CHEBI:90284 - pirazofurin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name pirazofurin
ChEBI ID CHEBI:90284
Definition A C-glycosyl compound that is 4-hydroxy-1H-pyrazole-5-carboxamide in which the hydrogen at position 3 has been replaced by a β-D-ribofuranosyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C9H13N3O6
Net Charge 0
Average Mass 259.216
Monoisotopic Mass 259.080
InChI InChI=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
InChIKey XESARGFCSKSFID-FLLFQEBCSA-N
SMILES O1[C@@H](C=2C(=C(NN2)C(N)=O)O)[C@H](O)[C@H](O)[C@H]1CO
Roles Classification
Biological Role(s): 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.
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).
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
pirazofurin WHO MedNet
pirazofurina WHO MedNet
pirazofurine WHO MedNet
pirazofurinum WHO MedNet
Synonyms Sources
3-(β-D-ribofuranosyl)-4-hydroxypyrazole-5-carboxamide ChEBI
3-β-D-ribofuranosyl-4-hydroxypyrazole-5-carboxamide ChemIDplus
4-hydroxy-3-(β-D-ribofuranosyl)-1H-pyrazole-5-carboxamide ChEBI
4-hydroxy-3-β-D-ribofuranosyl-1H-pyrazole-5-carboxamide ChemIDplus
4-hydroxy-3-β-D-ribofuranosylpyrazole-5-carboxamide ChemIDplus
47599 ChemIDplus
Antibiotic A 23813 ChemIDplus
β-pyrazomycin ChEBI
compound 47599 ChemIDplus
PF ChEBI
pyrazofurin ChemIDplus
pyrazomycin ChemIDplus
PZF ChEBI
Manual Xref Database
D05658 KEGG DRUG
View more database links
Registry Numbers Types Sources
30868-30-5 CAS Registry Number ChemIDplus
827736 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
26513594 PubMed citation Europe PMC
Last Modified
09 November 2015