Azoxybacilin
Basic information
- CAS
157998-96-4- Standard SMILES
CN=[N+]([O-])CC[C@H](N)C(=O)O- InChIKey
KFZWEFIJHQUPCM-BYPYZUCNSA-N- Molecular formula
- C5H11N3O3
- Average molar mass
- 161.16 g/mol
- Monoisotopic mass
- 161.08004122
Overview
Azoxybacilin is a non-proteinogenic alpha-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. It has a role as an antimicrobial agent, an antifungal agent and a bacterial metabolite. It is an azoxy compound and a non-proteinogenic alpha-amino acid.
Names & identifiers
- Preferred name
- Azoxybacilin
- IUPAC
- [(3S)-3-amino-3-carboxypropyl]-methylimino-oxidoazanium
- English name
- Azoxybacilin
- Molecular formula
- C5H11N3O3
- Molecular weight
- 161.16
Names & synonyms
Azoxybacilin157998-96-4(2s)-2-amino-4-[(z)-methyl-nno-azoxy]butanoic acid[(3S)-3-amino-3-carboxypropyl]-methylimino-oxidoazanium[(3S)-3-amino-4-hydroxy-4-oxobutyl]-(Z)-methylimino-oxidoazaniumCHEMBL4214817CHEBI:65461HY-N15023AKOS006273718Butanoic acid, 2-amino-4-[(1Z)-methyl-NNO-azoxy]-, (2S)-(Z)-[(3S)-3-amino-4-hydroxy-4-oxo-butyl]-methylimino-oxido-ammoniumButanoic acid, 2-amino-4-[(1Z)-methyl-NNO-azoxy]-, (2S)- (9CI)
Database identifiers
- CAS
157998-96-4- PubChem CID
- 72973
- DTXSID
DTXSID201199539- ChEMBL
CHEMBL4214817- ChEBI
CHEBI:65461- Nikkaji
- J595.485A
Properties
Computed structural properties
- XLogP
- -3.5
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 168
Physicochemical properties
- Boiling point
- 352.6 · 352.6±52.0 °C(Predicted)
- Density
- 1.38 · 1.38±0.1 g/cm3(Predicted)
Chemistry & industry
Additional notes
DefinitionChEBI: A non-proteinogenic alpha-amino acid that is (2S)-2-aminobutanoic acid substituted by a (Z)-methyl-NNO-azoxy moiety at position 4. It is an antibiot c isolated from the culture broth of Bacillus cereus and exhibits antifungal activity.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…