Compound
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide
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.
Definition from ChEBI (CHEBI:58475), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C9H13N4O8P
- Mass
- 336.197 g/mol
- Charge
- -2
- InChIKey
- NOTGFIUVDGNKRI-UUOKFMHZSA-L
- SMILES
- [H][C@]1(COP(=O)([O-])[O-])O[C@@]([H])(n2cnc(C(N)=O)c2N)[C@H](O)[C@@H]1O
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Chemical structure
- 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-thiocarboxamide has the functional parent 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamideCompoundChEBI CHEBI:145873Inferred only
Statements
8 statements
8 statements · 2 reference databases · Subject: 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide · Sources: Human-GEM, Rhea
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is a substrate of ADSLProteinRhea RHEA:23920Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is a substrate of ADSLProteinHuman-GEM MAR04812Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is a substrate of ATICProteinRhea RHEA:59144Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is a substrate of ATICProteinHuman-GEM MAR04814Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is a substrate of ATICProteinRhea RHEA:22192Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is transported by SLC19A1ProteinRhea RHEA:60460Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is transported by SLC19A1ProteinRhea RHEA:60464Inferred only
- 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide is transported by SLC19A1ProteinRhea RHEA:60468Inferred only
Reactions
15 reactions
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+fumaric acid(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate
Catalysed by ADSL
Reaction pageReversibleBalancedEC 4.3.2.2cytosol
Human-GEM MAR04812CC BY 4.0Reference data
10-formyltetrahydrofolic acid+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamideCHEBI:18381+5,6,7,8-tetrahydrofolic acid
Catalysed by ATIC
Reaction pageReversibleBalancedEC 2.1.2.3cytosol
Human-GEM MAR04814CC BY 4.0Reference data
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide
Reaction pageReversibleBalancedEC 1.1.1.44extracellular space, cytosol
Human-GEM MAR09007CC BY 4.0Reference data
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09027CC BY 4.0Reference data
(6R)-10-formyltetrahydrofolate+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide+(6S)-5,6,7,8-tetrahydrofolate
Catalysed by ATIC
Reaction pageLeft to rightBalanced
Rhea RHEA:22192CC BY 4.0Reference data
(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+fumaric acid
Catalysed by ADSL
Reaction pageDirection not assertedBalanced
Rhea RHEA:23920CC BY 4.0Reference data
CHEBI:58525+L-glutamineCHEBI:58278+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+L-glutamate(1-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:24793CC BY 4.0Reference data
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+formate+ATP(4-)5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide+ADP(3-)+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:24836CC BY 4.0Reference data
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+diphosphate(3-)CHEBI:2030+5-phospho-alpha-D-ribose 1-diphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:31135CC BY 4.0Reference data
CHEBI:58525+ammoniumCHEBI:58278+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+water+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:45184CC BY 4.0Reference data
10-formyldihydrofolate+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide+7,8-dihydrofolate
Catalysed by ATIC
Reaction pageLeft to rightBalanced
Rhea RHEA:59144CC BY 4.0Reference data
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+(6S)-5-methyl-5,6,7,8-tetrahydrofolate5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide+(6S)-5-methyl-5,6,7,8-tetrahydrofolate
Transported by SLC19A1
Reaction pageLeft to rightBalanced
Rhea RHEA:60460CC BY 4.0Reference data
Where it reaches
1 system, 1 region, 1 tissue, 1 transporter route — routes, not measurements: transporters known to carry 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide are expressed there, and no source reports it arriving.
Loading the model…
Other names
3 names
Resolves to: 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide
- Also called
- 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide dianion
- Systematic name
- 5-amino-1-(5-O-phosphonato-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide5-amino-1-(5-O-phosphonato-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide