Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:36:38 UTC
Update Date2024-10-13 08:35:14 UTC
Metabolite IDMMDBc0029664
Metabolite Identification
Common NameAICAR
DescriptionAICAR (5-amino-4-carboxamide imidazole riboside 5'-phosphate), is a by-product of histidine biosynthesis, and its (ribo)triphosphate derivative, ZTP, has been detected in E. coli. It is also an intermediate in the generation of inosine monophosphate. The purH gene product catalyzes the conversion of 5-aminoimidazole-4-carboxamide ribonucleotide (AICAR) to 5-form-aminoimidazole-4-carboxamide ribonucleotide (FAICAR) and inosine.
Structure
Synonyms
ValueSource
1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamideChEBI
5'-Phospho-ribosyl-5-amino-4-imidazole carboxamideChEBI
5'-Phosphoribosyl-5-amino-4-imidazolecarboxamideChEBI
5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamideChEBI
5-Aminoimidazole-4-carboxamide ribotideChEBI
5-Phosphoribosyl-4-carbamoyl-5-aminoimidazoleChEBI
Acadesine 5'-monophosphateChEBI
AICA-RibonucleotideChEBI
5-Amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamideKegg
Acadesine 5'-monophosphoric acidGenerator
5-Amino-1-(5-phospho-b-D-ribosyl)imidazole-4-carboxamideGenerator
5-Amino-1-(5-phospho-β-D-ribosyl)imidazole-4-carboxamideGenerator
5'-p-Ribosyl-5-amino-4-imidazole carboxamideHMDB
5'-Phosphoribosyl-5-amino-4-imidazole carboxamideHMDB
5-Amino-4-imidazolecarboxamide ribotideHMDB
AICA RibonucleotideHMDB
Aminoimidazole carboxamide ribonucleotideHMDB
Z-NucleotideHMDB
4-Carboxy-5-aminoimidazole ribotideHMDB
5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide monophosphateHMDB
5-Amino-4-imidazolecarboxamide ribofuranoside 5'-monophosphateHMDB
AICA Ribonucleotide, (D-ribofuranosyl)-isomerHMDB
AICAriboside 5'-monophosphateHMDB
CAIRHMDB
ZMPHMDB
(2R,3S,4R,5R)-5-(4-Carbam0yl-5-aminoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yljmethyl dihydrogen phosphateHMDB
5'-Phospho-beta-D-ribosyl-5-amino-4-imidazolecarboxamideHMDB
5'-Phospho-β-D-ribosyl-5-amino-4-imidazolecarboxamideHMDB
5-Amino-1-(5'-phosphofuranoribosyl)-4-imidazolecarboxamideHMDB
5-Amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamideHMDB
5-Amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamideHMDB
5-Amino-1-(5’-phosphofuranoribosyl)-4-imidazolecarboxamideHMDB
5-Amino-1beta-D-ribofuranosylimidazole-4-carboxamide 5'-phosphateHMDB
5-Amino-1β-D-ribofuranosylimidazole-4-carboxamide 5'-phosphateHMDB
5-Amino-1β-D-ribofuranosylimidazole-4-carboxamide 5’-phosphateHMDB
5-Amino-4-imidazolecarboxamide ribonucleoside 5'-monophosphateHMDB
5-Amino-4-imidazolecarboxamide ribonucleoside 5’-monophosphateHMDB
5-Amino-4-imidazolecarboxamide ribonucleotideHMDB
5-Amino-4-imidazolecarboxamide riboside 5'-monophosphateHMDB
5-Amino-4-imidazolecarboxamide riboside 5’-monophosphateHMDB
5-Aminoimidazole-4-carboxamide ribonucleotideHMDB
5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphateHMDB
5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5’-monophosphateHMDB
5’-Phospho-β-D-ribosyl-5-amino-4-imidazolecarboxamideHMDB
5’-Phosphoribosyl-5-amino-4-imidazolecarboxamideHMDB
AICA RibotideHMDB
AICARHMDB
AICAR (5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate)HMDB
AICAR (5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5'-monophosphate)HMDB
AICAR (5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5’-monophosphate)HMDB
Acadesine 5’-monophosphateHMDB
Aminoimidazolecarboxamide ribonucleotideHMDB
Molecular FormulaC9H15N4O8P
Average Mass338.2112
Monoisotopic Mass338.062749988
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number3031-94-5
SMILESNot Available
InChI Identifier
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)/t3-,5-,6-,9-/m1/s1
InChI KeyNOTGFIUVDGNKRI-UUOKFMHZSA-N