voacangine (Q5015902)

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

    Statements

    chemical structure
    Voacangine.svg
    1,400 × 884; 6 KB
    0 references
    mass
    368.209992756 dalton
    1 reference
    based on heuristic
    inferred from SMILES
    chemical formula
    C₂₂H₂₈N₂O₃
    1 reference
    stated in
    PubChem
    canonical SMILES
    CCC1CC2CN3CCC4=C(NC5=C4C=C(OC)C=C5)C(C2)(C13)C(=O)OC
    1 reference
    imported from Wikimedia project
    Russian Wikipedia
    O=C(OC)C12C=3NC=4C=CC(OC)=CC4C3CCN5CC(CC(CC)C51)C2
    0 references
    isomeric SMILES
    CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C(=O)OC)(C2)[C@H]13
    0 references
    found in taxon
    Tabernaemontana catharinensis
    15 references
    stated in
    Alkaloids of Tabernaemontana divaricata
    stated in
    Studies on Natural Products from Cuban Plants. Alkaloids fromTabernaemontana citrifolia
    stated in
    Terpenoids and alkaloids of the leaves of Tabernaemontana coronaria
    stated in
    Plant Anticancer Agents VI: Isolation of Voacangine, Voacamine, and Epivoacorine from Tabernaemontana arborea Sap
    stated in
    Problems in chemotaxonomy. V. Alkaloids of Peschiera lundii. Isolation and structure elucidation of voacristine pseudoindoxyl and iboxygaine hydroxyindolenine
    stated in
    Tertiary Indole Alkaloids of Tabernaemontana dichotoma Seeds
    stated in
    Contribution À L'Étude Des Tabernaemontanées Américaines. IV. Alcaloïdes de Peschiera echinata
    stated in
    Cytotoxicity and genotoxicity of coronaridine from Tabernaemontana catharinensis A.DC in a human laryngeal epithelial carcinoma cell line (Hep-2)
    stated in
    Alkaloids from Tabernaemontana psorocarpa
    stated in
    Indole alkaloids and anti-nociceptive mechanisms of Tabernaemontana divaricata (L.) R. Br. flower methanolic extract
    stated in
    ALCALÓIDES DE TABERNAEMONTANA HETEROPHYLLA VAHL. (APOCYNACEAE)
    stated in
    Qualitative determination of indole alkaloids, triterpenoids and steroids of Tabernaemontana hilariana
    stated in
    Droplet counter-current chromatography of indole alkaloids from Tabernaemontana hilariana
    stated in
    Gas chromatographic analysis of indole alkaloids from Tabernaemontana hilariana
    stated in
    Tabernaemontana L. (Apocynaceae): A review of its taxonomy, phytochemistry, ethnobotany and pharmacology
    Tabernaemontana bovina
    15 references
    stated in
    Alkaloids of Tabernaemontana divaricata
    stated in
    Studies on Natural Products from Cuban Plants. Alkaloids fromTabernaemontana citrifolia
    stated in
    Terpenoids and alkaloids of the leaves of Tabernaemontana coronaria
    stated in
    Plantes de Nouvelle Calédonie, 66*. Alcaloïdes d'Ervatamia lifuana
    stated in
    Plant Anticancer Agents VI: Isolation of Voacangine, Voacamine, and Epivoacorine from Tabernaemontana arborea Sap
    stated in
    Etude Botanique et Chimique Comparee de Quatre Especes Souvent Confondues Sous le Nom d'Ervatamia orientalis (Apocynacees)
    stated in
    Heyneanine Hydroxyindolenine, A New Indole Alkaloid from Ervatamia coronaria var. plena
    stated in
    Alkaloids from Apocynaceae. III.1Alkaloids of Tabernaemontana and Ervatamia. The Structure of Coronaridine, A New Alkaloid Related to Ibogamine2
    stated in
    Tertiary Indole Alkaloids of Tabernaemontana dichotoma Seeds
    stated in
    Cytotoxicity and genotoxicity of coronaridine from Tabernaemontana catharinensis A.DC in a human laryngeal epithelial carcinoma cell line (Hep-2)
