Cysteinyldopa

Cysteinyldopa

File:Cysteinyldopa.svg
Names
IUPAC name 2-Amino-3-[3-[(2-amino-3-hydroxy-3-oxopropyl)thio]-4,5-dihydroxyphenyl]propanoic acid
Other names 5-S-Cysteinyldopa
Identifiers
CAS Number	19641-92-0 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL158934 Y
ChemSpider	27618 Y
ECHA InfoCard
E number
MeSH	Cysteinyldopa
PubChem CID	29719
UNII	6I8HV27IUT Y
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20) Y Key: SXISMOAILJWTID-UHFFFAOYSA-N Y InChI=1/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20) Key: SXISMOAILJWTID-UHFFFAOYAI
SMILES O=C(O)C(N)Cc1cc(SCC(C(=O)O)N)c(O)c(O)c1
Properties
Chemical formula	C12H16N2O6S
Molar mass	316.33 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Error creating thumbnail: Y verify (what is Y☒N ?) Infobox references

Cysteinyldopa, or 5-S-cysteinyldopa, is a catecholamine. Excessive cysteinyldopa in plasma and urine has been linked to melanoma. Cysteinyldopa is found in large amounts in the plasma and urine of patients with melanoma. It is therefore used in the diagnosis of melanoma and for the detection of postoperative metastases. Cysteinyldopa is believed to be formed by the rapid enzymatic hydrolysis of 5-S-glutathionedopa found in melanin-producing cells.

See also

• L-DOPA
• D-DOPA