Indole-5,6-quinone

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

Chemical compound

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]

## See also

[edit]

* Dopachrome

## References

[edit]

1. ^ "Molecular Basis of Catecholamine Biosynthesis in Banana Fruit. Thesis submitted to the R.H. Smith Faculty of Agriculture, Food and Environment Quality Sciences of the Hebrew University of Jerusalem for the degree of Master of Science in Agriculture by Lydia Quansah, March 2009" (PDF). Archived from the original (PDF) on 2016-03-03. Retrieved 2011-07-05.
2. ^ Beer, R. J. S.; Broadhurst, Tom; Robertson, Alexander (1954). "The chemistry of the melanins. Part V. The autoxidation of 5 : 6-dihydroxyindoles". Journal of the Chemical Society (Resumed): 1947. doi:10.1039/JR9540001947.

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