CAS 109345-56-4

3-O-demethylmonensin B

Description:

3-O-Demethylmonensin B is a chemical compound that belongs to the class of polyether ionophores, which are known for their ability to transport cations across biological membranes. This compound is derived from the fermentation of certain strains of Streptomyces bacteria and is structurally related to monensin, a well-known antibiotic and growth promoter in livestock. The characteristics of 3-O-demethylmonensin B include its ability to form complexes with metal ions, particularly sodium and potassium, which can disrupt ion homeostasis in microbial cells. This property makes it effective as an antimicrobial agent. Additionally, it exhibits a specific stereochemistry that contributes to its biological activity. The compound is typically characterized by its solubility in organic solvents and its relatively low solubility in water. Its applications extend beyond veterinary medicine, as it is also studied for potential uses in human medicine and as a research tool in biochemistry. However, safety and regulatory considerations are paramount due to its biological activity.

Formula: C₃₄H₅₈O₁₁

InChI: InChI=1/C34H58O11/c1-17-13-19(3)34(40,16-35)44-27(17)24-14-18(2)29(41-24)32(8)10-9-25(42-32)31(7)11-12-33(45-31)15-23(36)20(4)28(43-33)21(5)26(37)22(6)30(38)39/h17-29,35-37,40H,9-16H2,1-8H3,(H,38,39)/t17-,18-,19+,20+,21-,22-,23-,24+,25+,26+,27-,28-,29+,31-,32-,33+,34-/m0/s1

Synonyms:

• 3-O-demethylmonensin B
• (2S,3R,4S)-3-hydroxy-4-[(2S,5R,7S,8R,9S)-9-hydroxy-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl}-2,8-dimethyl-1,6-dioxaspiro[4.5]dec-7-yl]-2-methylpentanoic acid
• Monensin, 16-deethyl-3-O-demethyl-16-methyl- (9CI)
• 3-O-Demethylmonensin B
• (2S,3R,4S)-3-hydroxy-4-[(2S,5R,7S,8R,9S)-7-hydroxy-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methylpentanoic acid

3-O-Demethylmonensin B

CAS: 109345-56-4

3-O-Demethylmonensin B is a polyether antibiotic produced by the bacterium *Streptomyces cinnamoneus* LO-63.

Formula: C₃₄H₅₈O₁₁

Color and Shape: Solid

Molecular weight: 642.82

Ref: TM-TN10898