5'-Phosphoribosylformylglycinamidine

5'-Phosphoribosylformylglycinamidine

IUPAC name [(2R,3S,4R,5R)-5-[(1-Amino-2-formamidoethylidene)amino]-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Identifiers
CAS number	6157-85-3
PubChem	5462266
ChemSpider	17216355^Y
Jmol-3D images	Image 1 Image 2
SMILES C([C@@H]1[C@H]([C@H]([C@@H](O1)/N=C(/CNC=O)\N)O)O)OP(=O)(O)O O[C@H]1[C@@H](O)[C@H](NC(=N)NC=O)O[C@@H]1OP(=O)(O)O
InChI InChI=1S/C6H12N3O8P/c7-6(8-1-10)9-4-2(11)3(12)5(16-4)17-18(13,14)15/h1-5,11-12H,(H2,13,14,15)(H3,7,8,9,10)/t2-,3+,4-,5-/m1/s1^Y Key: OKXISSDNJVDCJE-KKQCNMDGSA-N^Y InChI=1/C6H12N3O8P/c7-6(8-1-10)9-4-2(11)3(12)5(16-4)17-18(13,14)15/h1-5,11-12H,(H2,13,14,15)(H3,7,8,9,10)/t2-,3+,4-,5-/m1/s1 Key: OKXISSDNJVDCJE-KKQCNMDGBB
Properties
Molecular formula	C₈H₁₆N₃O₈P
Molar mass	313.20 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

5'-Phosphoribosylformylglycinamidine (or FGAM) is an intermediate in the synthesis of purines.

Anabolism	R5P→IMP: R5P · PRPP · PRA · GAR · FGAR · FGAM · AIR · CAIR · SAICAR · AICAR · FAICAR IMP→AMP: Adenylosuccinate IMP→GMP: Xanthosine monophosphate

Catabolism	Hypoxanthine · Xanthine · Uric acid · 5-Hydroxyisourate

Anabolism	Carbamoyl phosphate · Carbamoyl aspartic acid · 4,5-Dihydroorotic acid · Orotic acid · Orotidine 5'-monophosphate · Uridine monophosphate

Catabolism	uracil: Dihydrouracil · 3-Ureidopropionic acid · β-Alanine thymine: Dihydrothymine · β-Ureidoisobutyric acid · 3-Aminoisobutyric acid

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i