Chemicals and Drugs

Cysteinyldopa

Found in large amounts in the plasma and urine of patients with malignant 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.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Found in large amounts in the plasma and urine of patients with malignant 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.

Chemical Identity

Chemical Information

Molecular Formula
C12H16N2O6S
Molecular Weight
316.33 g/mol
CAS Registry No.
25565-25-7
IUPAC Name
2-amino-3-[3-(2-amino-2-carboxyethyl)sulfanyl-4,5-dihydroxyphenyl]propanoic acid
InChIKey
SXISMOAILJWTID-UHFFFAOYSA-N
SMILES
C1=C(C=C(C(=C1O)O)SCC(C(=O)O)N)CC(C(=O)O)N
MeSH Unique ID
D003548
Source
PubChem CID 29719

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

2 entry terms
  • 5-S-Cysteinyldopa
  • 5 S Cysteinyldopa

MeSH Record

Aspects Covered

30 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, deficiency, drug effects, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

/biosyn /physiol permitted

MeSH Record

History Note

91(77); was see under DOPA 1977-90

MeSH Record

Previous Indexing

  • Cysteine (1966-1976)
  • Dopa (1966-1976)

MeSH Hierarchy

Tree Numbers

  1. D02w.092w.311w.200.180w
  2. D02w.455w.426w.559w.389.657w.166.175w.200.180w
  3. D02w.886w.030w.230w.330w
  4. D12.125w.072.050w.685w.400.180w
  5. D12.125w.072.050w.875.130.180w
  6. D12.125w.166w.230w.330w

AMA Style

References

  1. National Library of Medicine. Cysteinyldopa. Medical Subject Headings (MeSH). 2026. Unique ID D003548. http://id.nlm.nih.gov/mesh/2026/D003548
  2. Cysteinyldopa. In: Wikipedia. https://en.wikipedia.org/wiki/Cysteinyldopa
  3. Cysteinyldopa. In: Wikidata. https://www.wikidata.org/wiki/Q5201200
  4. Cysteinyldopa. In: PubChem Compound. CID 29719. https://pubchem.ncbi.nlm.nih.gov/compound/29719