Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:25:57 UTC
Update Date2022-08-31 13:41:50 UTC
Metabolite IDMMDBc0029526
Metabolite Identification
Common NamePhosphoribosylformylglycineamidine
Description5-Phosphoribosyl-n-formylglycineamidine is part of the 5-aminoimidazole ribonucleotide biosynthesis pathway. 5-amino-1-(5-phospho-D-ribosyl)imidazole (AIR) is a key intermediate in the biosynthesis of purine nocleotides and thiamine. It is synthesized from 5-phospho-alpha-D-ribose 1-diphosphate (PRPP) in 5 steps, catalyzed by the enzymes amidophosphoribosyl transferase, phosphoribosylamine-glycine ligase, phosphoribosylglycinamide formyltransferase, phosphoribosylformylglycinamide synthetase and phosphoribosylformylglycinamide cyclo-ligase.
Structure
Synonyms
ValueSource
1-(5'-Phosphoribosyl)-N-formylglycinamidineKegg
5'-PhosphoribosylformylglycinamidineKegg
2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidineKegg
5'-Phosphoribosyl-N-formylglycinamidineKEGG
5'-Phosphoribosyl-N-formyl glycineamidineHMDB
FGAMHMDB
1-(5’-Phosphoribosyl)-N-formylglycinamidineHMDB
2-(Formamido)-N1-(5'-phosphoribosyl)acetamidineHMDB
2-(Formamido)-N1-(5’-phosphoribosyl)acetamidineHMDB
2-Formamido-N(1)-(5-O-phosphonato-D-ribosyl)acetamidineHMDB
5'-Phosphoribosyl-alpha-N-formylglycineamidineHMDB
5'-Phosphoribosyl-α-N-formylglycineamidineHMDB
5’-Phosphoribosyl-N-formyl glycineamidineHMDB
5’-Phosphoribosyl-N-formylglycinamidineHMDB
5’-Phosphoribosyl-α-N-formylglycineamidineHMDB
5’-PhosphoribosylformylglycinamidineHMDB
N-[2-Imino-2-[(5-O-phosphono-beta-D-ribofuranosyl)amino]ethyl]formamideHMDB
N-[2-Imino-2-[(5-O-phosphono-β-D-ribofuranosyl)amino]ethyl]formamideHMDB
PhosphoribosylformylglycineamidineHMDB
Formylglycinamidine ribonucleotideHMDB
PhosphoribosylformylglycinamidineHMDB
Molecular FormulaC8H16N3O8P
Average Mass313.2017
Monoisotopic Mass313.067501015
IUPAC Name{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxyphosphonic acid
CAS Registry Number37721-04-3
SMILES
O[C@H]1[C@@H](O)[C@H](NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O
InChI Identifier
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
InChI KeyPMCOGCVKOAOZQM-XVFCMESISA-N