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

ChEBI IDCHEBI:84298
ChEBI Name2,5-S,S'-dicysteinyldopa
Stars
DefinitionAn 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.
Last Modified16 March 2015
Submittersjupe
DownloadsMolfile
FormulaC15H21N3O8S2
Net Charge0
Average Mass435.480
Monoisotopic Mass435.07701
SMILESN[C@@H](CSc1cc(C[C@H](N)C(=O)O)c(SC[C@H](N)C(=O)O)c(O)c1O)C(=O)O
InChIInChI=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
InChIKeyPYGLBYQINHTALU-FXQIFTODSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (891724)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
ChEBI Ontology
Outgoing Relation(s)
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  Source
3-(2,5-S,S-dicysteinyl-3,4-dihydroxyphenyl)alanineChEBI
2,5-S,S-DicysteinyldopaChemIDplus
2,5-S,S-dicysteinyl-3,4-dihydroxyphenylalanineChEBI
Registry NumbersSources
Reaxys:5182705Reaxys
CAS:57954-84-4ChemIDplus
Citations