Eletefine

Eletefine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C19H19NO5/c1-22-17-11-8-9-20-16-13-7-5-10(21)4-6-12(25-13)15(14(11)16)18(23-2)19(17)24-3/h6-10,21H,4-5H2,1-3H3/b12-6-,13-7- checkY
    Key: LRIBDPPXLMPCHW-QXFGSWAMSA-N checkY
  • InChI=1/C19H19NO5/c1-22-17-11-8-9-20-16-13-7-5-10(21)4-6-12(25-13)15(14(11)16)18(23-2)19(17)24-3/h6-10,21H,4-5H2,1-3H3/b12-6-,13-7-
    Key: LRIBDPPXLMPCHW-QXFGSWAMBK
  • O(c4c2c3c(C=1O\C(=C/CC(O)CC=1)c3ncc2)c(OC)c4OC)C
Properties
C19H19NO5
Molar mass 343.357 g/mol
Appearance red waxy solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Eletefine is an isoquinoline alkaloid first isolated in 1998 from Cissampelos glaberrima. It is one of few known compounds containing the so-called stephaoxocane skeleton, alongside stephaoxocanidine, excentricine, and the stephalonganines.

References

  1. ↑ da Cunha EV, Cornelio ML, Barbosa Filho JM, Braz FR, Gray AI (Sep 1998). "Eletefine, a stephaoxocane alkaloid from Cissampelos glaberrima". Journal of Natural Products. 61 (9): 1140–2. doi:10.1021/np980018b. ISSN 0163-3864. PMID 9748384.
  2. ↑ Kashiwaba, N.; Morooka, S.; Kimura, M.; Ono, M.; Toda, J.; Suzuki, H.; Sano, T. (1997). "Stephaoxocanidine, a New Isoquinoline Alkaloid from Stephania cepharantha". Natural Product Research. 9 (3): 177–714. doi:10.1080/10575639708048312.
  3. ↑ Bracca, A. B. J.; Kaufman, T. S. (2008). "An alternative and convenient synthesis of oct-7-enal, a naturally-occurring aldehyde isolated from the Japanese thistle Cirsium dipsacolepis". Journal of the Brazilian Chemical Society. 19 (6): 1125–1128. doi:10.1590/S0103-50532008000600011.
  4. ↑ Zhang, H.; Yue, J. -M. (2006). "New Stephaoxocane Alkaloids from Stephania longa". Helvetica Chimica Acta. 89 (6): 1105. doi:10.1002/hlca.200690108.