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

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	S-(2-succinyl)-L-cysteine

ChEBI ID	CHEBI:144907

ChEBI ASCII Name	S-(2-succinyl)-L-cysteine

Definition	An L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group has been replaced by a 1,2-dicarboxyethyl group.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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Mark Williams

Supplier Information

Download	Molfile XML SDF

Formula

C7H11NO6S

Net Charge

Average Mass

237.230

Monoisotopic Mass

237.03071

InChI

InChI=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

InChIKey

XPKKFTKCRVIDAG-WUCPZUCCSA-N

SMILES

S(C(CC(O)=O)C(O)=O)C[C@H](N)C(O)=O

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	Found in heart (BTO:0000562). See: MetaboLights Study

Roles Classification
Chemical Role(s):	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 base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

ChEBI Ontology
Outgoing	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	Sources
2-[[(2R)-2-amino-2-carboxyethyl]thio]butanedioic acid	ChEBI
[[(2R)-2-amino-2-carboxyethyl]thio]succinic acid	ChEBI
S-(1,2-dicarboxyethyl)-L-cysteine	ChEBI
S-(2-succino)-L-cysteine	ChEBI

Last Modified

22 August 2023