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CHEBI:80056 - (+)-zwittermicin A

ChEBI IDCHEBI:80056
ChEBI Name(+)-zwittermicin A
Stars
DefinitionThe (+)-enantiomer of zwittermicin A. It is a water-soluble natural antibiotic from the fermentation of the soil-borne bacterium Bacillus cereus and shows significant activity against phytopathogenic fungi.
Last Modified22 April 2022
DownloadsMolfile
FormulaC13H28N6O8
Net Charge0
Average Mass396.401
Monoisotopic Mass396.19686
SMILESNC(=O)NC[C@H](NC(=O)[C@H](O)[C@@H](O)[C@@H](N)[C@@H](O)C[C@H](O)[C@H](N)CO)C(N)=O
InChIInChI=1S/C13H28N6O8/c14-4(3-20)6(21)1-7(22)8(15)9(23)10(24)12(26)19-5(11(16)25)2-18-13(17)27/h4-10,20-24H,1-3,14-15H2,(H2,16,25)(H,19,26)(H3,17,18,27)/t4-,5+,6+,7+,8+,9+,10-/m1/s1
InChIKeyFYIPKJHNWFVEIR-FXQWNPMTSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Bacillus cereus (ncbitaxon:1396) - PubMed (10464220)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
ChEBI Ontology
Outgoing Relation(s)
(+)-zwittermicin A (CHEBI:80056) has role antifungal agent (CHEBI:35718)
(+)-zwittermicin A (CHEBI:80056) has role bacterial metabolite (CHEBI:76969)
(+)-zwittermicin A (CHEBI:80056) is a 4,8-diamino-N-[1-amino-3-(carbamoylamino)-1-oxopropan-2-yl]-2,3,5,7,9-pentahydroxynonanamide (CHEBI:167622)
(+)-zwittermicin A (CHEBI:80056) is a peptide antibiotic (CHEBI:25903)
(+)-zwittermicin A (CHEBI:80056) is enantiomer of (−)-zwittermicin A (CHEBI:167210)
Incoming Relation(s)
(−)-zwittermicin A (CHEBI:167210) is enantiomer of (+)-zwittermicin A (CHEBI:80056)
IUPAC Name 
(2R,3S,4S,5S,7S,8R)-4,8-diamino-N-[(2S)-1-amino-3-(carbamoylamino)-1-oxopropan-2-yl]-2,3,5,7,9-pentahydroxynonanamide
Synonym  Source
(+)-zwittermicin AChEBI
Manual XrefsDatabases
C15726KEGG COMPOUND
CPD-18237MetaCyc
Zwittermicin_AWikipedia
EP1163347Patent
Registry NumbersSources
CAS:155547-95-8ChemIDplus
Citations