CHEBI:8653 - pyocyanine

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ChEBI Name pyocyanine
ChEBI ID CHEBI:8653
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:137500
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Formula C13H10N2O
Net Charge 0
Average Mass 210.232
Monoisotopic Mass 210.079
InChI InChI=1S/C13H10N2O/c1-15-10-6-3-2-5-9(10)14-13-11(15)7-4-8-12(13)16/h2-8H,1H3
InChIKey YNCMLFHHXWETLD-UHFFFAOYSA-N
SMILES [O-]C1=CC=CC=2[N+](=C3C(=NC12)C=CC=C3)C
Metabolite of Species Details
Pseudomonas aeruginosa (NCBI:txid287) Isolated from broth culture See: Z. Physiol. Chem., 1924, v140, 1
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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.
antibacterial agent
A substance 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.
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ChEBI Ontology
Outgoing 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 pyocyanine(1+) (CHEBI:62220) is conjugate acid of pyocyanine (CHEBI:8653)
IUPAC Name
5-methylphenazin-5-ium-1-olate
Synonym Source
pyocyanin ChEBI
Manual Xrefs Databases
C01748 KEGG COMPOUND
CPD-12847 MetaCyc
Pyocyanin Wikipedia
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Registry Numbers Types Sources
11862 Reaxys Registry Number Reaxys
85-66-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27322205 PubMed citation Europe PMC
27517959 PubMed citation Europe PMC
27559393 PubMed citation Europe PMC
27940577 PubMed citation Europe PMC
28333255 PubMed citation Europe PMC
28408162 PubMed citation Europe PMC
28558232 PubMed citation Europe PMC
28607159 PubMed citation Europe PMC
Last Modified
22 June 2017