azoxybacilin (CHEBI:65461)

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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

Download	Molfile XML SDF

Formula

C5H11N3O3

Net Charge

Average Mass

161.15910

Monoisotopic Mass

161.08004

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.

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

Citation	Type	Source
8071129	PubMed citation	Europe PMC

Last Modified

26 March 2015