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 210.236
Monoisotopic Mass 210.07931
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 C[N+]1=C2C=CC=CC2=NC2=C1C=CC=C2[O-]
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 (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.
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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
3J8 PDBeChem
6558 ChemSpider
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
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Last Modified
08 June 2021