CHEBI:84298 - 2,5-S,S'-dicysteinyldopa

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ChEBI Name 2,5-S,S'-dicysteinyldopa
ChEBI ID CHEBI:84298
Definition An L-tyrosine derivative that is L-DOPA in which the hydrogens at positions 2 and 5 on the phenyl ring are replaced by cysteinyl groups. Found in the urine of patients with melanoma.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Steve Jupe
Supplier Information
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Formula C15H21N3O8S2
Net Charge 0
Average Mass 435.47300
Monoisotopic Mass 435.077
InChI InChI=1S/C15H21N3O8S2/c16-6(13(21)22)1-5-2-9(27-3-7(17)14(23)24)10(19)11(20)12(5)28-4-8(18)15(25)26/h2,6-8,19-20H,1,3-4,16-18H2,(H,21,22)(H,23,24)(H,25,26)/t6-,7-,8-/m0/s1
InChIKey PYGLBYQINHTALU-FXQIFTODSA-N
SMILES N[C@@H](CSc1cc(C[C@H](N)C(O)=O)c(SC[C@H](N)C(O)=O)c(O)c1O)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2,5-S,S'-dicysteinyldopa (CHEBI:84298) has functional parent L-dopa (CHEBI:15765)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) has role human urinary metabolite (CHEBI:84087)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a S-conjugate (CHEBI:64987)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a S-organyl-L-cysteine (CHEBI:47912)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a L-tyrosine derivative (CHEBI:27177)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a aryl sulfide (CHEBI:35683)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a catechols (CHEBI:33566)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a triamine (CHEBI:38751)
2,5-S,S'-dicysteinyldopa (CHEBI:84298) is a tricarboxylic acid (CHEBI:27093)
IUPAC Name
2,5-bis{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-3-hydroxy-L-tyrosine
Synonyms Sources
2,5-S,S-dicysteinyl-3,4-dihydroxyphenylalanine ChEBI
2,5-S,S-Dicysteinyldopa ChemIDplus
3-(2,5-S,S-dicysteinyl-3,4-dihydroxyphenyl)alanine ChEBI
Registry Numbers Types Sources
5182705 Reaxys Registry Number Reaxys
57954-84-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
3104937 PubMed citation SUBMITTER
891724 PubMed citation SUBMITTER
Last Modified
16 March 2015