Chemistry:Coptisine

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Coptisine
Coptisine.png
Names
IUPAC name
7,8,13,13a-Tetradehydro-2′H,2′′H-bis([1,3]dioxolo)[4′,5′:2,3;4′′,5′′:9,10]berbin-7-ium
Systematic IUPAC name
6,7-Dihydro-2H,10H-5λ5-[1,3]dioxolo[4,5-g][1,3]dioxolo[4′,5′:7,8]isoquinolino[3,2-a]isoquinolin-5-ylium
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
Properties
C19H14NO4+
Molar mass 320.319
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
Tracking categories (test):

Coptisine is an alkaloid found in Chinese goldthread (Coptis chinensis),[1] greater celandine, and opium.[2] Famous for the bitter taste that it produces, it is used in Chinese herbal medicine along with the related compound berberine for digestive disorders caused by bacterial infections.[3]

References

  1. "Analysis of alkaloids in Coptis chinensis Franch by accelerated solvent extraction combined with ultra performance liquid chromatographic analysis with photodiode array and tandem mass spectrometry detections". Analytica Chimica Acta 613 (2): 184–95. April 2008. doi:10.1016/j.aca.2008.02.060. PMID 18395058. 
  2. Hakim, Sohrab A. E.; Mijović, Valerie; Walker, James (1961). "Distribution of Certain Poppy-Fumaria Alkaloids and a Possible Link with the Incidence of Glaucoma". Nature 189 (4760): 198–201. doi:10.1038/189198a0. PMID 13710637. 
  3. "Berberine and Coptidis rhizoma as novel antineoplastic agents: a review of traditional use and biomedical investigations". Journal of Ethnopharmacology 126 (1): 5–17. October 2009. doi:10.1016/j.jep.2009.08.009. PMID 19686830.