Dopachrome

Dopachrome
Names
IUPAC name
5,6-Dioxo-2,3,5,6-tetrahydro-1H-indole-2-carboxylic acid
Identifiers
CAS Number
  • 3571-34-4
3D model (JSmol)
  • Interactive image
ChemSpider
  • 106643
MeSH dopachrome
PubChem CID
  • 119399
UNII
  • DWA58A6ZW7 checkY
CompTox Dashboard (EPA)
  • DTXSID30897147 Edit this at Wikidata
InChI
  • InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10H,1H2,(H,13,14)
    Key: VJNCICVKUHKIIV-UHFFFAOYSA-N
  • InChI=1/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10H,1H2,(H,13,14)
    Key: VJNCICVKUHKIIV-UHFFFAOYAH
  • C1C(NC2=CC(=O)C(=O)C=C21)C(=O)O
Properties
Chemical formula
C9H7NO4
Molar mass 193.158 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Dopachrome is a cyclization product of L-DOPA and is an intermediate in the biosynthesis of melanin.[1] It may tautomerise to form DHICA.

See also

  • Dopachrome tautomerase, a human gene

References

  1. ^ Pawelek JM (March 1991). "After dopachrome?". Pigment Cell Res. 4 (2): 53–62. doi:10.1111/j.1600-0749.1991.tb00315.x. PMID 1946209.