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Record Information
Version	2.0
Creation Date	2012-10-10 12:12:19 -0600
Update Date	2015-06-03 17:25:44 -0600
Secondary Accession Numbers	ECMDB23014
Identification
Name:	2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine
Description	2,5-diamino-6-hydroxy-4-(5-phospho-d-ribosylamino)pyrimidine belongs to the family of Glycosylamines. These are compounds consisting of an amine with a β-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (α-aminoether).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xad40c04c> Close
Synonyms:	(2R,3S,4R,5R)-5-(2,5-diamino-4-oxo-1H-pyrimidin-6-yl)amino-3,4-dihydroxyoxolan-2-ylmethyl phosphate (2R,3S,4R,5R)-5-(2,5-diamino-4-oxo-1H-Pyrimidin-6-yl)amino-3,4-dihydroxyoxolan-2-ylmethyl phosphoric acid (2R,3S,4R,5R)-5-(2,5-diamino-6-hydroxy-pyrimidin-4-yl)amino-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphate (2R,3S,4R,5R)-5-(2,5-diamino-6-Hydroxy-pyrimidin-4-yl)amino-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphoric acid N-(2,5-diamino-6-Hydroxypyrimidin-4-yl)-5-O-phosphonato-b-D-ribofuranosylamine N-(2,5-diamino-6-hydroxypyrimidin-4-yl)-5-O-phosphonato-beta-D-ribofuranosylamine N-(2,5-diamino-6-Hydroxypyrimidin-4-yl)-5-O-phosphonato-β-D-ribofuranosylamine
Chemical Formula:	C9H14N5O8P
Weight:	Average: 351.2099 Monoisotopic: 351.057998961
InChI Key:	OCLCLRXKNJCOJD-UMMCILCDSA-L
InChI:	InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/p-2/t2-,4-,5-,8-/m1/s1
CAS number:	Not Available
IUPAC Name:	5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1,2-dihydropyrimidin-4-olate
Traditional IUPAC Name:	5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1H-pyrimidin-4-olate
SMILES:	[H][C@]1(O)[C@@]([H])(O)[C@]([H])(NC2=C(N)C([O-])=NC(=N)N2)O[C@]1([H])COP(O)([O-])=O
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	Glycosylamines Monosaccharide phosphates Secondary alkylarylamines Pyrimidones Aminopyrimidines and derivatives Hydropyrimidines Alkyl phosphates Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives Organic anions
Substituents	Pentose-5-phosphate Pentose phosphate N-glycosyl compound Glycosyl compound Monosaccharide phosphate Secondary aliphatic/aromatic amine Pyrimidone Aminopyrimidine Alkyl phosphate Pyrimidine Phosphoric acid ester Organic phosphoric acid derivative Hydropyrimidine Heteroaromatic compound Vinylogous amide Tetrahydrofuran Secondary alcohol 1,2-diol Oxacycle Azacycle Organoheterocyclic compound Secondary amine Organic nitrogen compound Organopnictogen compound Organic oxide Hydrocarbon derivative Primary amine Organonitrogen compound Amine Alcohol Organic anion Aromatic heteromonocyclic compound
Molecular Framework	Aromatic heteromonocyclic compounds
External Descriptors	organophosphate oxoanion (CHEBI:58614 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 10.6 g/L ALOGPS logP -1.8 ALOGPS logP -4.1 ChemAxon logS -1.6 ALOGPS pKa (Strongest Acidic) 1.23 ChemAxon pKa (Strongest Basic) 21.89 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 12 ChemAxon Hydrogen Donor Count 7 ChemAxon Polar Surface Area 228.63 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 102.3 m³·mol⁻¹ ChemAxon Polarizability 29.42 ų ChemAxon Number of Rings 2 ChemAxon Bioavailability 0 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:	Guanosine triphosphate + 3 Water <> 2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine + Formic acid +2 Hydrogen ion + Pyrophosphate + 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine 2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine + Water + 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine <> 5-Amino-6-(5'-phosphoribosylamino)uracil + Ammonia Guanosine triphosphate + 3 Water <>2 2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine + Formic acid +2 Hydrogen ion + Pyrophosphate +2 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine
SMPDB Pathways:	Not Available
KEGG Pathways:	Metabolic pathways eco01100 Riboflavin metabolism ec00740
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 splash10-0udi-1109000000-8d834569b517f9722ef6 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0002-6209000000-7451456ce6d5ae324e0d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0007-7900000000-3c7368a7048ba087245b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0udi-1009000000-1537be17cc01c739d8c9 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-001i-9001000000-e00337bae380929bfb28 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-003s-9000000000-df9e6663fee468162d06 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 58614 HMDB ID Not Available Pubchem Compound ID 25244331 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available