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CHEBI:134286 - O-succinyl-L-serine

ChEBI IDCHEBI:134286
ChEBI NameO-succinyl-L-serine
Stars
ASCII NameO-succinyl-L-serine
DefinitionA dicarboxylic acid monoester obtained by formal condensation of one of the carboxy groups of succinic acid with the side-chain hydroxy group of L-serine. It is an intermediate in the biosynthesis of the amino acid cysteine in fungi and bacteria.
Last Modified9 November 2017
Submittervberard
DownloadsMolfile
FormulaC7H11NO6
Net Charge0
Average Mass205.166
Monoisotopic Mass205.05864
SMILESN[C@@H](COC(=O)CCC(=O)O)C(=O)O
InChIInChI=1S/C7H11NO6/c8-4(7(12)13)3-14-6(11)2-1-5(9)10/h4H,1-3,8H2,(H,9,10)(H,12,13)/t4-/m0/s1
InChIKeyZAHSBRLHJRVFAU-BYPYZUCNSA-N
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:
EC 2.5.1.48 (cystathionine gamma-synthase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of cystathionine γ-synthase (EC 2.5.1.48).
ChEBI Ontology
Outgoing Relation(s)
O-succinyl-L-serine (CHEBI:134286) has role EC 2.5.1.48 (cystathionine γ-synthase) inhibitor (CHEBI:137566)
O-succinyl-L-serine (CHEBI:134286) is a L-serine derivative (CHEBI:84135)
O-succinyl-L-serine (CHEBI:134286) is a amino dicarboxylic acid (CHEBI:36164)
O-succinyl-L-serine (CHEBI:134286) is a hemisuccinate (CHEBI:138979)
O-succinyl-L-serine (CHEBI:134286) is conjugate acid of O-succinyl-L-serinate(1−) (CHEBI:136856)
Incoming Relation(s)
O-succinyl-L-serinate(1−) (CHEBI:136856) is conjugate base of O-succinyl-L-serine (CHEBI:134286)
IUPAC Name 
4-[(2S)-2-amino-2-carboxyethoxy]-4-oxobutanoic acid
Synonyms  Source
Ser(Suc)OHChEBI
O-succinylserineChEBI
Registry NumbersSources
Reaxys:6698489Reaxys
Citations