Coerulescine

Coerulescine
Names
Preferred IUPAC name
(3R)-1'-methylspiro[1H-indole-3,3'-pyrrolidine]-2-one
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C12H14N2O/c1-14-7-6-12(8-14)9-4-2-3-5-10(9)13-11(12)15/h2-5H,6-8H2,1H3,(H,13,15)
    Key: PNYGHERLKSFRMH-UHFFFAOYSA-N
  • O=C2Nc1c(cccc1)C23CN(CC3)C
Properties
C12H14N2O
Molar mass 202.257 g·mol−1
Density 1.2±0.1 g/cm3
Boiling point 378.8±42.0 °C
Hazards
Flash point 182.9±27.9 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Coerulescine is an oxindole alkaloid found in the plant Phalaris coerulescens.[1]

It is a member of the spiroindolone class. Elacomine and horsfiline have similar chemical structures.[2]

References

  1. ^ Anderton, N., Cockrum, P. A., Colegate, S. M., Edgar, J. A., Flower, K., Vit, I., Willing, R. I. (June 1998). "Oxindoles from Phalaris coerulescens". Phytochemistry. 48 (3): 437–439. Bibcode:1998PChem..48..437A. doi:10.1016/S0031-9422(97)00946-1. ISSN 0031-9422.
  2. ^ Anderton, N., Cockrum, P. A., Colegate, S. M., Edgar, J. A., Flower, K. (1999). "Assessment of potential for toxicity of Phalaris spp. via alkaloid content determination: P. coerulescens, a case example". Phytochemical Analysis. 10 (3): 113–118. Bibcode:1999PChAn..10..113A. doi:10.1002/(SICI)1099-1565(199905/06)10:3<113::AID-PCA438>3.0.CO;2-#.


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