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Record Information
Version	2.0
Creation Date	2015-09-08 17:50:23 -0600
Update Date	2015-09-14 16:46:45 -0600
Secondary Accession Numbers	ECMDB24246
Identification
Name:	N1-(5-phospho-β-D-ribosyl)glycinamide
Description	N1-(5-phospho-beta-D-ribosyl)glycinamide is an intermediate in 5-aminoimidazole ribonucleotide biosynthesis I pathway in E.coli. It is a substrate for the enzyme phosphoribosylglycinamide formyltransferase 1 which catalyzes the reaction an N10-formyl-tetrahydrofolate + N1-(5-phospho-beta-D-ribosyl)glycinamide -> a tetrahydrofolate + N2-formyl-N1-(5-phospho-beta-D-ribosyl)glycinamide + H+. It is also a product for enzyme phosphoribosylamine-glycine ligase which catalyzes reaction ATP + 5-phospho-beta-D-ribosylamine + glycine -> ADP + N1-(5-phospho-beta-D-ribosyl)glycinamide + phosphate + H+ (BioCYc: 5-PHOSPHO-RIBOSYL-GLYCINEAMIDE).
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa8e38430> Close
Synonyms:	Not Available
Chemical Formula:	C7H14N2O8P
Weight:	Average: 285.169 Monoisotopic: 285.049325997
InChI Key:	OBQMLSFOUZUIOB-UHFFFAOYSA-M
InChI:	InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/p-1
CAS number:	Not Available
IUPAC Name:	[5-(2-azaniumylacetamido)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Traditional IUPAC Name:	[5-(2-ammonioacetamido)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
SMILES:	[NH3+]CC(=O)NC1OC(COP([O-])([O-])=O)C(O)C1O
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 Monoalkyl phosphates Tetrahydrofurans Secondary alcohols 1,2-diols Oxacyclic compounds Carboximidic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Organic anions
Substituents	Pentose-5-phosphate Pentose phosphate N-glycosyl compound Glycosyl compound Monosaccharide phosphate Monoalkyl phosphate Alkyl phosphate Phosphoric acid ester Organic phosphoric acid derivative Tetrahydrofuran Secondary alcohol 1,2-diol Oxacycle Organoheterocyclic compound Carboximidic acid derivative Carboximidic acid Organic nitrogen compound Organopnictogen compound Organic oxide Hydrocarbon derivative Primary amine Organonitrogen compound Primary aliphatic amine Amine Alcohol Organic anion Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 45.1 g/L ALOGPS logP -1.9 ALOGPS logP -4.7 ChemAxon logS -0.9 ALOGPS pKa (Strongest Acidic) 1.23 ChemAxon pKa (Strongest Basic) 8.14 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 7 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 178.85 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 64.34 m³·mol⁻¹ ChemAxon Polarizability 23.92 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:	N1-(5-phospho-β-D-ribosyl)glycinamide + Adenosine triphosphate + Formic acid > 5'-Phosphoribosyl-N-formylglycinamide + Adenosine diphosphate + Phosphate + Hydrogen ion + 5'-Phosphoribosyl-N-formylglycineamide + ADP 5-Phosphoribosylamine + Glycine + Adenosine triphosphate + 5-Phosphoribosylamine > N1-(5-phospho-β-D-ribosyl)glycinamide + Phosphate + Adenosine diphosphate + Hydrogen ion + ADP 10-formyl-tetrahydrofolate mono-L-glutamate + N1-(5-phospho-β-D-ribosyl)glycinamide > Hydrogen ion + tetrahydropteroyl mono-L-glutamate + 5'-Phosphoribosyl-N-formylglycineamide
SMPDB Pathways:	Thiamin diphosphate biosynthesis PW002028 purine nucleotides de novo biosynthesis PW000910 purine nucleotides de novo biosynthesis 1435709748 PW000960 purine nucleotides de novo biosynthesis 2 PW002033
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 splash10-004i-9230000000-1055514d142206e7d587 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-004i-9110000000-04d0f5553abcbd0fd252 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-003r-9200000000-9507b88a161e6ec8fdfa View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-014i-3900000000-cf08513f99d80344c5f1 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004r-9010000000-7f863cfb14b9195d2f64 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-00fr-9000000000-ce632b84eee06368c6b2 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 25244572 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

Enzymes