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  • ChemicalBook--->CAS DataBase List--->105882-69-7

    105882-69-7

    105882-69-7 Structure

    105882-69-7 Structure
    IdentificationBack Directory
    [Name]

    LY 267108
    [CAS]

    105882-69-7
    [Synonyms]

    LY 267108
    NMIWBQUQCOMGHJ-XWVSLMRSSA-N
    Erythromycin Ethyl succinate Impurity F
    8,9-Anhydropseudo-erythroMycin A-6,9-heMiketal
    Erythromycin Impurity 15(Erythromycin EP Impurity F)
    Erythromycin Impurit F:(pseudoerythromycin A enol ether)
    Erythromycin EP Impurity F/(2R,3R,6R,7S,8S,9R,10R)-3-((2R,3R)-2,3-dihydroxypentan-2-yl)-9-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-7-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2,6
    (2R,3R,6R,7S,8S,9R,10R)-7-[(2,6-Dideoxy-3-C-Methyl-3-O-Methyl-α-L-ribo-hexopyranosyl)oxy]-3-[(1R,2R)-1,2-dihydroxy-1-Methylbutyl]-2,6,8,10,12-pentaMethyl-9-[[3,4,6-trideoxy-3-(diMethylaMino)-β-D-xylo-hexopyranosyl]oxy]-4,13-dioxabicyclo[8.2.1]tridec-12-en-5-one
    4,13-Dioxabicyclo[8.2.1]tridec-12-en-5-one, 7-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-3-[(1R,2R)-1,2-dihydroxy-1-methylbutyl]-2,6,8,10,12-pentamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (2R,3R,6R,7S,8S,9R,10R)-
    (2R,3R,6R,7S,8S,9R,10R)-7-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-3-[(1R,2R)-1,2-dihydroxy-1-methylbutyl]-2,6,8,10,12-pentamethyl-9-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy]-4,13-dioxabicyclo[8.2.1]tridec-12-en-5-one
    [Molecular Formula]

    C37H65NO12
    [MDL Number]

    MFCD09841212
    [MOL File]

    105882-69-7.mol
    [Molecular Weight]

    715.91
    Chemical PropertiesBack Directory
    [Melting point ]

    127.0-130.0 °C
    [Boiling point ]

    810.7±65.0 °C(Predicted)
    [density ]

    1.20±0.1 g/cm3(Predicted)
    [storage temp. ]

    −20°C
    [solubility ]

    DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
    [form ]

    neat
    [pka]

    13.45±0.70(Predicted)
    Safety DataBack Directory
    [WGK Germany ]

    3
    Hazard InformationBack Directory
    [Chemical Properties]

    White Solid
    [Uses]

    Erythromycin impurity.
    [Uses]

    Pseudoerythromycin A enol ether is a degradation product of erythromycin formed by a complex internal rearrangement of erythromycin A on exposure to neutral to weakly alkaline conditions. The C6–OH forms an internal enol ether with the C9 ketone of erythromycin, while the C11-OH attacks the carbonyl of the lactone to reduce the macrocycle from a 14- to an 11-membered macrolide. Synthetically, pseudoerythromycin A enol ether is prepared by reacting erythromycin enol ether with carbonate. Pseudoerythromycin A enol ether is devoid of antibiotic activity but is an important analytical standard for erythromycin A stability studies.
    [in vivo]

    Pseudoerythromycin A enol ether (LY267108) increases lower esophageal sphincter (LES) pressure in cats[2].

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