Compound

(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate

An organophosphate oxoanion that is the tetraanionic form of SAICAR. It is the major species at pH 7.3.

Definition from ChEBI (CHEBI:58443), read 2026-09-23. CC BY 4.0.

CHEBI:58443ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C13H15N4O12P
Mass: 450.253 g/mol
Charge: -4
InChIKey: NAQGHJTUZRHGAC-ZZZDFHIKSA-J
SMILES: [H][C@]1(COP(=O)([O-])[O-])O[C@@]([H])(n2cnc(C(=O)N[C@@H](CC(=O)[O-])C(=O)[O-])c2N)[C@H](O)[C@@H]1O
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Statements

3 statements

3 statements · 2 reference databases · Subject: (2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate · Sources: Human-GEM, Rhea

Order

(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate is a substrate of ADSLProteinRhea RHEA:23920Inferred only
(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate is a substrate of ADSLProteinHuman-GEM MAR04812Inferred only
(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate is a substrate of PAICSProteinRhea RHEA:22628Inferred only

Reactions

4 reactions

5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylic acid+L-aspartate+ATPADP+proton+phosphate(3-)+(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate
Catalysed by PAICS
Reaction pageLeft to rightBalancedEC 6.3.2.6GO:0005829
Human-GEM MAR04810CC BY 4.0Reference data
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 4.3.2.2GO:0005829
Human-GEM MAR04812CC BY 4.0Reference data
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate+L-aspartate+ATP(4-)(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate+ADP(3-)+hydrogenphosphate+2hydron
Catalysed by PAICS
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:22628CC 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 assertedBalance undeterminable
Rhea RHEA:23920CC BY 4.0Reference data

Other names

4 names

Resolves to: (2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate

Systematic name: (2S)-2-[5-amino-1-(5-O-phosphonato-beta-D-ribosyl)imidazole-4-carboxamido]succinate(2S)-2-[5-amino-1-(5-O-phosphonato-β-D-ribosyl)imidazole-4-carboxamido]succinate5-amino-N-[(1S)-1,2-dicarboxylatoethyl]-1-(5-O-phosphonato-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide5-amino-N-[(1S)-1,2-dicarboxylatoethyl]-1-(5-O-phosphonato-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide