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CHEBI:25205 - meso-lanthionine

Default Structure
ChEBI IDCHEBI:25205
ChEBI Namemeso-lanthionine
Stars
ASCII Namemeso-lanthionine
DefinitionThe meso-isomer of lanthionine. It is a key constituent of bacterial peptidoglycan type A51 and A3δ.
Last Modified5 September 2019
DownloadsMolfile
FormulaC6H12N2O4S
Net Charge0
Average Mass208.239
Monoisotopic Mass208.05178
SMILESN[C@H](CSC[C@H](N)C(=O)O)C(=O)O
InChIInChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4+
InChIKeyDWPCPZJAHOETAG-ZXZARUISSA-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).
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:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
meso-lanthionine (CHEBI:25205) is a D-cysteine derivative (CHEBI:83835)
meso-lanthionine (CHEBI:25205) is a L-cysteine derivative (CHEBI:83824)
meso-lanthionine (CHEBI:25205) is a lanthionine (CHEBI:25013)
IUPAC Name 
S-[(2S)-2-amino-2-carboxyethyl]-L-cysteine
Synonyms  Source
(2R*,2'S*)-3,3'-sulfanediylbis(2-aminopropanoic acid)ChEBI
(2R*,6S*)-2,6-diamino-4-thiaheptanedioic acidChEBI
(2S,2'R)-3,3'-sulfanediylbis(2-aminopropanoic acid)IUPAC
(2S,6R)-2,6-diamino-4-thiaheptanedioic acidChEBI
(2S*,6R*)-lanthionineChEBI
(2S,6R)-lanthionineChemIDplus
Registry NumbersSources
CAS:922-56-5ChemIDplus
Citations