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AICA ribonucleotide (CHEBI:18406)

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ChEBI Name AICA ribonucleotide
ChEBI ID CHEBI:18406
Definition A 1-(phosphoribosyl)imidazolecarboxamide that is acadesine in which the hydroxy group at the 5' position has been converted to its monophosphate derivative.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:573, CHEBI:18966, CHEBI:40739, CHEBI:12102
Supplier Information
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Formula Source
C9H15N4O8P ChEBI
Net Charge 0
Average Mass 338.21120
InChI
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
InChIKey
NOTGFIUVDGNKRI-UUOKFMHZSA-N
SMILES
NC(=O)c1ncn([C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)c1N
Metabolite of Species Source
Isolated from Arabidopsis thaliana (NCBI:3702) DOI
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Application(s): cardiovascular drug
A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing AICA ribonucleotide (CHEBI:18406) has functional parent acadesine (CHEBI:28498)
AICA ribonucleotide (CHEBI:18406) has role Escherichia coli metabolite (CHEBI:76971)
AICA ribonucleotide (CHEBI:18406) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
AICA ribonucleotide (CHEBI:18406) has role cardiovascular drug (CHEBI:35554)
AICA ribonucleotide (CHEBI:18406) has role human metabolite (CHEBI:77746)
AICA ribonucleotide (CHEBI:18406) has role plant metabolite (CHEBI:76924)
AICA ribonucleotide (CHEBI:18406) is a 1-(phosphoribosyl)imidazolecarboxamide (CHEBI:37290)
AICA ribonucleotide (CHEBI:18406) is a aminoimidazole (CHEBI:22512)
AICA ribonucleotide (CHEBI:18406) is conjugate acid of 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475)
Incoming 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2−) (CHEBI:58475) is conjugate base of AICA ribonucleotide (CHEBI:18406)
IUPAC Name
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
Synonyms Sources
1-(5'-phosphoribosyl)-5-amino-4-imidazolecarboxamide ChEBI
1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide KEGG COMPOUND
5'-phospho-ribosyl-5-amino-4-imidazole carboxamide ChEBI
5'-Phospho-ribosyl-5-amino-4-imidazole carboxamide KEGG COMPOUND
5'-phosphoribosyl-5-amino-4-imidazolecarboxamide ChEBI
5'-Phosphoribosyl-5-amino-4-imidazolecarboxamide KEGG COMPOUND
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide ChEBI
5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide KEGG COMPOUND
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide ChEBI
5-aminoimidazole-4-carboxamide ribotide ChEBI
5-Aminoimidazole-4-carboxamide ribotide KEGG COMPOUND
5-phosphoribosyl-4-carbamoyl-5-aminoimidazole ChEBI
5-Phosphoribosyl-4-carbamoyl-5-aminoimidazole KEGG COMPOUND
acadesine 5'-monophosphate ChEBI
Aica ribonucleotide ChemIDplus
AICA-ribonucleotide ChEBI
AICAR
Note: (2014-05-21) Note that this synonym is case sensitive: AICAr is used to refer to the nucleoside (lacking the 5'-phosphate group) while AICAR refers to the nucleotide (i.e. with the 5'-phosphate group).
KEGG COMPOUND
Database Links Databases
AICA_ribonucleotide Wikipedia
AMZ PDBeChem
C00007383 KNApSAcK
C04677 KEGG COMPOUND
DB01700 DrugBank
ECMDB01517 ECMDB
HMDB01517 HMDB
YMDB01481 YMDB
View more database links
Registry Numbers Types Sources
3031-94-5 CAS Registry Number KEGG COMPOUND
52565 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23988673 PubMed citation CiteXplore
25078608 PubMed citation CiteXplore
8227467 PubMed citation CiteXplore
Last Modified
03 September 2014

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