Compound ID | 2309

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Demethoxytetronasin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus and Borellia burgdorferi
Description: Natural product from Streptomyces sp. K1063; cytotoxicity to Vero cells observed at >85 uM vs 1.2-1.4 uM MICs; a linear polyketide
Year first mentioned: 2023
Development status: Experimental
Chemical structure(s):
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Molecular weight: 588.77
Iso. SMILES: OC/C(/[C@]1([H])O[C@@](/C=C/[C@H](C)[C@]2([H])O[C@]([C@@H](O)C)([H])C[C@@H]2C)([H])CC[C@H]1C)=C\[C@]3([H])[C@]([C@H](C)C(C4=C(O)COC4=O)=O)([H])[C@H](C)CCC3
InChI Key: ADOJLRCOEKTFJP-BAMQMXGFSA-N
Can. SMILES: C[C@@H]1CCC[C@]([H])(/C=C(\CO)/[C@@]2([H])[C@H](C)CC[C@@]([H])(/C=C/[C@H](C)[C@@]3([H])[C@@H](C)C[C@]([H])([C@H](C)O)O3)O2)[C@@]1([H])[C@H](C)C(=O)C4=C(COC4=O)O
InChI: InChI=1S/C34H52O8/c1-18-8-7-9-24(29(18)22(5)31(38)30-27(37)17-40-34(30)39)15-25(16-35)33-20(3)11-13-26(41-33)12-10-19(2)32-21(4)14-28(42-32)23(6)36/h10,12,15,18-24,26,28-29,32-33,35-37H,7-9,11,13-14,16-17H2,1-6H3/b12-10+,25-15+/t18-,19+,20-,21+,22+,23+,24-,26-,28-,29-,32+,33-/m1/s1
External links:
Citation: https://pubs.acs.org/doi/10.1021/acsinfecdis.3c00171

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