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    4382-56-3

    Catalog No. EBD457281

    CAS 4382-56-3

    Name 18-acetoxy-21-methyl-18,22-dinor-ajmal-1-en-19-al

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    Basic Information

    Synonyms: 18-acetoxy-21-methyl-18,22-dinor-ajmal-1-en-19-al Raucaffrin Perakin (6S,8S,9R,11aS,12aR,13R)-9-formyl-8-methyl-8,9,10,11,11a,12-hexahydro-6H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizin-13-ylacetate Perakine

    Molecular Formula: C21H22N2O3

    Molecular Weight: 350.42

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

    Product Description:
    18-Acetoxy-21-methyl-18,22-dinor-ajmal-1-en-19-al, also known as Perakine, is a monoterpenoid indole alkaloid isolated from *Rauvolfia serpentina* (Indian snakeroot) and other *Rauvolfia* species. It is a key biosynthetic intermediate in the pathway leading to the formation of therapeutically important reserpine-type alkaloids. Its structure features a complex pentacyclic framework characteristic of ajmaline-type alkaloids, with an acetoxy group and an aldehyde functionality. Perakine is primarily of interest in phytochemistry and pharmacological research due to its role as a biosynthetic precursor. It is enzymatically converted into other alkaloids, such as raucaffricine, and is a branch-point intermediate in the biosynthesis of both sarpagine-ajmaline and heteroyohimbine-reserpine type alkaloids. Reserpine, a well-known antihypertensive and antipsychotic drug, is derived from this pathway, linking Perakine to the study of natural product biosynthesis and potential drug discovery. Research on Perakine focuses on understanding the enzymatic steps involved in its transformation and its distribution within medicinal plants. It serves as a reference standard for the chemical profiling and quality control of *Rauvolfia*-based herbal medicines. Its study contributes to the broader field of plant secondary metabolism and the exploration of natural products for neurological and cardiovascular disorders.
    Physical Properties

    Boiling Point: 492.8 °C at 760 mmHg

    Flash Point: 251.9 °C

    Density: 1.59 g/cm3

    mg g kg ml l t