|
jawsamycin |
|
CHEBI:156382 |
|
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. |
|
![](images/goldenstar.gif) ![](images/goldenstar.gif)
This entity has been manually annotated by the ChEBI Team.
|
|
Rob Nash
|
|
|
|
Molfile
XML
SDF
|
|
more structures >>
|
|
|
InChI=1S/C32H43N3O6/c1- 16- 10- 17(16) 6- 7- 19- 12- 21(19) 23- 14- 25(23) 24- 13- 22(24) 20- 11- 18(20) 4- 2- 3- 5- 27(36) 33- 15- 26- 29(38) 30(39) 31(41- 26) 35- 9- 8- 28(37) 34- 32(35) 40/h2- 7,16- 26,29- 31,38- 39H,8- 15H2,1H3,(H,33,36) (H,34,37,40) /b4- 2+,5- 3+,7- 6+/t16- ,17- ,18- ,19- ,20- ,21- ,22+,23+,24- ,25- ,26- ,29- ,30- ,31- /m1/s1 |
QOOORVUXEUQEKV-KNLYTHMISA-N |
C[C@@H] 1C[C@H] 1\C=C\[C@@H] 1C[C@H] 1[C@@H] 1C[C@H] 1[C@@H] 1C[C@H] 1[C@@H] 1C[C@H] 1\C=C\C=C\C(=O) NC[C@H] 1O[C@H] ([C@H] (O) [C@@H] 1O) N1CCC(=O) NC1=O |
|
Streptoverticillium fervens
(NCBI:txid66429)
|
Found in
cell suspension culture
(BTO:0000221).
of strain
HP-891
See:
PubMed
|
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
|
|
View more via ChEBI Ontology
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
|
ChemIDplus
|
FR-900848
|
ChemIDplus
|
FR900848
|
SUBMITTER
|
120500-69-8
|
CAS Registry Number
|
ChemIDplus
|
17136894
|
PubMed citation
|
Europe PMC
|
19030571
|
PubMed citation
|
Europe PMC
|
2387768
|
PubMed citation
|
SUBMITTER
|
24756819
|
PubMed citation
|
Europe PMC
|
28059412
|
PubMed citation
|
Europe PMC
|
32636417
|
PubMed citation
|
SUBMITTER
|
32737318
|
PubMed citation
|
Europe PMC
|
|