Compound ID | 2488

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Monensin

Synonym(s): Monensic acid

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Membrane-active agent
Target Pathogen: Active against Staphylococcus aureus
Description: Natural product from Streptomyces cinnamonensis
Year first mentioned: 1967
Highest development stage: Approved for veterinary use only in 1975
Development status: Approved
Chemical structure(s):
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Molecular weight: 670.87
Iso. SMILES: CC[C@]1(CC[C@@H](O1)[C@@]2(CC[C@@]3(O2)C[C@@H]([C@H]([C@H](O3)[C@@H](C)[C@H]([C@H](C)C(=O)O)OC)C)O)C)[C@H]4[C@H](C[C@@H](O4)[C@@H]5[C@H](C[C@H]([C@@](O5)(CO)O)C)C)C
InChI Key: GAOZTHIDHYLHMS-KEOBGNEYSA-N
Can. SMILES: CC[C@]1(CC[C@H]([C@]2(C)CC[C@]3(C[C@@H]([C@@H](C)[C@@H]([C@@H](C)[C@H]([C@H](C)C(=O)O)OC)O3)O)O2)O1)[C@H]4[C@@H](C)C[C@H]([C@@H]5[C@@H](C)C[C@@H](C)[C@@](CO)(O)O5)O4
InChI: InChI=1S/C36H62O11/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40)/t19-,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,30-,31+,33-,34-,35+,36-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/441145
Guide to Pharmacology: monensin
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3586448/
  • https://journals.asm.org/doi/10.1128/aac.7.3.349

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