CHEBI:58475 - 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−)
ChEBI ID CHEBI:58475
ChEBI ASCII Name 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-)
Definition An organophosphate oxoanion resulting from the removal of both protons from the phosphate group of 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide. It is the major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
more structures >>
Formula C9H13N4O8P
Net Charge -2
Average Mass 336.19640
Monoisotopic Mass 336.04820
InChI InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/p-2/t3-,5-,6-,9-/m1/s1
InChIKey NOTGFIUVDGNKRI-UUOKFMHZSA-L
SMILES NC(=O)c1ncn([C@@H]2O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]2O)c1N
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475) has role human metabolite (CHEBI:77746)
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475) is a organophosphate oxoanion (CHEBI:58945)
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475) is conjugate base of AICA ribonucleotide (CHEBI:18406)
Incoming 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-thiocarboxamide(2−) (CHEBI:145873) has functional parent 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475)
AICA ribonucleotide (CHEBI:18406) is conjugate acid of 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475)
IUPAC Name
5-amino-1-(5-O-phosphonato-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
Synonyms Sources
5-amino-1-(5-phospho-β-D-ribosyl)imidazole-4-carboxamide UniProt
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide dianion ChEBI
Registry Number Type Source
6669264 Beilstein Registry Number Beilstein
Last Modified
16 October 2017