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CHEBI:65461 - azoxybacilin

Default Structure
ChEBI IDCHEBI:65461
ChEBI Nameazoxybacilin
Stars
DefinitionA non-proteinogenic α-amino acid that is (2S)-2-aminobutanoic acid substituted by a (Z)-methyl-NNO-azoxy moiety at position 4. It is an antibiotic isolated from the culture broth of Bacillus cereus and exhibits antifungal activity.
Last Modified26 March 2015
DownloadsMolfile
FormulaC5H11N3O3
Net Charge0
Average Mass161.161
Monoisotopic Mass161.08004
SMILESC/N=[N+](\[O-])CC[C@H](N)C(=O)O
InChIInChI=1S/C5H11N3O3/c1-7-8(11)3-2-4(6)5(9)10/h4H,2-3,6H2,1H3,(H,9,10)/b8-7-/t4-/m0/s1
InChIKeyKFZWEFIJHQUPCM-JMRMDATBSA-N
Species of MetaboliteComponentSourceComments
Bacillus cereus (ncbitaxon:1396) - PubMed (8071129) Strain: NR2991
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
azoxybacilin (CHEBI:65461) has role antifungal agent (CHEBI:35718)
azoxybacilin (CHEBI:65461) has role antimicrobial agent (CHEBI:33281)
azoxybacilin (CHEBI:65461) has role bacterial metabolite (CHEBI:76969)
azoxybacilin (CHEBI:65461) is a azoxy compound (CHEBI:37390)
azoxybacilin (CHEBI:65461) is a non-proteinogenic α-amino acid (CHEBI:83925)
IUPAC Name 
(2S)-2-amino-4-[(Z)-methyl-NNO-azoxy]butanoic acid
Synonym  Source
[(3S)-3-amino-4-hydroxy-4-oxobutyl]-(Z)-methylimino-oxidoazaniumChEBI
Registry NumbersSources
Reaxys:7074303Reaxys
CAS:157998-96-4ChemIDplus
Citations