Compound ID | 3638

Update compound information

Platensimycin

Synonym(s):

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Fatty acid synthesis inhibitor. FabF inhibitor
Target Pathogen: Active against methicillin-resistant and -susceptible Staphylococcus aureus, macrolide-resistant Enterococcus faecalis, vancomycin-resistant Enterococcus faecium, and Streptococcus pneumoniae
Description: Natural product from Streptomyces platensis; shows no toxicity towards HeLa cells; shows 4-5 log reduction of Staphylococcus aureus in mouse infection model
Institute where first reported: Merck Research Laboratories, USA
Year first mentioned: 2006
Development status: Experimental
Chemical structure(s):
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Molecular weight:
Iso. SMILES: C[C@]12C[C@]34C[C@H]1C[C@@H]([C@H]3[C@](C(=O)C=C4)(C)CCC(=O)NC5=C(C=CC(=C5O)C(=O)O)O)O2
InChI Key: CSOMAHTTWTVBFL-OFBLZTNGSA-N
Can. SMILES: C[C@@]1(CCC(=O)NC2=C(C(=CC=C2O)C(=O)O)O)C(=O)C=C[C@@]34C[C@H]5C[C@@H]([C@@H]13)O[C@@]5(C)C4
InChI: InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1
External links:
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/6857724
Citation: https://www.nature.com/articles/nature04784

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