vindoline (Q15427936)

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chemical compound
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Language Label Description Also known as
English
vindoline
chemical compound

    Statements

    chemical structure
    Vindoline.svg
    1,260 × 1,045; 27 KB
    0 references
    mass
    456.226±0 dalton
    1 reference
    stated in
    PubChem
    PubChem CID
    260535
    language of work or name
    English
    title
    Vindoline (English)
    retrieved
    18 November 2016
    chemical formula
    C₂₅H₃₂N₂O₆
    1 reference
    stated in
    PubChem
    PubChem CID
    260535
    language of work or name
    English
    title
    Vindoline (English)
    retrieved
    18 November 2016
    canonical SMILES
    CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C
    1 reference
    stated in
    PubChem
    PubChem CID
    260535
    language of work or name
    English
    title
    Vindoline (English)
    retrieved
    18 November 2016
    isomeric SMILES
    CC[C@@]12C=CCN3[C@@H]1[C@]4(CC3)[C@H]([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C
    1 reference
    stated in
    PubChem
    PubChem CID
    260535
    language of work or name
    English
    title
    Vindoline (English)
    retrieved
    18 November 2016
    found in taxon
    Catharanthus roseus
    49 references
    stated in
    Gomaline — A New Indolenine Alkaloid from Catharanthus roseus
    stated in
    Identification of a low vindoline accumulating cultivar of Catharanthus roseus (L.) G. Don by alkaloid and enzymatic profiling.
    stated in
    Stable Vindoline Production in Transformed Cell Cultures ofCatharanthus roseus
    stated in
    Cytochrome P450 2D6 (CYP2D6) inhibitory constituents of Catharanthus roseus
    stated in
    Quantitative Thin Layer Chromatography of Indole Alkaloids. II. Catharanthine and Vindoline
    stated in
    Analysis of Indole Alkaloids from Leaves of Catharanthus roseus by Means of Supercritical Fluid Chromatography/ Mass Spectrometry
    stated in
    Mass Spectral Evidence of the Occurrence of Vindoline in Heterotrophic Cultures of Catharanthus roseus Cells
    stated in
    Gas chromatographic-mass spectrometric analysis of major indole alkaloids of Catharanthus roseus
    stated in
    Analysis of Antitumor Antibiotics by High Pressure Liquid Chromatography (HPLC)
    stated in
    Characterization of Alkaloid Uptake by Catharanthus roseus (L.) G. Don Protoplasts
    stated in
    Isolation of Catharanthus alkaloids by solid-phase extraction and semipreparative HPLC
    stated in
    Extraction of indole alkaloids fromCatharanthus roseus by using supercritical carbon dioxide
    stated in
    Vindoline and catharanthine production in multiple shoot cultures of Catharanthus roseus
    stated in
    Genetic diversity and alkaloid production in Catharanthus roseus, C. trichophyllus and their hybrids
    stated in
    Catharanthus roseus cell cultures: Growth, alkaloid synthesis and antidiabetic activity
    stated in
    Isolation of indole alkaloids from Catharanthus roseus by centrifugal partition chromatography in the pH-zone refining mode
    stated in
    SIMULTANEOUS DETERMINATION OF CATHARANTHUS ALKALOIDS USING REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
    stated in
    Symmetry C18 column: a better choice for the analysis of indole alkaloids of Catharanthus roseus
    stated in
    Regulation of Product Synthesis in Cell Cultures ofCatharanthus roseus. III. Alkaloid Metabolism in Cultured Leaf Tissue and Primary Callus1
    stated in
    Production of indole alkaloids in multiple shoot culture of Catharanthus roseus(L).G.Don.
    stated in
    Catharanthus Alkaloids. XXXVI. Isolation of Vincaleukoblastine (VLB) and Periformyline From Catharanthus trichophyllus and Pericyclivine From Catharanthus roseus
    stated in
    A rapid procedure for the isolation of Catharanthine, vindoline and vinblastine
    stated in
