Compound ID | 2904

Update compound information

Lugdunin

Class: Antimicrobial peptide

Spectrum of activity: Gram-positive
Details of activity: Active against methicillin-resistant Staphylococcus aureus and Streptococcus pneumoniae; dissipates membrane potential
Propensity to select resistant mutants: No
Description: Natural product from Staphylococcus lugdunensis; thiazolidine-containing cyclic peptide antibiotic; other lugdunin derivatives reported elsewhere
Institute where first reported: German Centre for Infection Research (DZIF), Partner Site Tübingen, Tübingen, 72076, Germany
Year first mentioned: 2016
Development status: Experimental
Chemical structure(s):
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Molecular weight: 783.04
Iso. SMILES: CC(C)C[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C2N[C@@H](CS2)C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CC3=CNC4=CC=CC=C43)C(C)C)C(C)C)C(C)C)C(C)C
InChI Key: QZNGYMKAHFFKCJ-ZBQZSICZSA-N
Can. SMILES: CC(C)C[C@@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](C(C)C)C2N[C@@H](CS2)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CC3=CNC4=C3C=CC=C4)C(=O)N1
InChI: InChI=1S/C40H62N8O6S/c1-19(2)15-27-35(50)45-31(21(5)6)38(53)47-32(22(7)8)39(54)48-33(23(9)10)40-44-29(18-55-40)36(51)46-30(20(3)4)37(52)43-28(34(49)42-27)16-24-17-41-26-14-12-11-13-25(24)26/h11-14,17,19-23,27-33,40-41,44H,15-16,18H2,1-10H3,(H,42,49)(H,43,52)(H,45,50)(H,46,51)(H,47,53)(H,48,54)/t27-,28+,29+,30-,31+,32-,33+,40?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/121596231
Citations:
  • https://onlinelibrary.wiley.com/doi/10.1002/anie.201901589
  • https://www.nature.com/articles/nature18634

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