nargenicin
Sign in to saveNargenicin (CP-47,444, CS-682) is a 28 carbon macrolide with a fused tricyclic core that has in addition a unique ether bridge. The polyketide antibiotic was isolated from Nocardia argentinensis. Nargenicin is effective towards gram-positive bacteria and been shown to have strong antibacterial activity against Staphylococcus aureus, including strains that are resistant to methicillin. It has also been shown to induce cell differentiation and inhibit cell proliferation in a human myeloid leukemia cell line. __TOC__ ==Biosynthesis== The biosynthesis of nargenicin is believed to be closely relate
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 515.2519171439999
Show 4 more facts
- chemical formula
- C₂₈H₃₇NO₈
- canonical SMILES
- CC1C=C(C23C(CC(C(=O)OC1C(C)O)OC)C=CC4C2C(C(C(C4O3)OC(=O)C5=CC=CN5)C)O)C
- Commons category
- Nargenicin
- isomeric SMILES
- CO[C@@H]1C[C@H]2C=C[C@H]3[C@H]4O[C@]2(/C(C)=C/[C@@H](C)[C@H](C(C)O)OC1=O)[C@@H]3[C@H](O)[C@@H](C)[C@H]4OC(=O)c1ccc[nH]1
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Biosynthesis
- References
Nargenicin (CP-47,444, CS-682) is a 28 carbon macrolide with a fused tricyclic core that has in addition a unique ether bridge. The polyketide antibiotic was isolated from Nocardia argentinensis. Nargenicin is effective towards gram-positive bacteria and been shown to have strong antibacterial activity against Staphylococcus aureus, including strains that are resistant to methicillin. It has also been shown to induce cell differentiation and inhibit cell proliferation in a human myeloid leukemia cell line. __TOC__ ==Biosynthesis== The biosynthesis of nargenicin is believed to be closely related to fatty acid biosynthesis to produce a polyketide chain. David E. Cane and colleagues have used feeding experiments to determine that nargenicin is derived from common precursors acetate and propionate.
none|750px|Proposed Biosynthesis of Nargenicin.
Excerpted from Wikipedia’s “nargenicin” article, available under the CC BY-SA 4.0 licence.