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Eletefine

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Eletefine
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • 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-Key: LRIBDPPXLMPCHW-QXFGSWAMSA-N
  • 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
SMILES
  • O(c4c2c3c(C=1O\C(=C/CC(O)CC=1)c3ncc2)c(OC)c4OC)C
Properties
Chemical formula 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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.
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