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CHEBI:497734 - L-thialysine

ChEBI IDCHEBI:497734
ChEBI NameL-thialysine
Stars
ASCII NameL-thialysine
DefinitionA cysteine derivative that is the S-(2-aminoethyl) analogue of L-cysteine; reported to have cytotoxic effects.
Secondary ChEBI IDCHEBI:45515
Last Modified14 July 2020
DownloadsMolfile
FormulaC5H12N2O2S
Net Charge0
Average Mass164.230
Monoisotopic Mass164.06195
SMILESNCCSC[C@H](N)C(=O)O
InChIInChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
InChIKeyGHSJKUNUIHUPDF-BYPYZUCNSA-N
Wikipedia
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 Roles:
EC 5.4.3.2 (lysine 2,3-aminomutase) inhibitor  An EC 5.4.3.* (intramolecular transferase transferring amino groups) inhibitor that interferes with the action of lysine 2,3-aminomutase (EC 5.4.3.2).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
ChEBI Ontology
Outgoing Relation(s)
L-thialysine (CHEBI:497734) has role EC 5.4.3.2 (lysine 2,3-aminomutase) inhibitor (CHEBI:75190)
L-thialysine (CHEBI:497734) has role metabolite (CHEBI:25212)
L-thialysine (CHEBI:497734) has role protein synthesis inhibitor (CHEBI:48001)
L-thialysine (CHEBI:497734) is a L-cysteine thioether (CHEBI:27532)
L-thialysine (CHEBI:497734) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-thialysine (CHEBI:497734) is conjugate base of L-thialysinium (CHEBI:156132)
Incoming Relation(s)
N-acetyl-L-thialysine (CHEBI:156139) has functional parent L-thialysine (CHEBI:497734)
L-thialysinium (CHEBI:156132) is conjugate acid of L-thialysine (CHEBI:497734)
IUPAC Name 
S-(2-aminoethyl)-L-cysteine
Synonyms  Source
(R)-2-amino-3-(2-aminoethylthio)propanoic acidChEMBL
AminoethylcysteineChemIDplus
ThiosineChemIDplus
gamma-Thia-lysChemIDplus
S-2-Aminoethyl cysteineChemIDplus
S-beta-Aminoethyl cysteineChemIDplus
Manual XrefsDatabases
HMDB0033518HMDB
S-Aminoethyl-L-cysteineWikipedia
Registry NumbersSources
Gmelin:1006349Gmelin
Reaxys:1705488Reaxys
CAS:2936-69-8ChemIDplus
Citations