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Coerulescine

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Coerulescine
Names
Preferred IUPAC name (3R)-1'-methylspiro-2-one
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • 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
SMILES
  • O=C2Nc1c(cccc1)C23CN(CC3)C
Properties
Chemical formula C12H14N2O
Molar mass 202.257 g·mol
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 , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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

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

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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