    stated in
    [Studies on alkaloids from Ervatamia pandacaqui]
    stated in
    Alkaloids from Tabernaemontana psorocarpa
    stated in
    Indole alkaloids and anti-nociceptive mechanisms of Tabernaemontana divaricata (L.) R. Br. flower methanolic extract
    stated in
    ALCALÓIDES DE TABERNAEMONTANA HETEROPHYLLA VAHL. (APOCYNACEAE)
    stated in
    Indole Alkaloids from Three Species of the Ervatamia Genus: E. officinalis, E. divaricata, and E. divaricata Gouyahua
    Tabernaemontana divaricata
    19 references
    stated in
    Plantes de Nouvelle Calédonie, 66*. Alcaloïdes d'Ervatamia lifuana
    stated in
    Etude Botanique et Chimique Comparee de Quatre Especes Souvent Confondues Sous le Nom d'Ervatamia orientalis (Apocynacees)
    stated in
    Alkaloids of Tabernaemontana divaricata
    stated in
    Studies on Natural Products from Cuban Plants. Alkaloids fromTabernaemontana citrifolia
    stated in
    Plant Anticancer Agents VI: Isolation of Voacangine, Voacamine, and Epivoacorine from Tabernaemontana arborea Sap
    stated in
    Alkaloids from Apocynaceae. III.1Alkaloids of Tabernaemontana and Ervatamia. The Structure of Coronaridine, A New Alkaloid Related to Ibogamine2
    stated in
    Tertiary Indole Alkaloids of Tabernaemontana dichotoma Seeds
    stated in
    [Studies on alkaloids from Ervatamia pandacaqui]
    stated in
    Cytotoxicity and genotoxicity of coronaridine from Tabernaemontana catharinensis A.DC in a human laryngeal epithelial carcinoma cell line (Hep-2)
    stated in
    Alkaloids from Tabernaemontana psorocarpa
    stated in
    Indole alkaloids and anti-nociceptive mechanisms of Tabernaemontana divaricata (L.) R. Br. flower methanolic extract
    stated in
    ALCALÓIDES DE TABERNAEMONTANA HETEROPHYLLA VAHL. (APOCYNACEAE)
    stated in
    Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
    stated in
    Capillary Gas Chromatographic Analysis of Indole Alkaloids: Investigation of the Indole Alkaloids Present in Tabernaemontana divaricata Cell Suspension Culture
    stated in
    Indole alkaloids from Tabernaemontana divaricata
    stated in
    Indole Alkaloids from Three Species of the Ervatamia Genus: E. officinalis, E. divaricata, and E. divaricata Gouyahua
    stated in
    Conophylline and Conophyllidine: New Dimeric Alkaloids from Tabernaemontana divaricata
    stated in
    Biologically Active Indole and Bisindole Alkaloids from Tabernaemontana divaricata.
    stated in
    Heyneanine Hydroxyindolenine, A New Indole Alkaloid from Ervatamia coronaria var. plena
    Tabernaemontana corymbosa
    18 references
    stated in
    Alkaloids of Tabernaemontana divaricata
    stated in
    Indole alkaloids from three species of the Ervatamia genus: E. officinalis, E. divaricata, and E. divaricata Gouyahua.
    stated in
    Studies on Natural Products from Cuban Plants. Alkaloids fromTabernaemontana citrifolia
    stated in
    Terpenoids and alkaloids of the leaves of Tabernaemontana coronaria
    stated in
    Plantes de Nouvelle Calédonie, 66*. Alcaloïdes d'Ervatamia lifuana
    stated in
    Plant Anticancer Agents VI: Isolation of Voacangine, Voacamine, and Epivoacorine from Tabernaemontana arborea Sap
    stated in
    Etude Botanique et Chimique Comparee de Quatre Especes Souvent Confondues Sous le Nom d'Ervatamia orientalis (Apocynacees)
    stated in
    Heyneanine Hydroxyindolenine, A New Indole Alkaloid from Ervatamia coronaria var. plena
    stated in
