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CHEBI:156430 - tabtoxinine β-lactam

ChEBI IDCHEBI:156430
ChEBI Nametabtoxinine β-lactam
Stars
ASCII Nametabtoxinine beta-lactam
DefinitionA L-α-amino acid with a 3-hydroxy-2-oxoazetidin-propyl side chain. It is a monobactam antibiotic derived from tabtoxin with an inhibitory effect over glutamine synthetase.
SubmitterMartin Larralde
DownloadsMolfile
FormulaC7H12N2O4
Net Charge0
Average Mass188.183
Monoisotopic Mass188.07971
SMILESN[C@@H](CC[C@]1(O)CNC1=O)C(=O)O
InChIInChI=1S/C7H12N2O4/c8-4(5(10)11)1-2-7(13)3-9-6(7)12/h4,13H,1-3,8H2,(H,9,12)(H,10,11)/t4-,7-/m0/s1
InChIKeyBSUXZTMOMIFYBF-FFWSUHOLSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Pseudomonas syringae (ncbitaxon:317) - PubMed (29039929)
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:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor  An EC 6.3.* (C‒N bond-forming ligase) inhibitor that interferes with the action of glutamate—ammonia ligase (EC 6.3.1.2).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
tabtoxinine β-lactam (CHEBI:156430) has role apoptosis inducer (CHEBI:68495)
tabtoxinine β-lactam (CHEBI:156430) has role bacterial metabolite (CHEBI:76969)
tabtoxinine β-lactam (CHEBI:156430) has role EC 6.3.1.2 (glutamate—ammonia ligase) inhibitor (CHEBI:24319)
tabtoxinine β-lactam (CHEBI:156430) is a monobactam (CHEBI:50695)
tabtoxinine β-lactam (CHEBI:156430) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
tabtoxinine β-lactam (CHEBI:156430) is a tertiary α-hydroxy ketone (CHEBI:139592)
tabtoxinine β-lactam (CHEBI:156430) is a β-lactam antibiotic (CHEBI:27933)
Incoming Relation(s)
tabtoxin (CHEBI:156429) has functional parent tabtoxinine β-lactam (CHEBI:156430)
IUPAC Name 
(S)-2-amino-4-((S)-3-hydroxy-2-oxoazetidin-3-yl)butanoic acid
Manual XrefsDatabases
Tabtoxinine_%CE%B2-lactamWikipedia
Registry NumbersSources
CAS:65709-93-5SUBMITTER
Citations