O-succinyl-L-serine (CHEBI:134286)

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ChEBI Name	O-succinyl-L-serine

ChEBI ID	CHEBI:134286

ChEBI ASCII Name	O-succinyl-L-serine

Definition	A 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.

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

Submitter	de Berardinis Veronique

Supplier Information

Download	Molfile XML SDF

Formula

C7H11NO6

Net Charge

Average Mass

205.166

Monoisotopic Mass

205.05864

InChI

InChI=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

InChIKey

ZAHSBRLHJRVFAU-BYPYZUCNSA-N

SMILES

C(OC[C@@H](C(O)=O)N)(CCC(O)=O)=O

Roles Classification
Chemical Role(s):	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):	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 gamma-synthase (EC 2.5.1.48).

ChEBI Ontology
Outgoing	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	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

Registry Number	Type	Source
6698489	Reaxys Registry Number	Reaxys

Last Modified

09 November 2017