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Record Information
Version	2.0
Creation Date	2015-06-05 11:08:47 -0600
Update Date	2015-08-05 16:22:05 -0600
Secondary Accession Numbers	ECMDB23846
Identification
Name:	alpha-D-Ribose 1-methylphosphonate 5-phosphate
Description	An organophosphate oxoanion obtained by deprotonation of the phosphate and phosphonate OH groups of α-D-ribose 1-methylphosphonate 5-phosphate; major species at pH 7.3.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x9c2c742c> Close
Synonyms:	a-D-Ribose 1-methylphosphonate 5-phosphate a-D-Ribose 1-methylphosphonic acid 5-phosphoric acid alpha-D-Ribose 1-methylphosphonic acid 5-phosphoric acid α-D-Ribose 1-methylphosphonate 5-phosphate α-D-Ribose 1-methylphosphonic acid 5-phosphoric acid
Chemical Formula:	C6H14O10P2
Weight:	Average: 308.116 Monoisotopic: 308.006220647
InChI Key:	RITBIFGLPRFTSB-KVTDHHQDSA-N
InChI:	InChI=1S/C6H14O10P2/c1-17(9,10)16-6-5(8)4(7)3(15-6)2-14-18(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1
CAS number:	Not Available
IUPAC Name:	{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid
Traditional IUPAC Name:	[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxyphosphonic acid
SMILES:	CP(O)(=O)O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Pentose phosphates
Alternative Parents	Monosaccharide phosphates Monoalkyl phosphates Phosphonic acid esters Tetrahydrofurans Organic phosphonic acids Secondary alcohols 1,2-diols Oxacyclic compounds Organopnictogen compounds Organophosphorus compounds Organic oxides Hydrocarbon derivatives
Substituents	Pentose phosphate Pentose-5-phosphate Monosaccharide phosphate Monoalkyl phosphate Organic phosphoric acid derivative Phosphoric acid ester Phosphonic acid ester Alkyl phosphate Organophosphonic acid derivative Organophosphonic acid Tetrahydrofuran Secondary alcohol 1,2-diol Oxacycle Organoheterocyclic compound Alcohol Hydrocarbon derivative Organic oxide Organophosphorus compound Organopnictogen compound Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	ribose monophosphate (CHEBI:68820 ) organic phosphonate (CHEBI:68820 )
Physical Properties
State:	Not Available
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 19.2 g/L ALOGPS logP -1.4 ALOGPS logP -2.7 ChemAxon logS -1.2 ALOGPS pKa (Strongest Acidic) 0.96 ChemAxon pKa (Strongest Basic) -3.7 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 8 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 162.98 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 54.23 m³·mol⁻¹ ChemAxon Polarizability 23.93 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:	alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water > Hydrogen ion + Pyrophosphate + alpha-D-Ribose 1-methylphosphonate 5-phosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate > Methane + alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane
SMPDB Pathways:	methylphosphonate degradation I PW002065
KEGG Pathways:	Phosphonate and phosphinate metabolism ec00440
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_4_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0002-9131000000-bc9dcc38732a7d9255c1 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-01ot-9371000000-1e28bd83f971f323cbe3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0002-9300000000-290cffc4d0b6bf1f5bf5 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-004i-9113000000-66e49cfcd9ff3f8e194d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9000000000-34429d5aefa115435fd7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-c5b010e53053ea94db47 View in MoNA MS Mass Spectrum (Electron Ionization) 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 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 68820 HMDB ID Not Available Pubchem Compound ID 70678985 Kegg ID C20423 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

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