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Chelidonine information


Chelidonine
chelidonine 2D skeletal
chelidonine 3D BS
Names
IUPAC name
Chelidonine[1]
Systematic IUPAC name
(5bR,6S,12bS)-13-Methyl-5b,6,7,12b,13,14-hexahydro-2H,10H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol
Identifiers
CAS Number
  • 476-32-4 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL436279
ChemSpider
  • 171216
ECHA InfoCard 100.006.823 Edit this at Wikidata
KEGG
  • C12242
PubChem CID
  • 197810
UNII
  • 8K7EK8446J checkY
CompTox Dashboard (EPA)
  • DTXSID10878474 Edit this at Wikidata
InChI
  • InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
    Key: GHKISGDRQRSCII-ZOCIIQOWSA-N
  • InChI=1/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
    Key: GHKISGDRQRSCII-ZOCIIQOWBJ
SMILES
  • CN1CC2=C(C=CC3=C2OCO3)[C@@H]4[C@H]1C5=CC6=C(C=C5C[C@@H]4O)OCO6
Properties
Chemical formula
C20H19NO5
Molar mass 353.374 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity.[2]

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1517. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ "NCATS Inxight: Drugs — CHELIDONINE, (+/-)-". drugs.ncats.io. Retrieved 2020-01-22.

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Chelidonine

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Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity. Chelidonine is the major alkaloid component...

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considered poisonous to humans. The berries contain the isoquinoline alkaloid chelidonine, as well as other alkaloids. Ingesting the berries causes mild symptoms...

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nudicaule has been shown to contain the benzophenanthidine alkaloid, chelidonine. It also contains (+)-amurine, (-)-amurensinine, (-)-O-methylthalisopavine...

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cryptopine, hemochelidonine, homochelidonine, norchelidonine, berberine, chelidonine, sanguinarine, chelerythrine, and 8-hydroxydihydrosanguinarine. Sanguinarine...

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C20H19NO5

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C20H19NO5 (molar mass: 353.37 g/mol, exact mass: 353.1263 u) may refer to: Chelidonine Lennoxamine LY-341,495 LY-344,545 Protopine This set index page lists...

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Sanguinarine

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compound having a chemical classification similar to that of sanguinarine. Chelidonine Santos AC, Adkilen P (1932). "The Alkaloids of Argemone Mexicana". Journal...

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(IV), a molecule that inhibits HIV by acting on various targets; (±) chelidonine, a non-specific cholinesterase inhibitor; ammosamide B (V), a cytotoxic...

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