enzyme phospho-AI-2 isomerase which catalyzes reaction (4S)-4-hydroxy-5-phosphonooxypentane-2,3-dione -> 3-hydroxy-5-phosphonooxypentane-2,4-dione (BioCyc compound: CPD0-2467).
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xa4e9c934> Close
Synonyms:	3-Hydroxy-2,4-pentanedione 5-phosphoric acid
Chemical Formula:	C5H7O7P
Weight:	Average: 210.079 Monoisotopic: 209.994036723
InChI Key:	AKHNGSPNHAFBII-UHFFFAOYSA-L
InChI:	InChI=1S/C5H9O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h5,8H,2H2,1H3,(H2,9,10,11)/p-2
CAS number:	Not Available
IUPAC Name:	3-hydroxy-1-(phosphonatooxy)pentane-2,4-dione
Traditional IUPAC Name:	3-hydroxy-1-(phosphonatooxy)pentane-2,4-dione
SMILES:	CC(=O)C(O)C(=O)COP([O-])([O-])=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as glycerone phosphates. These are organic compounds containing a glycerone moiety that carries a phosphate group at the O-1 or O-2 position.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbonyl compounds
Direct Parent	Glycerone phosphates
Alternative Parents	Beta-diketones Monosaccharides Alkyl phosphates Acyloins Alpha-hydroxy ketones Secondary alcohols Organic oxides Hydrocarbon derivatives Organic anions
Substituents	Glycerone phosphate 1,3-diketone Alkyl phosphate 1,3-dicarbonyl compound Phosphoric acid ester Organic phosphoric acid derivative Monosaccharide Acyloin Alpha-hydroxy ketone Secondary alcohol Organic oxide Hydrocarbon derivative Alcohol Organic anion Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	organophosphate oxoanion (CHEBI:84359 ) a small molecule (CPD0-2467 )
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 43.9 g/L ALOGPS logP -0.9 ALOGPS logP -1.3 ChemAxon logS -0.75 ALOGPS pKa (Strongest Acidic) 1.17 ChemAxon pKa (Strongest Basic) -4.3 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 126.79 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 37.76 m³·mol⁻¹ ChemAxon Polarizability 15.87 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:	(4S)-4-hydroxy-2,3-pentanedione 5-phosphate + (4S)-4-hydroxy-2,3-pentanedione 5-phosphate > 3-hydroxy-2,4-pentanedione 5-phosphate + 3-hydroxy-2,4-pentanedione 5-phosphate 3-hydroxy-2,4-pentanedione 5-phosphate + Coenzyme A + 3-hydroxy-2,4-pentanedione 5-phosphate > Acetyl-CoA + Dihydroxyacetone phosphate
SMPDB Pathways:	Quorum Sensing PW000836
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 splash10-03di-0090000000-5f92fd5a4a8b5d370138 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0ue9-2490000000-6dad826f50ba8c48b41d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0zfr-9700000000-85740365bec48464bc55 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0ab9-7190000000-86727735b590c0f298f9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-05fr-9240000000-2bbf4b2cf9e3505bc90f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-05ai-9000000000-f23f45094a35c4ce70ed 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 84359 HMDB ID Not Available Pubchem Compound ID 54758622 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available