    Alkaloids from Apocynaceae. III.1Alkaloids of Tabernaemontana and Ervatamia. The Structure of Coronaridine, A New Alkaloid Related to Ibogamine2
    stated in
    Tertiary Indole Alkaloids of Tabernaemontana dichotoma Seeds
    stated in
    Cytotoxicity and genotoxicity of coronaridine from Tabernaemontana catharinensis A.DC in a human laryngeal epithelial carcinoma cell line (Hep-2)
    stated in
    [Studies on alkaloids from Ervatamia pandacaqui]
    stated in
    Alkaloids from Tabernaemontana psorocarpa
    stated in
    Indole alkaloids and anti-nociceptive mechanisms of Tabernaemontana divaricata (L.) R. Br. flower methanolic extract
    stated in
    ALCALÓIDES DE TABERNAEMONTANA HETEROPHYLLA VAHL. (APOCYNACEAE)
    stated in
    Five new iboga alkaloids from Tabernaemontana corymbosa
    stated in
    Ervayunine: a new indole alkaloid from Ervatamia yunnanensis
    stated in
    A new indole alkaloid from Ervatamia yunnanensis.
    Tabernaemontana pandacaqui
    16 references
    stated in
    Tertiary Indole Alkaloids of Tabernaemontana dichotoma Seeds
    stated in
    Terpenoids and alkaloids of the leaves of Tabernaemontana coronaria
    stated in
    Alkaloids of Tabernaemontana divaricata
    stated in
    Studies on Natural Products from Cuban Plants. Alkaloids fromTabernaemontana citrifolia
    stated in
    ALCALÓIDES DE TABERNAEMONTANA HETEROPHYLLA VAHL. (APOCYNACEAE)
    stated in
    Alkaloids from Apocynaceae. III.1Alkaloids of Tabernaemontana and Ervatamia. The Structure of Coronaridine, A New Alkaloid Related to Ibogamine2
    stated in
    Alkaloids from Tabernaemontana psorocarpa
    stated in
    Plant Anticancer Agents VI: Isolation of Voacangine, Voacamine, and Epivoacorine from Tabernaemontana arborea Sap
    stated in
    Indole alkaloids and anti-nociceptive mechanisms of Tabernaemontana divaricata (L.) R. Br. flower methanolic extract
    stated in
    Cytotoxicity and genotoxicity of coronaridine from Tabernaemontana catharinensis A.DC in a human laryngeal epithelial carcinoma cell line (Hep-2)
    stated in
    [Studies on alkaloids from Ervatamia pandacaqui]
    stated in
    Heyneanine Hydroxyindolenine, A New Indole Alkaloid from Ervatamia coronaria var. plena
    stated in
    Etude Botanique et Chimique Comparee de Quatre Especes Souvent Confondues Sous le Nom d'Ervatamia orientalis (Apocynacees)
    stated in
    Indole alkaloids from three species of the Ervatamia genus: E. officinalis, E. divaricata, and E. divaricata Gouyahua.
    stated in
    Analgesic components from bornean medicinal plants, Tabernaemontana pauciflora Blume and Tabernaemontana pandacaqui Poir
    stated in
    Indole alkaloids from Tabernaemontana pandacaqui in the Philippines
    has part(s)
    carbon
    0 references
    Commons category
    Voacangine
    0 references

    Identifiers

    EC number
    687-877-9
    1 reference
    stated in
    ECHA Substance Infocard database
    ECHA Substance Infocard ID
    100.214.137
    retrieved
    27 December 2018
    title
    [No public or meaningful name is available] (English)
    quotation
    CAS no.: 510-22-5 (English)
    ECHA Substance Infocard ID
    100.214.137
    1 reference
    stated in
    ECHA Substance Infocard database
    ECHA Substance Infocard ID
    100.214.137
    retrieved
    27 December 2018
    title
    [No public or meaningful name is available] (English)
    quotation
    CAS no.: 510-22-5 (English)
     
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