Indole-5,6-quinone

Indole-5,6-quinone is an indolequinone, a chemical compound found in the oxidative browning reaction of fruits like bananas where it is mediated by the tyrosinase type polyphenol oxidase from tyrosine and catecholamines leading to the formation of catechol melanin.^[1] Like many quinones it can undergo redox reactions via the corresponding 5,6-dihydroxyindole.^[2]

Indole-5,6-quinone

Chemical structure of indole-5,6-quinone
Molecular model of indole-5,6-quinone
Names
Preferred IUPAC name 1H-Indole-5,6-dione
Identifiers
CAS Number	582-59-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:27406
ChemSpider	389600 Y
KEGG	C05579
PubChem CID	440728
UNII	SE4DX7HKA2 Y
CompTox Dashboard (EPA)	DTXSID90331517
InChI InChI=1S/C8H5NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9H N Key: IGGVVGHJSQSLFO-UHFFFAOYSA-N N InChI=1/C8H5NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9H Key: IGGVVGHJSQSLFO-UHFFFAOYAN
SMILES C1=CNC2=CC(=O)C(=O)C=C21
Properties
Chemical formula	C8H5NO2
Molar mass	147.13 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

See also

• Dopachrome