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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:47:46 UTC
HMDB IDHMDB0000999
Secondary Accession Numbers
  • HMDB00999
Metabolite Identification
Common NamePhosphoribosylformylglycinamidine
DescriptionPhosphoribosylformylglycinamidine, also known as FGAM or formylglycinamidine ribonucleotide, 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. In humans, phosphoribosylformylglycinamidine is involved in the metabolic disorder called xanthinuria type I. Phosphoribosylformylglycinamidine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Phosphoribosylformylglycinamidine.
Structure
Data?1582752170
Synonyms
ValueSource
FGAMHMDB
Formylglycinamidine ribonucleotideHMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-beta-D-ribofuranosyl)-formamideHMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-beta-D-ribofuranosyl)formamideHMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-β-D-ribofuranosyl)-formamideHMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-β-D-ribofuranosyl)formamideHMDB
PhosphoribosylformylglycineamidineHMDB
PhosphoribosylformylglycinamidineHMDB
Chemical FormulaC8H16N3O8P
Average Molecular Weight313.203
Monoisotopic Molecular Weight313.067501485
IUPAC Name{[(2R,3S,4R,5R)-5-[N-(carbamimidoylmethyl)formamido]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-5-[N-(carbamimidoylmethyl)formamido]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid
CAS Registry Number37721-04-3
SMILES
NC(=N)CN(C=O)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C8H16N3O8P/c9-5(10)1-11(3-12)8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H3,9,10)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1
InChI KeyWQXXBAWHDQWCKL-XVFCMESISA-N
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
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
  • Tertiary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboximidamide
  • Carboxylic acid derivative
  • Carboxylic acid amidine
  • Amidine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022360
KNApSAcK IDNot Available
Chemspider ID62986231
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131878633
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDFPRAM
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Jayaram HN, Lui MS, Plowman J, Pillwein K, Reardon MA, Elliott WL, Weber G: Oncolytic activity and mechanism of action of a novel L-cysteine derivative, L-cysteine, ethyl ester, S-(N-methylcarbamate) monohydrochloride. Cancer Chemother Pharmacol. 1990;26(2):88-92. [PubMed:2347042 ]
  2. Maegawa T, Karasawa T, Ohta T, Wang X, Kato H, Hayashi H, Nakamura S: Linkage between toxin production and purine biosynthesis in Clostridium difficile. J Med Microbiol. 2002 Jan;51(1):34-41. [PubMed:11800470 ]

Enzymes

General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
GART
Uniprot ID:
P22102
Molecular weight:
107766.295
Reactions
Adenosine triphosphate + Phosphoribosylformylglycinamidine → ADP + Phosphate + 5-Aminoimidazole ribonucleotidedetails
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
PFAS
Uniprot ID:
O15067
Molecular weight:
144733.165
Reactions
Adenosine triphosphate + 5'-Phosphoribosyl-N-formylglycinamide + Glutamine + Water → ADP + Phosphate + Phosphoribosylformylglycinamidine + Glutamic aciddetails