Ergosecaline

Ergosecaline
Clinical data
Other namesN-[(2R,5S)-5-isopropyl-2-methyl-3,6-dioxo-2-morpholinyl]-6-methyl-9,10-didehydroergoline-8β-carboxamide
ATC code
  • None
Identifiers
  • (6aR,9R)-7-methyl-N-[(2S,5S)-2-methyl-3,6-dioxo-5-propan-2-ylmorpholin-2-yl]-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
PubChem CID
ChemSpider
ChEBI
Chemical and physical data
FormulaC24H28N4O4
Molar mass436.512 g·mol−1
3D model (JSmol)
  • CC(C)[C@H]1C(=O)O[C@](C(=O)N1)(C)NC(=O)[C@H]2CN([C@@H]3CC4=CNC5=CC=CC(=C45)C3=C2)C
  • InChI=1S/C24H28N4O4/c1-12(2)20-22(30)32-24(3,23(31)26-20)27-21(29)14-8-16-15-6-5-7-17-19(15)13(10-25-17)9-18(16)28(4)11-14/h5-8,10,12,14,18,20,25H,9,11H2,1-4H3,(H,26,31)(H,27,29)/t14-,18-,20+,24+/m1/s1
  • Key:SJBHTLCEMGAZPJ-MBQSRQCLSA-N

Ergosecaline is an ergot alkaloid and ergopeptine found in Claviceps purpurea (ergot). It has a simpler structure than other ergopeptines. The alkaloid was first described in the scientific literature by Matazō Abe and colleagues in 1959.

See also

References

  1. 1 2 Stoll A, Hofmann A (1965). "Chapter 21 The Ergot Alkaloids". The Alkaloids: Chemistry and Physiology. Vol. 8. Elsevier. pp. 725–783. doi:10.1016/s1876-0813(08)60060-3. ISBN 978-0-12-469508-5.
  2. 1 2 Buchta M, Cvak L (8 April 1999). "Ergot Alkaloids and Other Metabolites of the Genus Claviceps". Ergot: The Genus Claviceps. CRC Press. pp. 188–216. doi:10.1201/9780203304198-14. ISBN 978-0-429-21976-4.
  3. 1 2 Abe M, Yamano T, Yamatodani S, Kōzu Y, Kusumoto M, Komatsu H, et al. (1959). "On the New Peptide-Type Ergot Alkaloids, Ergosecaline and Ergosecalinine". Bulletin of the Agricultural Chemical Society of Japan. 23 (3): 246–248. doi:10.1080/03758397.1959.10857567. ISSN 0375-8397.