CHEBI:62856 - L-homolanthionine

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ChEBI Name L-homolanthionine
ChEBI ID CHEBI:62856
ChEBI ASCII Name L-homolanthionine
Definition A sulfur-containing amino acid in which the γ-carbon atoms of two molecules of L-aminobutyric acid are joined via a thioether linkage. It is a byproduct of cystathionine-gamma-lyase and a possible human hyperhomocysteinemia marker.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
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Formula C8H16N2O4S
Net Charge 0
Average Mass 236.28900
Monoisotopic Mass 236.08308
InChI InChI=1S/C8H16N2O4S/c9-5(7(11)12)1-3-15-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1
InChIKey MBEPFGPQVBIIES-WDSKDSINSA-N
SMILES N[C@@H](CCSCC[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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-homolanthionine (CHEBI:62856) has functional parent L-homocysteine (CHEBI:17588)
L-homolanthionine (CHEBI:62856) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-homolanthionine (CHEBI:62856) is a organic sulfide (CHEBI:16385)
L-homolanthionine (CHEBI:62856) is a sulfur-containing amino acid (CHEBI:26834)
L-homolanthionine (CHEBI:62856) is tautomer of L-homolanthionine dizwitterion (CHEBI:178194)
Incoming L-homolanthionine dizwitterion (CHEBI:178194) is tautomer of L-homolanthionine (CHEBI:62856)
IUPAC Names
(2S,2'S)-4,4'-sulfanediylbis(2-aminobutanoic acid)
S-[(3S)-3-amino-3-carboxypropyl]-L-homocysteine
Synonyms Sources
(S,S)-2,2'-diamino-4,4'-sulfanediyldibutyric acid ChEBI
homolanthionine SUBMITTER
L-4,4'-thiobis[2-aminobutanoic acid] ChEBI
L-homolanthionin ChEBI
Manual Xrefs Databases
FDB022810 FooDB
HMDB0002034 HMDB
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Registry Numbers Types Sources
1728128 Reaxys Registry Number Reaxys
31982-10-2 CAS Registry Number HMDB
Citations Waiting for Citations Types Sources
1101592 PubMed citation Europe PMC
16385051 PubMed citation Europe PMC
18134569 PubMed citation Europe PMC
18902382 PubMed citation Europe PMC
19261609 PubMed citation SUBMITTER
26962179 PubMed citation Europe PMC
5577445 PubMed citation Europe PMC
5938411 PubMed citation Europe PMC
Last Modified
13 September 2021