DHICA

DHICA
Names
Preferred IUPAC name
5,6-Dihydroxy-1H-indole-2-carboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
MeSH acid 5,6-dihydroxy-2-indolylcarboxylic acid
UNII
  • InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1-3,10-12H,(H,13,14)
    Key: YFTGOBNOJKXZJC-UHFFFAOYSA-N
  • InChI=1/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1-3,10-12H,(H,13,14)
    Key: YFTGOBNOJKXZJC-UHFFFAOYAX
  • C1=C2C=C(NC2=CC(=C1O)O)C(=O)O
Properties
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).

DHICA (5,6-dihydroxyindole-2-carboxylic acid) is an intermediate in the biosynthesis of melanin.[1] Tautomerization of DHICA forms dopachrome.

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.
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