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Record Information
Version	2.0
Creation Date	2012-10-10 12:13:04 -0600
Update Date	2015-06-03 17:25:45 -0600
Secondary Accession Numbers	ECMDB23026
Identification
Name:	2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine
Description	2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine is an intermediate in purine metabolism. The enzyme phosphoribosylformylglycinamidine synthase [EC:6.3.5.3] catalyzes the production of this metabolite from N2-formyl-N1-(5-phospho-D-ribosyl)glycinamide.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa59f0830> Close
Synonyms:	(2R,3S,4R)-5-(Z)-(1-amino-2-formamidoethylidene)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphate (2R,3S,4R)-5-(Z)-(1-amino-2-Formamidoethylidene)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphoric acid 1-(5'-Phosphoribosyl)-N-formylglycinamidine 1-deoxy-1-[2-(formamido)acetimidamido]-D-ribofuranose 5-(dihydrogen phosphate) 1-Deoxy-1-[2-(formamido)acetimidamido]-D-ribofuranose 5-(dihydrogen phosphoric acid) 2-(formamido)-N(1)-(5'-phosphoribosyl)acetamidine 2-(Formamido)-N1-(5'-phosphoribosyl)acetamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine 5'-phosphoribosyl-N-formyl glycineamidine 5'-Phosphoribosyl-n-formyl glycineamidine 5'-Phosphoribosyl-N-formylglycinamidine 5'-Phosphoribosylformylglycinamidine FGAM N-(2-Formamidoethanimidoyl)-5-O-phosphono-D-ribofuranosylamine N-[2-(formamido)ethanimidoyl]-5-O-phosphono-D-ribofuranosylamine [(2R,3S,4R,5R)-5-[(1-amino-2-formamido-Ethylidene)amino]-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonate [(2R,3S,4R,5R)-5-[(1-amino-2-formamido-ethylidene)amino]-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid
Chemical Formula:	C8H16N3O8P
Weight:	Average: 313.2017 Monoisotopic: 313.067501015
InChI Key:	PMCOGCVKOAOZQM-ZRTZXPPTSA-N
InChI:	InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1
CAS number:	6157-85-3
IUPAC Name:	{[(2R,3S,4R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid
Traditional IUPAC Name:	FGAM
SMILES:	O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(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 Monoalkyl phosphates Tetrahydrofurans Secondary carboxylic acid amides Secondary alcohols 1,2-diols Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Carboximidamides Carboxamidines Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Pentose phosphate Pentose-5-phosphate Glycosyl compound N-glycosyl compound Monosaccharide phosphate Monoalkyl phosphate Organic phosphoric acid derivative Alkyl phosphate Phosphoric acid ester Tetrahydrofuran 1,2-diol Carboxamide group Secondary carboxylic acid amide Secondary alcohol Amidine Carboxylic acid amidine Carboxylic acid derivative Oxacycle Organoheterocyclic compound Organic 1,3-dipolar compound Propargyl-type 1,3-dipolar organic compound Carboximidamide Organic oxide Hydrocarbon derivative Organic nitrogen compound Carbonyl group Organonitrogen compound Alcohol Organopnictogen compound Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	N-glycosyl compound (CHEBI:18413 ) ribose monophosphate (CHEBI:18413 ) carboxamidine (CHEBI:18413 )
Physical Properties
State:	Solid
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 8.65 g/L ALOGPS logP -2.6 ALOGPS logP -4.1 ChemAxon logS -1.6 ALOGPS pKa (Strongest Acidic) 1.23 ChemAxon pKa (Strongest Basic) 7.38 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 9 ChemAxon Hydrogen Donor Count 7 ChemAxon Polar Surface Area 181.43 Ų ChemAxon Rotatable Bond Count 6 ChemAxon Refractivity 72.72 m³·mol⁻¹ ChemAxon Polarizability 26.41 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:	Adenosine triphosphate + 5'-phosphoribosyl-N-formylglycinamide + L-Glutamine + Water > ADP + Inorganic phosphate + 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine + L-Glutamate Adenosine triphosphate + 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine > ADP + Inorganic phosphate + 5-Aminoimidazole ribonucleotide
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-01ot-7950000000-52597db3064d3890b1d7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-114i-9732000000-7a823a35c9828d22327c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0kmi-9300000000-2f206fd034f1fb2795fc View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0kmr-9400000000-a855d87bf0ed7c457172 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0w2c-6903000000-621c45a21326a0c06add View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9300000000-0415faa4289f87539ce2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-73ad9c3af703650a3eed 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 18413 HMDB ID HMDB06211 Pubchem Compound ID 22833657 Kegg ID C04640 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID 5-PHOSPHORIBOSYL-N-FORMYLGLYCINEAMIDINE EcoCyc ID 5-PHOSPHORIBOSYL-N-FORMYLGLYCINEAMIDINE

Enzymes