CHEBI:21347 - L-lanthionine

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ChEBI Name L-lanthionine
ChEBI ID CHEBI:21347
ChEBI ASCII Name L-lanthionine
Definition The L-enantiomer of lanthionine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C6H12N2O4S
Net Charge 0
Average Mass 208.230
Monoisotopic Mass 208.05178
InChI InChI=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-/m0/s1
InChIKey DWPCPZJAHOETAG-IMJSIDKUSA-N
SMILES N[C@@H](CSC[C@H](N)C(O)=O)C(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): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via lanthionine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-lanthionine (CHEBI:21347) is a L-alanine derivative (CHEBI:83943)
L-lanthionine (CHEBI:21347) is a lanthionine (CHEBI:25013)
L-lanthionine (CHEBI:21347) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-lanthionine (CHEBI:21347) is tautomer of L-lanthionine dizwitterion (CHEBI:178193)
Incoming L-lanthionine dizwitterion (CHEBI:178193) is tautomer of L-lanthionine (CHEBI:21347)
IUPAC Names
(2R,2'R)-3,3'-sulfanediylbis(2-aminopropanoic acid)
L-lanthionine
Synonyms Sources
(R)-S-(2-amino-2-carboxyethyl)-L-cysteine ChEBI
(R,R)-2,6-diamino-4-thiaheptanedioic acid ChEBI
(R,R)-3,3'-thiobis-(2-aminopropanoic acid) ChEBI
(R,R)-bis(2-amino-2-carboxyethyl)sulfide ChEBI
3,3'-thiobis-L-alanine ChEBI
3,3'-thiodi-L-alanine MetaCyc
β,β'-thiodi-L-alanine MetaCyc
Manual Xrefs Databases
85F PDBeChem
88959 ChemSpider
CPD-3736 MetaCyc
HMDB0240656 HMDB
Lanthionine Wikipedia
View more database links
Registry Number Type Source
922-55-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
31398016 PubMed citation Europe PMC
33112129 PubMed citation Europe PMC
5543047 PubMed citation Europe PMC
5948138 PubMed citation Europe PMC
6007887 PubMed citation Europe PMC
7185053 PubMed citation Europe PMC
IND606859743 Agricola citation Europe PMC
Last Modified
13 September 2021