CHEBI:88272 - azaribine

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ChEBI Name azaribine
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H17N3O9
Net Charge 0
Average Mass 371.300
Monoisotopic Mass 371.09648
InChI InChI=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
SMILES N=1N(C(NC(C1)=O)=O)[C@@H]2O[C@@H]([C@H]([C@H]2OC(=O)C)OC(C)=O)COC(C)=O
Metabolite of Species Details
Bacillus methanolicus MGA3 (NCBI:txid796606) See: MetaboLights Study
Bacillus methanolicus MGA3 (NCBI:txid796606) See: PubMed
Roles Classification
Application(s): antipsoriatic
A drug used to treat psoriasis.
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing 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)
INNs Sources
azaribina ChemIDplus
azaribine ChemIDplus
azaribinum ChemIDplus
Synonyms Sources
2',3',5'-Tri-O-acetyl-6-azauridine ChemIDplus
2',3',5'-Triacetyl-6-azauridine ChemIDplus
2-(2',3',5'-Triacetyl-beta-D-ribofuranosyl)-as-triazine-3,5-(2H,4H)-dione ChemIDplus
2-beta-D-Ribofuranosyl-as-triazine-3,5(2H,4H)-dione 2',3',5'-triacetate ChemIDplus
6-Azauridine 2',3',5'-triacetate ChemIDplus
Triacetyl-6-azauridine ChemIDplus
Brand Name Source
Triazure KEGG DRUG
Manual Xrefs Databases
27 DrugCentral
View more database links
Registry Numbers Types Sources
2169-64-4 CAS Registry Number ChemIDplus
631776 Beilstein Registry Number ChemIDplus
631776 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1036874 PubMed citation Europe PMC
1096923 PubMed citation Europe PMC
11600283 PubMed citation Europe PMC
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14023746 PubMed citation Europe PMC
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5137963 PubMed citation Europe PMC
5171778 PubMed citation Europe PMC
5911950 PubMed citation Europe PMC
6198500 PubMed citation Europe PMC
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8570536 PubMed citation Europe PMC
Last Modified
22 February 2017