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Coptisine

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]

Coptisine
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
  • 3486-66-6 Y
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL362071 Y
ChemSpider
  • 65268 Y
  • 72322
UNII
  • 0GCL71VN14 Y
  • DTXSID10188404
  • InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1 Y
    Key: XYHOBCMEDLZUMP-UHFFFAOYSA-N Y
  • InChI=1/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1
    Key: XYHOBCMEDLZUMP-UHFFFAOYAS
  • O1c3c(OC1)c2c[n+]6c(cc2cc3)c5cc4OCOc4cc5CC6
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).
N verify (what is YN ?)

References edit

  1. ^ Chen J, Wang F, Liu J, Lee FS, Wang X, Yang H (April 2008). "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. 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. ^ Tang J, Feng Y, Tsao S, Wang N, Curtain R, Wang Y (October 2009). "Berberine and Coptidis rhizoma as novel antineoplastic agents: a review of traditional use and biomedical investigations". Journal of Ethnopharmacology. 126 (1): 5–17. doi:10.1016/j.jep.2009.08.009. hdl:10722/127599. PMID 19686830.

coptisine, alkaloid, found, chinese, goldthread, coptis, chinensis, greater, celandine, opium, famous, bitter, taste, that, produces, used, chinese, herbal, medicine, along, with, related, compound, berberine, digestive, disorders, caused, bacterial, infection. 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 Coptisine NamesIUPAC name 7 8 13 13a Tetradehydro 2 H 2 H bis 1 3 dioxolo 4 5 2 3 4 5 9 10 berbin 7 iumSystematic IUPAC name 6 7 Dihydro 2H 10H 5l5 1 3 dioxolo 4 5 g 1 3 dioxolo 4 5 7 8 isoquinolino 3 2 a isoquinolin 5 yliumIdentifiersCAS Number 3486 66 6 Y3D model JSmol Interactive imageChEMBL ChEMBL362071 YChemSpider 65268 YPubChem CID 72322UNII 0GCL71VN14 YCompTox Dashboard EPA DTXSID10188404InChI InChI 1S C19H14NO4 c1 2 16 19 24 10 21 16 14 8 20 4 3 12 6 17 18 23 9 22 17 7 13 12 15 20 5 11 1 14 h1 2 5 8H 3 4 9 10H2 q 1 YKey XYHOBCMEDLZUMP UHFFFAOYSA N YInChI 1 C19H14NO4 c1 2 16 19 24 10 21 16 14 8 20 4 3 12 6 17 18 23 9 22 17 7 13 12 15 20 5 11 1 14 h1 2 5 8H 3 4 9 10H2 q 1Key XYHOBCMEDLZUMP UHFFFAOYASSMILES O1c3c OC1 c2c n 6c cc2cc3 c5cc4OCOc4cc5CC6PropertiesChemical formula C19H14NO4 Molar mass 320 319Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesReferences edit Chen J Wang F Liu J Lee FS Wang X Yang H April 2008 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 doi 10 1016 j aca 2008 02 060 PMID 18395058 Hakim Sohrab A E Mijovic 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 Tang J Feng Y Tsao S Wang N Curtain R Wang Y October 2009 Berberine and Coptidis rhizoma as novel antineoplastic agents a review of traditional use and biomedical investigations Journal of Ethnopharmacology 126 1 5 17 doi 10 1016 j jep 2009 08 009 hdl 10722 127599 PMID 19686830 nbsp This article about an alkaloid is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Coptisine amp oldid 1152485529, wikipedia, wiki, book, books, library,

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