jawsamycin

Term ID

CHEBI:156382

Synonyms

5'-deoxy-5'-({(2E,4E)-5-[(1R,1'R,1''R,1'''R,2S,2'R,2''R,2'''S)-2'''-{(E)-2-[(1R,2R)-2-methylcyclopropyl]ethenyl}[1,1':2',1'':2'',1'''-quater(cyclopropan)]-2-yl]penta-2,4-dienoyl}amino)-5,6-dihydrouridine
FR 900848
FR-900848
FR900848

Definition

A polyketide that is 5'-amino-5'-deoxy-3,4,5,6-tetrahydrouridine in which one of the hydrogens of the amino group is substituted by a (1E,3E)-1-[(1R,1'R,1''R,1'''R,2S,2'R,2''R,2'''S)-2'''-{(E)-2-[(1R,2R)-2-methylcyclopropyl]ethenyl}[1,1':2',1'':2'',1'''-quater(cyclopropan)]-2-yl]-5-oxopenta-1,3-dien-5-yl group. It is a metabolite isolated from the bacterium, Streptoverticillium fervens and targets the catalytic subunit of the fungal UDP-glycosyltransferase, the first step in the biosynthesis of glycosylphosphatidylinositol (GPI) anchors. It exhibits broad spectrum antifungal activity against several pathogenic fungi including Mucorales.

References

Ontology

ChEBI ( EBI )

Resources

CTD

Relationships

is a type of: cyclopropanes nucleoside analogue olefinic compound polyketide secondary carboxamide

cyclopropanes nucleoside analogue olefinic compound polyketide secondary carboxamide Show first 5 Terms
has_role: antifungal agent bacterial metabolite

antifungal agent bacterial metabolite Show first 5 Terms

Phenotype

Phenotype resulting from jawsamycin

Phenotype where environments contain jawsamycin

Phenotype modified by environments containing jawsamycin

Human Disease Model