CHEBI:90284 - pirazofurin

ChEBI IDCHEBI:90284
ChEBI Namepirazofurin
Stars
DefinitionA C-glycosyl compound that is 4-hydroxy-1H-pyrazole-5-carboxamide in which the hydrogen at position 3 has been replaced by a β-D-ribofuranosyl group.
Last Modified9 November 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC9H13N3O6
Net Charge0
Average Mass259.218
Monoisotopic Mass259.08044
SMILESNC(=O)c1nnc([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1O
InChIInChI=1S/C9H13N3O6/c10-9(17)4-6(15)3(11-12-4)8-7(16)5(14)2(1-13)18-8/h2,5,7-8,13-16H,1H2,(H2,10,17)(H,11,12)/t2-,5-,7-,8+/m1/s1
InChIKeyXESARGFCSKSFID-FLLFQEBCSA-N
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 4.1.1.23 (orotidine-5'-phosphate decarboxylase) inhibitor  Any EC 4.1.1.* (carboxy-lyase) inhibitor that interferes with the action of orotidine-5'-phosphate decarboxylase (EC 4.1.1.23).
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
pirazofurin (CHEBI:90284) has functional parent β-D-ribose (CHEBI:47002)
pirazofurin (CHEBI:90284) has role antimetabolite (CHEBI:35221)
pirazofurin (CHEBI:90284) has role antimicrobial agent (CHEBI:33281)
pirazofurin (CHEBI:90284) has role antineoplastic agent (CHEBI:35610)
pirazofurin (CHEBI:90284) has role EC 4.1.1.23 (orotidine-5'-phosphate decarboxylase) inhibitor (CHEBI:90285)
pirazofurin (CHEBI:90284) is a C-glycosyl compound (CHEBI:20857)
pirazofurin (CHEBI:90284) is a pyrazoles (CHEBI:26410)
IUPAC Name 
(1S)-1,4-anhydro-1-(5-carbamoyl-4-hydroxy-1H-pyrazol-3-yl)-D-ribitol
INNs  Source
pirazofurinaWHO MedNet
pirazofurinWHO MedNet
pirazofurineWHO MedNet
pirazofurinumWHO MedNet
Synonyms  Source
3-(β-D-ribofuranosyl)-4-hydroxypyrazole-5-carboxamideChEBI
4-hydroxy-3-(β-D-ribofuranosyl)-1H-pyrazole-5-carboxamideChEBI
4-hydroxy-3-β-D-ribofuranosylpyrazole-5-carboxamideChemIDplus
PFChEBI
Antibiotic A 23813ChemIDplus
4-hydroxy-3-β-D-ribofuranosyl-1H-pyrazole-5-carboxamideChemIDplus
Manual XrefsDatabases
D05658KEGG DRUG
Registry NumbersSources
Reaxys:827736Reaxys
CAS:30868-30-5ChemIDplus
Citations