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CHEBI:144907 - S-(2-succinyl)-L-cysteine

ChEBI IDCHEBI:144907
ChEBI NameS-(2-succinyl)-L-cysteine
Stars
ASCII NameS-(2-succinyl)-L-cysteine
DefinitionAn L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group has been replaced by a 1,2-dicarboxyethyl group. It is a chemical modification which occurs in tissue proteins and formed by a Michael addition of cysteine to fumaric acid.
Last Modified22 August 2023
Submittermwilliams
DownloadsMolfile
FormulaC7H11NO6S
Net Charge0
Average Mass237.233
Monoisotopic Mass237.03071
SMILESN[C@@H](CSC(CC(=O)O)C(=O)O)C(=O)O
InChIInChI=1S/C7H11NO6S/c8-3(6(11)12)2-15-4(7(13)14)1-5(9)10/h3-4H,1-2,8H2,(H,9,10)(H,11,12)(H,13,14)/t3-,4?/m0/s1
InChIKeyXPKKFTKCRVIDAG-WUCPZUCCSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) heart (BTO:0000562) MetaboLights (MTBLS1085)
Roles Classification
Chemical Roles:
Maillard reaction product  Any thermal degradation product obtained as a result of a chemical reaction between an amino acid and a reducing sugar (Maillard reaction, a non-enzymatic browning procedure that usually imparts flavour to starch-based food products).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
S-(2-succinyl)-L-cysteine (CHEBI:144907) has role human metabolite (CHEBI:77746)
S-(2-succinyl)-L-cysteine (CHEBI:144907) has role Maillard reaction product (CHEBI:77523)
S-(2-succinyl)-L-cysteine (CHEBI:144907) is a L-cysteine thioether (CHEBI:27532)
S-(2-succinyl)-L-cysteine (CHEBI:144907) is a tricarboxylic acid (CHEBI:27093)
IUPAC Name 
2-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanedioic acid
Synonyms  Source
[[(2R)-2-amino-2-carboxyethyl]thio]succinic acidChEBI
S-(1,2-dicarboxyethyl)-L-cysteineChEBI
2-[[(2R)-2-amino-2-carboxyethyl]thio]butanedioic acidChEBI
S-(2-succino)-L-cysteineChEBI
Registry NumbersSources
Reaxys:1729068Reaxys
CAS:547764-73-8ChEBI
Citations