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Record Information
Version	2.0
Creation Date	2015-06-04 19:13:10 -0600
Update Date	2015-08-05 16:22:05 -0600
Secondary Accession Numbers	ECMDB23840
Identification
Name:	alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate
Description	A ribose bisphosphate that is the cyclic-1,2-phosphate derivative of 5-phospho-α-D-ribose
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xaa904fd4> Close
Synonyms:	5-O-phosphono-a-D-Ribofuranose 1,2-(hydrogen phosphate) 5-O-phosphono-a-D-Ribofuranose 1,2-(hydrogen phosphoric acid) 5-O-phosphono-alpha-D-Ribofuranose 1,2-(hydrogen phosphate) 5-O-phosphono-alpha-D-Ribofuranose 1,2-(hydrogen phosphoric acid) 5-O-phosphono-α-D-ribofuranose 1,2-(hydrogen phosphate) 5-O-phosphono-α-D-ribofuranose 1,2-(hydrogen phosphoric acid) 5-Phospho-α-D-ribose 1,2-cyclic phosphate a-D-Ribose 1,2-cyclic phosphate 5-phosphate a-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid alpha-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid PRCP α-D-ribose 1,2-cyclic phosphate 5-phosphate α-D-Ribose 1,2-cyclic phosphate 5-phosphate α-D-ribose 1,2-cyclic phosphoric acid 5-phosphoric acid α-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid
Chemical Formula:	C5H10O10P2
Weight:	Average: 292.073 Monoisotopic: 291.974920518
InChI Key:	OXGUIUWFXGIWNM-TXICZTDVSA-N
InChI:	InChI=1S/C5H10O10P2/c6-3-2(1-12-16(7,8)9)13-5-4(3)14-17(10,11)15-5/h2-6H,1H2,(H,10,11)(H2,7,8,9)/t2-,3-,4-,5-/m1/s1
CAS number:	Not Available
IUPAC Name:	{[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}phosphonic acid
Traditional IUPAC Name:	[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxyphosphonic acid
SMILES:	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@H]2OP(O)(=O)O[C@H]12
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 Tetrahydrofurans Dioxaphospholanes Secondary alcohols Oxacyclic compounds Organic oxides Hydrocarbon derivatives
Substituents	Pentose phosphate Pentose-5-phosphate Monosaccharide phosphate Monoalkyl phosphate Organic phosphoric acid derivative Alkyl phosphate Phosphoric acid ester 1,3_dioxaphospholane Tetrahydrofuran Secondary alcohol Organoheterocyclic compound Oxacycle Hydrocarbon derivative Organic oxide Alcohol Aliphatic heteropolycyclic compound
Molecular Framework	Aliphatic heteropolycyclic compounds
External Descriptors	ribose bisphosphate (CHEBI:68689 )
Physical Properties
State:	Not Available
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 20.6 g/L ALOGPS logP -1.2 ALOGPS logP -1.7 ChemAxon logS -1.1 ALOGPS pKa (Strongest Acidic) 1.04 ChemAxon pKa (Strongest Basic) -3.7 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 7 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 151.98 Ų ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 47.93 m³·mol⁻¹ ChemAxon Polarizability 21.28 ų ChemAxon Number of Rings 2 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-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane alpha-D-Ribose 1-methylphosphonate 5-phosphate > Methane + alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Water > Hydrogen ion + Ribose 1,5-bisphosphate alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane 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 splash10-0007-1690000000-d822c489f37b24ff2975 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0002-6950000000-ffcb5885e5ecb4a2905a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0005-9400000000-03837736df41b9fe2d72 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-002f-6190000000-409357fcff55c5c65e9e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9010000000-43b002ba2f4ac1d81b59 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-f05162e8bfcafc437f6e 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 68689 HMDB ID Not Available Pubchem Compound ID 14035690 Kegg ID C20440 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

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