EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:88272 - azaribine

ChEBI IDCHEBI:88272
ChEBI Nameazaribine
Stars
DefinitionA N-glycosyl-1,2,4-triazine that is 6-azauridine acetylated at positions 2', 3' and 5' on the sugar ring. It is a prodrug for 6-azauridine and is used for treatment of psoriasis.
Last Modified22 February 2017
Submittermwilliams
DownloadsMolfile
FormulaC14H17N3O9
Net Charge0
Average Mass371.302
Monoisotopic Mass371.09648
SMILESCC(=O)OC[C@H]1O[C@@H](n2ncc(=O)nc2=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O
InChIInChI=1S/C14H17N3O9/c1-6(18)23-5-9-11(24-7(2)19)12(25-8(3)20)13(26-9)17-14(22)16-10(21)4-15-17/h4,9,11-13H,5H2,1-3H3,(H,16,21,22)/t9-,11-,12-,13-/m1/s1
InChIKeyQQOBRRFOVWGIMD-OJAKKHQRSA-N
Species of MetaboliteComponentSourceComments
Bacillus methanolicus MGA3 (ncbitaxon:796606)
- PubMed (26366644)
- MetaboLights (MTBLS228)
Roles Classification
Applications:
antipsoriatic  A drug used to treat psoriasis.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
azaribine (CHEBI:88272) has functional parent 6-azauridine (CHEBI:35668)
azaribine (CHEBI:88272) has role antipsoriatic (CHEBI:50748)
azaribine (CHEBI:88272) has role prodrug (CHEBI:50266)
azaribine (CHEBI:88272) is a N-glycosyl-1,2,4-triazine (CHEBI:48018)
azaribine (CHEBI:88272) is a acetate ester (CHEBI:47622)
IUPAC Name 
2-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione
INNs  Source
azaribineChemIDplus
azaribinaChemIDplus
azaribinumChemIDplus
Synonyms  Source
2-(2',3',5'-Triacetyl-beta-D-ribofuranosyl)-as-triazine-3,5-(2H,4H)-dioneChemIDplus
Triacetyl-6-azauridineChemIDplus
2-beta-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetateChemIDplus
6-Azauridine 2',3',5'-triacetateChemIDplus
2',3',5'-Tri-O-acetyl-6-azauridineChemIDplus
2',3',5'-Triacetyl-6-azauridineChemIDplus
Brand Name  Source
TriazureKEGG DRUG
Manual XrefsDatabases
D03029KEGG DRUG
LSM-20874LINCS
27DrugCentral
Registry NumbersSources
Reaxys:631776Reaxys
CAS:2169-64-4KEGG COMPOUND
CAS:2169-64-4ChemIDplus
Citations