1.0 2011-09-21 00:15:38 UTC 2025-11-19 02:41:56 UTC FDB022544 5'-Phosphoribosyl-N-formylglycinamide 5'-Phosphoribosyl-N-formylglycineamide (also known as FGAR or N-Formyl-GAR) is a substrate for Phosphoribosylformylglycinamidine synthase. It is involved in aminoimidazole ribonucleotide biosynthesis and plays a vital role in purine metabolism as well as the conversion of glutamine to glutamate. 5'-Phosphoribosyl-N-formylglycineamide is described as a glycinamide ribonucleotide having a phosphate group at the 5-position and a formyl group on the glycine nitrogen. [HMDB] 5-Oribosyl-N-formalglycineamide 5-phosphoribosyl-N-formalglycineamide 5'-Oribosyl-formylglycinamide 5'-Oribosyl-N-formylglycinamide 5'-Oribosyl-N-formylglycineamide 5'-P-ribosyl-N-formylglycineamide 5'-phosphoribosyl-formylglycinamide 5'-phosphoribosyl-N-formylglycinamide 5'-phosphoribosyl-N-formylglycineamide FGAR N-Formyl-GAR N-Formylglycinamide ribonucleotide N(2)-Formyl-N(1)-(5-O-D-ribosyl)glycinamide N(2)-formyl-N(1)-(5-phospho-D-ribosyl)glycinamide N2-Formyl-N1-(5-O-D-ribosyl)glycinamide C8H15N2O9P 314.1865 314.0515166 {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxy}phosphonic acid [(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxyphosphonic acid 349-34-8 O[C@H]1[C@@H](O)[C@H](NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1 VDXLUNDMVKSKHO-XVFCMESISA-N belongs to the class of organic compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. Glycinamide ribonucleotides Organic compounds Nucleosides, nucleotides, and analogues Glycinamide ribonucleotides Aliphatic heteromonocyclic compounds 1,2-diols Alpha amino acid amides Carbonyl compounds Hydrocarbon derivatives Monoalkyl phosphates Monosaccharide phosphates N-formyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentose phosphates Secondary alcohols Secondary carboxylic acid amides Tetrahydrofurans 1,2-diol Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Alpha-amino acid amide Alpha-amino acid or derivatives Carbonyl group Carboxamide group Carboxylic acid derivative Glycinamide-ribonucleotide Hydrocarbon derivative Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-formyl-alpha amino acid or derivatives N-formyl-alpha-amino acid N-substituted-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Secondary alcohol Secondary carboxylic acid amide Tetrahydrofuran N-glycosyl compound amido monocarboxylic acid amide ribose monophosphate Solid logp -2.28 ALOGPS logs -1.68 ALOGPS solubility 6.52e+00 g/l ALOGPS logp -3.9 ChemAxon pka_strongest_acidic 1.23 ChemAxon pka_strongest_basic -1.5 ChemAxon iupac {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 314.1865 ChemAxon mono_mass 314.0515166 ChemAxon smiles O[C@H]1[C@@H](O)[C@H](NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O ChemAxon formula C8H15N2O9P ChemAxon inchi InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1 ChemAxon inchikey VDXLUNDMVKSKHO-XVFCMESISA-N ChemAxon polar_surface_area 174.65 ChemAxon refractivity 60.25 ChemAxon polarizability 25.65 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Purine Metabolism SMP00050 map00230 Specdb::CMs 3082 Specdb::CMs 38014 Specdb::CMs 134679 Specdb::CMs 142413 Specdb::MsMs 28784 Specdb::MsMs 28785 Specdb::MsMs 28786 Specdb::MsMs 35342 Specdb::MsMs 35343 Specdb::MsMs 35344 Specdb::MsMs 2835972 Specdb::MsMs 2835973 Specdb::MsMs 2835974 Specdb::MsMs 2873669 Specdb::MsMs 2873670 Specdb::MsMs 2873671 Specdb::NmrOneD 267048 Specdb::NmrOneD 267049 Specdb::NmrOneD 267050 Specdb::NmrOneD 267051 Specdb::NmrOneD 267052 Specdb::NmrOneD 267053 Specdb::NmrOneD 267054 Specdb::NmrOneD 267055 Specdb::NmrOneD 267056 Specdb::NmrOneD 267057 Specdb::NmrOneD 267058 Specdb::NmrOneD 267059 Specdb::NmrOneD 267060 Specdb::NmrOneD 267061 Specdb::NmrOneD 267062 Specdb::NmrOneD 267063 Specdb::NmrOneD 267064 Specdb::NmrOneD 267065 Specdb::NmrOneD 267066 Specdb::NmrOneD 267067 HMDB01308 FGR Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Phosphoribosylformylglycinamidine synthase O15067 PFAS Trifunctional purine biosynthetic protein adenosine-3 P22102 GART