CHEBI:8653 - pyocyanine

ChEBI IDCHEBI:8653
ChEBI Namepyocyanine
Stars
DefinitionAn iminium betaine that is 5-methylphenazin-5-ium which is substituted at position 1 by an oxidanidyl group. An antibiotic pigment produced by Pseudomonas aeruginosa.
Secondary ChEBI IDCHEBI:137500
Last Modified8 June 2021
SubmitterGareth Owen
DownloadsMolfile
FormulaC13H10N2O
Net Charge0
Average Mass210.236
Monoisotopic Mass210.07931
SMILESC[n+]1c2ccccc2nc2c([O-])cccc21
InChIInChI=1S/C13H10N2O/c1-15-10-6-3-2-5-9(10)14-13-11(15)7-4-8-12(13)16/h2-8H,1H3
InChIKeyYNCMLFHHXWETLD-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Pseudomonas aeruginosa (ncbitaxon:287) - Article (Z. Physiol. Chem., 1924, v140, 1) Isolated from broth culture
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
virulence factor  Any toxin secreted by bacteria, viruses, fungi or protozoa enabling them to achieve colonisation of a niche in the host, inhibit or evade the host's immune response, enter and exit cells, or obtain nutrition from the host.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
pyocyanine (CHEBI:8653) has role antibacterial agent (CHEBI:33282)
pyocyanine (CHEBI:8653) has role bacterial metabolite (CHEBI:76969)
pyocyanine (CHEBI:8653) has role biological pigment (CHEBI:26130)
pyocyanine (CHEBI:8653) has role virulence factor (CHEBI:72316)
pyocyanine (CHEBI:8653) is a iminium betaine (CHEBI:35285)
pyocyanine (CHEBI:8653) is a phenazines (CHEBI:39201)
pyocyanine (CHEBI:8653) is conjugate base of pyocyanine(1+) (CHEBI:62220)
Incoming Relation(s)
pyocyanine(1+) (CHEBI:62220) is conjugate acid of pyocyanine (CHEBI:8653)
IUPAC Name 
5-methylphenazin-5-ium-1-olate
Synonym  Source
pyocyaninChEBI
Manual XrefsDatabases
C01748KEGG COMPOUND
PyocyaninWikipedia
CPD-12847MetaCyc
3J8PDBeChem
6558ChemSpider
Registry NumbersSources
Reaxys:11862Reaxys
CAS:85-66-5KEGG COMPOUND
CAS:85-66-5ChemIDplus
Citations