    Isolation and structural studies on the alkaloids in flowers of Catharanthus roseus
    stated in
    Growth-related dimerization of vindoline and catharanthine in Catharanthus roseus and effect of wounding on the process
    stated in
    Isolation of vindoline from Catharanthus roseus by supercritical fluid extraction
    stated in
    Effect of drought and wounding stress on indole alkaloid formation in Catharanthus roseus
    stated in
    Production of indole alkaloids by selected hairy root lines ofCatharanthus roseus
    stated in
    Indole alkaloids of a callus culture of Vinca rosea
    stated in
    Altered Alkaloid Pattern in Dark Grown Seedlings of Catharanthus roseus. The Isolation and Characterization of 4-Desacetoxyvindoline: A Novel Indole Alkaloid and Proposed Precursor of Vindoline
    stated in
    Disproof of the Overall Enzymatic Biosynthesis of Vindoline from Tryptamine and Secologanin by Cell-Free Extracts from the Leaves ofCatharanthus roseus(L.) G. DON
    stated in
    Studies on Monoterpene Glucosides and Related Natural Products. LII. Mechanism for Iridane Skeleton Formation from Acyclic Monoterpenes in the Biosynthesis of Secoiridoid Glucosides and Indole Alkaloids
    stated in
    Mechanism for iridane skeleton formation from acyclic monoterpenes in the biosynthesis of secologanin and vindoline in Catharanthus roseus and Lonicera morrowii.
    stated in
    Isolation and Characterization of a 2-Oxoglutarate Dependent Dioxygenase Involved in the Second-to-Last Step in Vindoline Biosynthesis.
    stated in
    Immunocytochemical localization of vindoline in mesophyll protoplasts of Catharanthus roseus
    stated in
    Vindoline biosynthesis is transcriptionally blocked in Catharanthus roseus cell suspension cultures
    stated in
    Effect of Near-Ultraviolet Light on Alkaloid Production in Multiple Shoot Cultures of Catharanthus roseus
    stated in
    Partial purification of an N-methyltransferase involved in vindoline biosynthesis in Catharanthus roseus
    stated in
    Developmental Regulation of Enzymes of Indole Alkaloid Biosynthesis in Catharanthus roseus.
    stated in
    Strictosidine: from alkaloid to enzyme to gene
    stated in
    Phytochrome is involved in the light-regulation of vindoline biosynthesis in catharanthus
    stated in
    Indole Alkaloid Biosynthesis in Catharanthus roseus: The Establishment of a Model System
    stated in
    Light-induced cytochrome P450-dependent enzyme in indole alkaloid biosynthesis: tabersonine 16-hydroxylase
    stated in
    Relation between the amount of rolC gene product and indole alkaloid accumulation in Catharanthus roseus transformed root cultures
    stated in
    Alkaloid repartition and DMSO effects on alkaloid cccumulation in Catharanthus seedlings
    stated in
    Mechanism for iridane skeleton formation in the biosynthesis of secologanin and indole alkaloids in Lonicera tatarica, Catharanthus roseus and suspension cultures of Rauwolfia serpentina
    stated in
    Biosynthesis of the indole alkaloid. Cell-free system from Catharanthus roseus
    stated in
    Alkaloid Production inCatharanthus roseus Cell Cultures. VII.. Effect of parameter changes and catabolism studies on cell line PRL No. 953
    stated in
    The basic glucosides related to the biosynthesis of indole and ipecac alkaloids
    stated in
    Subcellular Localization of Enzymes Involved in Indole Alkaloid Biosynthesis in Catharanthus roseus.
    Commons category
    Vindoline
    0 references

    Identifiers

    NSC number
    91994
    0 references
    ECHA Substance Infocard ID
    100.016.871
    1 reference
    stated in
    ECHA Substance Infocard database
    ECHA Substance Infocard ID
    100.016.871
    retrieved
    27 December 2018
    title
    Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12β,19α)- (English)
    quotation
    CAS no.: 2182-14-1 (English)
    KEGG ID
    C01626
    0 references
    Freebase ID
    /m/0xp_dm3
    0 references
     
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