Pyocyanin

Pyocyanin
Names
	Preferred IUPAC name 5-Methylphenazin-1(5H)-one
	Other names Pyocyanin; Pyrocyanine; 5-Methyl-1(5H)-phenazinone; Sanasin; Sanazin
Identifiers
CAS Number	85-66-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:8653;
ChEMBL	ChEMBL2289232;
ChemSpider	6558;
ECHA InfoCard	100.213.248
EC Number	687-347-7;
KEGG	C01748;
MeSH	D011710
PubChem CID	6817;
UNII	9OQM399341 ;
CompTox Dashboard (EPA)	DTXSID9041108 ;
	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 Key: YNCMLFHHXWETLD-UHFFFAOYSA-N; InChI=1/C13H10N2O/c1-15-10-6-3-2-5-9(10)14-13-11(15)7-4-8-12(13)16/h2-8H,1H3 Key: YNCMLFHHXWETLD-UHFFFAOYAI;
	SMILES CN1C2=CC=CC=C2N=C3C1=CC=CC3=O;
Properties
Chemical formula	C13H10N2O
Molar mass	210.236 g·mol−1
Appearance	Solid
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H318
Precautionary statements	P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pyocyanin (PCN⁻) is one of the many toxic compounds produced and secreted by the Gram negative bacterium Pseudomonas aeruginosa. Pyocyanin is a blue secondary metabolite, turning red below pH 4.9, with the ability to oxidise and reduce other molecules and therefore kill microbes competing against P. aeruginosa as well as mammalian cells of the lungs which P. aeruginosa has infected during cystic fibrosis. Since pyocyanin is a zwitterion at blood pH, it is easily able to cross the cell membrane. There are three different states in which pyocyanin can exist: oxidized (blue), monovalently reduced (colourless) or divalently reduced (red). Mitochondria play an important role in the cycling of pyocyanin between its redox states. Due to its redox-active properties, pyocyanin generates reactive oxygen species.