voacangine (Q5015902)

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chemical compound
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    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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