CHEBI:65461 - azoxybacilin

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ChEBI Name azoxybacilin
ChEBI ID CHEBI:65461
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C5H11N3O3
Net Charge 0
Average Mass 161.15910
Monoisotopic Mass 161.080
InChI InChI=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
InChIKey KFZWEFIJHQUPCM-JMRMDATBSA-N
SMILES C\N=[N+](/[O-])CC[C@H](N)C(O)=O
Metabolite of Species Details
Bacillus cereus (NCBI:txid1396) of strain NR2991 See: PubMed
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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-oxidoazanium ChEBI
Registry Numbers Types Sources
157998-96-4 CAS Registry Number ChemIDplus
7074303 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
8071129 PubMed citation Europe PMC
Last Modified
26 March 2015