Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:33:48 UTC
Update Date2024-04-30 19:38:45 UTC
Metabolite IDMMDBc0029597
Metabolite Identification
Common Name5-Aminoimidazole ribonucleotide
Description5-aminoimidazole ribonucleotide (AIR), is an intermediate of purine nucleotide biosynthesis, the precursor to 4-amino-2-methyl-5-hydroxymethylpyrimidine (HMP), the first product of the pyrimidine biosynthesis in a reaction mediated by the enzyme HMP-P kinase (ThiD). HMP is a precursor of thiamin phosphate (TMP), and subsequently to thiamin pyrophosphate (TPP), an essential cofactor in all living systems that plays a central role in metabolism. (PMID: 15326535 ) 5-Aminoimidazole ribonucleotide is a substrate for Scaffold attachment factor B2, Multifunctional protein ADE2, Serine/threonine-protein kinase Chk1, Vinexin, Trifunctional purine biosynthetic protein adenosine-3, Antileukoproteinase 1 and Scaffold attachment factor B.
Structure
Synonyms
ValueSource
1-(5'-Phosphoribosyl)-5-aminoimidazoleChEBI
1-(5-Phospho-D-ribosyl)-5-aminoimidazoleChEBI
5'-Phosphoribosyl-5-aminoimidazoleChEBI
5-Amino-1-beta-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazoleChEBI
5-Amino-1-ribofuranosylimidazole 5'-phosphateChEBI
AIRChEBI
Aminoimidazole ribonucleotideChEBI
Aminoimidazole ribotideChEBI
PhosphoribosylaminoimidazoleChEBI
5-Amino-1-(5-phospho-D-ribosyl)imidazoleKegg
5-Amino-1-(5-phospho-beta-D-ribosyl)imidazoleKegg
5-Amino-1-b-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazoleGenerator
5-Amino-1-b-D-ribofuranosyl-5'-(dihydrogen phosphoric acid)-imidazoleGenerator
5-Amino-1-beta-D-ribofuranosyl-5'-(dihydrogen phosphoric acid)-imidazoleGenerator
5-Amino-1-β-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazoleGenerator
5-Amino-1-β-D-ribofuranosyl-5'-(dihydrogen phosphoric acid)-imidazoleGenerator
5-Amino-1-ribofuranosylimidazole 5'-phosphoric acidGenerator
5-Amino-1-(5-phospho-b-D-ribosyl)imidazoleGenerator
5-Amino-1-(5-phospho-β-D-ribosyl)imidazoleGenerator
5-Aminoimidazole ribotideHMDB
Aminoimidazole ribotide, (beta-D-ribofuranosyl)-isomerHMDB
Aminoimidazole ribotide, (alpha-D-ribofuranosyl)-isomerHMDB
Aminoimidazole ribotide, phosphonoribofuranosyl-isomerHMDB
Molecular FormulaC8H14N3O7P
Average Mass295.1864
Monoisotopic Mass295.056936329
IUPAC Name{[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
Traditional Name5-aminoimidazole ribotide
CAS Registry Number25635-88-5
SMILES
NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1
InChI KeyPDACUKOKVHBVHJ-XVFCMESISA-N