CHEBI:137981 - 5-amino-1-(5-phosphonato-β-D-ribosyl)imidazol-3-ium

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ChEBI Name 5-amino-1-(5-phosphonato-β-D-ribosyl)imidazol-3-ium
ChEBI ID CHEBI:137981
ChEBI ASCII Name 5-amino-1-(5-phosphonato-beta-D-ribosyl)imidazol-3-ium
Definition An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups as well as protonation of the endocyclic nitrogen at position 3 in the imidazole ring of 5-amino-1-(5-phospho-β-D-ribosyl)imidazole. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C8H13N3O7P
Net Charge -1
Average Mass 294.179
Monoisotopic Mass 294.04966
InChI InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/p-1/t4-,6-,7-,8-/m1/s1
InChIKey PDACUKOKVHBVHJ-XVFCMESISA-M
SMILES O1[C@@H]([C@H]([C@H]([C@@H]1N2C(=C[NH+]=C2)N)O)O)COP(=O)([O-])[O-]
ChEBI Ontology
Outgoing 5-amino-1-(5-phosphonato-β-D-ribosyl)imidazol-3-ium (CHEBI:137981) is a organophosphate oxoanion (CHEBI:58945)
5-amino-1-(5-phosphonato-β-D-ribosyl)imidazol-3-ium (CHEBI:137981) is conjugate base of 5-amino-1-(5-phospho-β-D-ribosyl)imidazole (CHEBI:138560)
Incoming 5-amino-1-(5-phospho-β-D-ribosyl)imidazole (CHEBI:138560) is conjugate acid of 5-amino-1-(5-phosphonato-β-D-ribosyl)imidazol-3-ium (CHEBI:137981)
IUPAC Name
5-amino-1-(5-O-phosphonato-β-D-ribofuranosyl)-1H-imidazol-3-ium
Synonym Source
5-amino-1-(5-phospho-β-D-ribosyl)imidazole UniProt
Manual Xref Database
5-PHOSPHORIBOSYL-5-AMINOIMIDAZOLE MetaCyc
View more database links
Citations
Ostanin KV, Alenin VV, Domkin VD, Smirnov MN (1989)
[Isolation and properties of phosphoribosyl-aminoimidazole-succinocarboxyamide-synthestase from Saccharomyces cerevisiae yeasts].
Biokhimiia (Moscow, Russia) 54, 1265-1273 (Source: SUBMITTER) [PubMed:2684279]
[show Abstract]
Schrimsher JL, Schendel FJ, Stubbe J, Smith JM (1986)
Purification and characterization of aminoimidazole ribonucleotide synthetase from Escherichia coli.
Biochemistry 25, 4366-4371 (Source: SUBMITTER) [PubMed:3530323]
[show Abstract]
Last Modified
28 September 2017