CHEBI:180483 - ribavirin carboxylic acid

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ChEBI Name ribavirin carboxylic acid
ChEBI ID CHEBI:180483
Definition A 1-ribosyltriazole that is ribavirin in which the carbamoyl group at position 3 is replaced by a carboxy group. It is a catabolite and impurity of ribavirin.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
Download Molfile XML SDF
Formula C8H11N3O6
Net Charge 0
Average Mass 245.191
Monoisotopic Mass 245.06479
InChI InChI=1S/C8H11N3O6/c12-1-3-4(13)5(14)7(17-3)11-2-9-6(10-11)8(15)16/h2-5,7,12-14H,1H2,(H,15,16)/t3-,4-,5-,7-/m1/s1
InChIKey JGRLGSOSBSHJIR-FNKGTGPASA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC(=N1)C(O)=O
Roles Classification
Chemical Role(s): impurity
A chemical role played by any unwanted chemical substance inside a confined amount of liquid, gas, or solid, which differs from the chemical composition of the material or compound. For example, an impurity can be an undesired by-product of a chemical reaction or manufacturing process, a drug contaminant, or can be created upon degradation during storage.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): drug metabolite

View more via ChEBI Ontology
ChEBI Ontology
Outgoing ribavirin carboxylic acid (CHEBI:180483) has role drug metabolite (CHEBI:49103)
ribavirin carboxylic acid (CHEBI:180483) has role impurity (CHEBI:143130)
ribavirin carboxylic acid (CHEBI:180483) is a 1-ribosyltriazole (CHEBI:63594)
ribavirin carboxylic acid (CHEBI:180483) is a aromatic carboxylic acid (CHEBI:33859)
ribavirin carboxylic acid (CHEBI:180483) is a monocarboxylic acid (CHEBI:25384)
ribavirin carboxylic acid (CHEBI:180483) is conjugate acid of ribavirin carboxylate (CHEBI:189551)
Incoming ribavirin carboxylate (CHEBI:189551) is conjugate base of ribavirin carboxylic acid (CHEBI:180483)
IUPAC Name
1-β-D-ribofuranosyl-1H-1,2,4-triazole-3-carboxylic acid
Synonyms Sources
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-1,2,4-triazole-3-carboxylic acid IUPAC
ribavirin related compound A ChEBI
ribavirin specified impurity A ChemIDplus
Manual Xref Database
20038397 ChemSpider
View more database links
Registry Number Type Source
39925-19-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17379518 PubMed citation Europe PMC
222909 PubMed citation Europe PMC
280136 PubMed citation SUBMITTER
Last Modified
27 January 2022