Compound ID | 2221

Update compound information

5-O-mycaminosyltylonolide

Class: Macrolide

Spectrum of activity: Gram-negative
Details of activity: Active against Pseudomonas aeruginosa
Description: Semi-synthetic compound; discovered from the Ōmura Natural Compound (ŌNC) library using efflux pump deletion Pseudomonas aeruginosa YM64 mutant strain ; high MIC against pseudomonas aeruginosa PAO1; potentiated by efflux pump inhibitor (PAβN)
Year first mentioned: 2006
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 597.74
Iso. SMILES: CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O)N(C)C)O)CC=O)C)\C)CO
InChI Key: WGUJDBLMJBJUQU-VKRLOHBMSA-N
Can. SMILES: CC[C@@H]1[C@H](/C=C(\C)/C=C/C(=O)[C@H](C)C[C@H](CC=O)[C@@H]([C@@H](C)[C@@H](CC(=O)O1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](C)O2)O)N(C)C)O)CO
InChI: InChI=1S/C31H51NO10/c1-8-25-22(16-34)13-17(2)9-10-23(35)18(3)14-21(11-12-33)30(19(4)24(36)15-26(37)41-25)42-31-29(39)27(32(6)7)28(38)20(5)40-31/h9-10,12-13,18-22,24-25,27-31,34,36,38-39H,8,11,14-16H2,1-7H3/b10-9+,17-13+/t18-,19+,20-,21+,22-,24-,25-,27+,28-,29-,30-,31+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6437420
Citations:
  • https://www.sciencedirect.com/science/article/pii/S0040402011004935?via%3Dihub
  • https://www.nature.com/articles/s41429-023-00607-0#Sec7
    • Patent: US20050020823A1

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