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Record Information
Version	2.0
Creation Date	2015-09-08 17:50:19 -0600
Update Date	2015-09-14 16:46:41 -0600
Secondary Accession Numbers	ECMDB24233
Identification
Name:	(4S)-4-hydroxy-2,3-pentanedione 5-phosphate
Description	(4S)-4-Hydroxy-2,3-pentanedione 5-phosphate is an intermediate in autoinducer AI-2 degradation pathway in E.coli. It is a substrate for the enzyme phospho-AI-2 isomerase which catalyzes the reaction (4S)-4-hydroxy-2,3-pentanedione 5-phosphate -> 3-hydroxy-2,4-pentanedione 5-phosphate. It is also a product for enzyme autoinducer-2 kinase which catalyzes reaction autoinducer 2 + ATP -> (4S)-4-hydroxy-2,3-pentanedione 5-phosphate + ADP + H+ (BioCyc compound: CPD-10551).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa95df7c4> Close
Synonyms:	(4S)-4-Hydroxy-2,3-pentanedione 5-phosphoric acid
Chemical Formula:	C5H7O7P
Weight:	Average: 210.079 Monoisotopic: 209.994036723
InChI Key:	DTZHMTDUIGHESZ-UHFFFAOYSA-L
InChI:	InChI=1S/C5H9O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4,7H,2H2,1H3,(H2,9,10,11)/p-2
CAS number:	Not Available
IUPAC Name:	4-hydroxy-5-(phosphonatooxy)pentane-2,3-dione
Traditional IUPAC Name:	4-hydroxy-5-(phosphonatooxy)pentane-2,3-dione
SMILES:	CC(=O)C(=O)C(O)COP([O-])([O-])=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Monosaccharides
Alternative Parents	Beta-hydroxy ketones Alpha-diketones Alkyl phosphates Acyloins Alpha-hydroxy ketones Secondary alcohols Organic oxides Hydrocarbon derivatives Organic anions
Substituents	Alkyl phosphate Phosphoric acid ester Organic phosphoric acid derivative Monosaccharide Beta-hydroxy ketone Alpha-diketone Acyloin Alpha-hydroxy ketone Secondary alcohol Ketone Organic oxide Hydrocarbon derivative Carbonyl group Alcohol Organic anion Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	a small molecule (CPD-10551 )
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 45.1 g/L ALOGPS logP -0.93 ALOGPS logP -1 ChemAxon logS -0.74 ALOGPS pKa (Strongest Acidic) 1.37 ChemAxon pKa (Strongest Basic) -3.9 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 37.91 m³·mol⁻¹ ChemAxon Polarizability 16.02 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:	(2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran + Adenosine triphosphate + (2R,4S)-2-Methyl-2,3,3,4-tetrahydroxytetrahydrofuran > Adenosine diphosphate + Hydrogen ion + (4S)-4-hydroxy-2,3-pentanedione 5-phosphate + ADP + (4S)-4-hydroxy-2,3-pentanedione 5-phosphate (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
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-0090000000-250f12f37b8eeacd0bd4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0udi-1790000000-8f82185712be535e3e36 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0udr-8900000000-4a5761026419c4673f3e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0a4i-0190000000-d1108a8dc30c84962830 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a4i-5590000000-b2497c7adc5f410ee437 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-001j-9100000000-88a0127c71e2c611b000 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 Not Available HMDB ID Not Available Pubchem Compound ID 25202065 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available