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CHEBI:18319 - SAICAR

ChEBI IDCHEBI:18319
ChEBI NameSAICAR
Stars
DefinitionA 1-(phosphoribosyl)imidazolecarboxamide resulting from the formal condesation of the darboxy group of 5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid with the amino group of L-aspartic acid.
Secondary ChEBI IDsCHEBI:572, CHEBI:11028, CHEBI:18965, CHEBI:78110
Last Modified9 December 2024
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC13H19N4O12P
Net Charge0
Average Mass454.285
Monoisotopic Mass454.07371
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
InChIInChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1
InChIKeyNAQGHJTUZRHGAC-ZZZDFHIKSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
SAICAR (CHEBI:18319) has functional parent succinic acid (CHEBI:15741)
SAICAR (CHEBI:18319) has role Escherichia coli metabolite (CHEBI:76971)
SAICAR (CHEBI:18319) has role mouse metabolite (CHEBI:75771)
SAICAR (CHEBI:18319) is a 1-(phosphoribosyl)imidazolecarboxamide (CHEBI:37290)
SAICAR (CHEBI:18319) is conjugate acid of SAICAR(4−) (CHEBI:58443)
Incoming Relation(s)
SAICAR(4−) (CHEBI:58443) is conjugate base of SAICAR (CHEBI:18319)
IUPAC Names 
(2S)-2-[5-amino-1-(5-O-phosphono-β-D-ribosyl)imidazole-4-carboxamido]succinic acid
N-{[5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazol-4-yl]carbonyl}-L-aspartic acid
Synonyms  Source
1-(5'-Phosphoribosyl)-4-(N-succinocarboxamide)-5-aminoimidazoleKEGG COMPOUND
1-(5'-Phosphoribosyl)-5-amino-4-(N-succinocarboxamide)-imidazoleKEGG COMPOUND
5'-Phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazoleKEGG COMPOUND
(S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinateKEGG COMPOUND
SAICARKEGG COMPOUND
SAICA ribosideChEBI
Manual XrefsDatabases
C04823KEGG COMPOUND
HMDB0000797HMDB
PhosphoribosylaminoimidazolesuccinocarboxamideWikipedia
P-RIBOSYL-4-SUCCCARB-AMINOIMIDAZOLEMetaCyc
Registry NumbersSources
CAS:3031-95-6KEGG COMPOUND
CAS:3031-95-6ChemIDplus
Citations