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Dopachrome

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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
CompTox Dashboard (EPA)	DTXSID30897147
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
SMILES C1C(NC2=CC(=O)C(=O)C=C21)C(=O)O
Properties
Chemical formula	C₉H₇NO₄
Molar mass	193.158 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

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

See also

Dopachrome tautomerase, a human gene

References

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