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    • (-)-Sinoacutine

    $182

    • Brand : BIOFRON

    • Catalogue Number : AV-H17082

    • Specification : 98%

    • CAS number : 4090-18-0

    • Formula : C19H21NO4

    • Molecular Weight : 327.37

    • PUBCHEM ID : 821366

    • Volume : 20mg

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    Catalogue Number

    AV-H17082

    Analysis Method

    HPLC,NMR,MS

    Specification

    98%

    Storage

    2-8°C

    Molecular Weight

    327.37

    Appearance

    Powder

    Botanical Source

    Alkaloid from Sinomenium acutum, Corydalis spp., Nandina spp. and others in the Menispermaceae, Papaveraceae and Lauraceae

    Structure Type

    Alkaloids

    Category

    Standards;Natural Pytochemical;API

    SMILES

    CN1CCC23C=C(C(=O)C=C2C1CC4=C3C(=C(C=C4)OC)O)OC

    Synonyms

    (9α,13α)-4-Hydroxy-3,6-dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-7-one/4-Hydroxy-3,6-dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-7-one/Salutaridine/5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one/Morphinan-7-one, 5,6,8,14-tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-, (9α,13α)-/Salutarine/Sinoacutine/Floripavine/Morphinan-7-one, 5,6,8,14-tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-

    IUPAC Name

    (1R,9S)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one

    Density

    1.3±0.1 g/cm3

    Solubility

    Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

    Flash Point

    275.8±30.1 °C

    Boiling Point

    532.5±50.0 °C at 760 mmHg

    Melting Point

    198℃

    InChl

    InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m0/s1

    InChl Key

    GVTRUVGBZQJVTF-ORAYPTAESA-N

    WGK Germany

    RID/ADR

    HS Code Reference

    Personal Projective Equipment

    Correct Usage

    For Reference Standard and R&D, Not for Human Use Directly.

    Meta Tag

    provides coniferyl ferulate(CAS#:4090-18-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

    No Technical Documents Available For This Product.

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    PMID

    26272907

    Abstract
    Opioids are the primary drugs used in Western medicine for pain management and palliative care. Farming of opium poppies remains the sole source of these essential medicines, despite diverse market demands and uncertainty in crop yields due to weather, climate change, and pests. We engineered yeast to produce the selected opioid compounds thebaine and hydrocodone starting from sugar. All work was conducted in a laboratory that is permitted and secured for work with controlled substances. We combined enzyme discovery, enzyme engineering, and pathway and strain optimization to realize full opiate biosynthesis in yeast. The resulting opioid biosynthesis strains required the expression of 21 (thebaine) and 23 (hydrocodone) enzyme activities from plants, mammals, bacteria, and yeast itself. This is a proof of principle, and major hurdles remain before optimization and scale-up could be achieved. Open discussions of options for governing this technology are also needed in order to responsibly realize alternative supplies for these medically relevant compounds. Copyright ? 2015, American Association for the Advancement of Science.
    Title

    Complete biosynthesis of opioids in yeast.

    Author

    Galanie S1, Thodey K2, Trenchard IJ2, Filsinger Interrante M2, Smolke CD3.

    Publish date

    2015 Sep 4

    PMID

    26147354

    Abstract
    The gateway to morphine biosynthesis in opium poppy (Papaver somniferum) is the stereochemical inversion of (S)-reticuline since the enzyme yielding the first committed intermediate salutaridine is specific for (R)-reticuline. A fusion between a cytochrome P450 (CYP) and an aldo-keto reductase (AKR) catalyzes the S-to-R epimerization of reticuline via 1,2-dehydroreticuline. The reticuline epimerase (REPI) fusion was detected in opium poppy and in Papaver bracteatum, which accumulates thebaine. In contrast, orthologs encoding independent CYP and AKR enzymes catalyzing the respective synthesis and reduction of 1,2-dehydroreticuline were isolated from Papaver rhoeas, which does not accumulate morphinan alkaloids. An ancestral relationship between these enzymes is supported by a conservation of introns in the gene fusions and independent orthologs. Suppression of REPI transcripts using virus-induced gene silencing in opium poppy reduced levels of (R)-reticuline and morphinan alkaloids and increased the overall abundance of (S)-reticuline and its O-methylated derivatives. Discovery of REPI completes the isolation of genes responsible for known steps of morphine biosynthesis.
    Title

    Stereochemical inversion of (S)-reticuline by a cytochrome P450 fusion in opium poppy.

    Author

    Farrow SC1, Hagel JM1, Beaudoin GA1, Burns DC2, Facchini PJ1.

    Publish date

    2015 Sep

    PMID

    24104569

    Abstract
    2013 Oct
    Title

    Morphine biosynthesis in opium poppy involves two cell types: sieve elements and laticifers.

    Author

    Onoyovwe A1, Hagel JM, Chen X, Khan MF, Schriemer DC, Facchini PJ.

    Publish date

    2013 Oct

    Description :

    (-)-Salutaridine (Salutaridine) is an alkaloid isolated from the stems of Sinomenium acutum[1].