Compound ID | 2341

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Enduracyclinone A

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, vancomycin-resistant Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, Enterococcus faecium, vancomycin-resistant Enterococcus faecium, Propionibacterium acnes, and Clostridium difficile; targets cell wall biosynthesis and potentially DNA synthesis
Description: Natural product from Nonomuraea sp.; showed 20% inhibition of non-cancer cell line HEK-293 at 90 uM vs MIC at 0.0005 - 5 mg/L; a polyketide
Year first mentioned: 2019
Development status: Experimental
Chemical structure(s):
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Molecular weight: 710.64
Iso. SMILES: CC1=CC2=C(C(=O)C3=C(C2=O)C(=C(C4=C(C5=C(C=C34)C(=O)C6=C(C5=O)C(=CC(=C6)O)O)OC)OC)OC)C(=O)N1C(CC7CN(C(=N7)N)C)C(=O)O
InChI Key: NURDWWIRXSLGOB-UHFFFAOYSA-N
Can. SMILES: CC1=CC2=C(C(=O)C3=C4C=C5C(=C(C4=C(C(=C3C2=O)OC)OC)OC)C(=O)C6=C(C=C(C=C6C5=O)O)O)C(=O)N1C(CC7CN(C)C(=N7)N)C(=O)O
InChI: InChI=1S/C36H30N4O12/c1-12-6-16-24(34(47)40(12)19(35(48)49)7-13-11-39(2)36(37)38-13)30(46)22-15-10-18-23(29(45)21-17(27(18)43)8-14(41)9-20(21)42)31(50-3)25(15)32(51-4)33(52-5)26(22)28(16)44/h6,8-10,13,19,41-42H,7,11H2,1-5H3,(H2,37,38)(H,48,49)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/145720755
Citation: https://pubs.acs.org/doi/10.1021/acs.jnatprod.8b00354

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