CHEBI:142416 - 5-aminoimidazole ribonucleoside

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5-aminoimidazole ribonucleoside
ChEBI ID CHEBI:142416
Definition A 1-ribosylimidazole that is 5-aminoimidazole in which the hydrogen at position 1 has been replaced by a β-D-ribofuranosyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40650
Supplier Information
Download Molfile XML SDF
Formula C8H13N3O4
Net Charge 0
Average Mass 215.207
Monoisotopic Mass 215.09061
InChI InChI=1S/C8H13N3O4/c9-5-1-10-3-11(5)8-7(14)6(13)4(2-12)15-8/h1,3-4,6-8,12-14H,2,9H2/t4-,6-,7-,8-/m1/s1
InChIKey NKYAAYKKNSYIIW-XVFCMESISA-N
SMILES O1[C@@H]([C@H]([C@H]([C@@H]1N2C(=CN=C2)N)O)O)CO
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-aminoimidazole ribonucleoside (CHEBI:142416) is a 1-ribosylimidazole (CHEBI:37293)
5-aminoimidazole ribonucleoside (CHEBI:142416) is a aminoimidazole (CHEBI:22512)
5-aminoimidazole ribonucleoside (CHEBI:142416) is a primary amino compound (CHEBI:50994)
5-aminoimidazole ribonucleoside (CHEBI:142416) is a ribonucleoside (CHEBI:18254)
5-aminoimidazole ribonucleoside (CHEBI:142416) is conjugate base of 5-aminoimidazol-3-ium ribonucleoside (CHEBI:142407)
Incoming 5-aminoimidazol-3-ium ribonucleoside (CHEBI:142407) is conjugate acid of 5-aminoimidazole ribonucleoside (CHEBI:142416)
IUPAC Name
1-β-D-ribofuranosyl-1H-imidazol-5-amine
Synonyms Sources
1-(β-D-ribofuranosyl)imidazol-5-amine ChEBI
1-(ribosyl)-5-aminoimidazole MetaCyc
1-β-D-ribofuranosyl-1H-imidazol-5-amine PDBeChem
1-ribosylimidazol-5-amine ChEBI
5-amino-1-(β-D-ribofuranose)imidazole ChEBI
5-amino-1-(β-D-ribofuranosyl)imidazole ChEBI
5-amino-1-(β-D-ribosyl)imidazole ChEBI
5-amino-1-(D-ribosyl)imidazole MetaCyc
5-aminoimidazole riboside MetaCyc
ribosyl-5-aminoimidazole MetaCyc
Manual Xrefs Databases
AIS PDBeChem
CPD-21378 MetaCyc
View more database links
Registry Number Type Source
3614647 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12486071 PubMed citation SUBMITTER
15458630 PubMed citation SUBMITTER
2203477 PubMed citation Europe PMC
24546169 PubMed citation Europe PMC
3080998 PubMed citation Europe PMC
3174626 PubMed citation Europe PMC
5326092 PubMed citation Europe PMC
779649 PubMed citation Europe PMC
Last Modified
11 October 2018