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Substance Name: Chelidonine
RN: 476-32-4
UNII: 8K7EK8446J
InChIKey: GHKISGDRQRSCII-ZOCIIQOWSA-N

Note

  • Benzophenanthridine derived from scoulerine from Chelidonium majus.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C20-H19-N-O5

Molecular Weight

  • 353.3721
 
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Names and Synonyms

Name of Substance

  • Chelidonine

Synonyms

  • (+)-Chelidonine
  • Chelidonin
  • Chelidonin [German]
  • Chelidoniny
  • Chelidoniny [Polish]
  • EINECS 207-504-1
  • Helidonine
  • Khelidonin
  • Stylophorin
  • UNII-8K7EK8446J

Systematic Name

  • Chelidonine

Registry Numbers

CAS Registry Number

  • 476-32-4

FDA UNII

  • 8K7EK8446J

Related Registry Numbers

  • 4312-31-6 (hydrochloride)
  • 63937-19-9 (sulfate)

System Generated Number

  • 0000476324

Structure Descriptors

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

InChIKey

GHKISGDRQRSCII-ZOCIIQOWSA-N

Smiles

CN1Cc2c3OCOc3ccc2[C@H]4[C@@H](O)Cc5cc6OCOc6cc5[C@@H]14

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous 140mg/kg (140mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 135, 1960.
dog LD50 subcutaneous 500mg/kg (500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 135, 1960.
frog LD50 subcutaneous 160mg/kg (160mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 135, 1960.
mouse LD50 intravenous 35mg/kg (35mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 5, Pg. 163, 1946.
mouse LD50 subcutaneous 125mg/kg (125mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 135, 1960.
mouse LD50 unreported 2750mg/kg (2750mg/kg)   Herba Polonica. Vol. 25, Pg. 209, 1979.
rabbit LD50 subcutaneous 360mg/kg (360mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 135, 1960.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 135.5 deg C   EXP
log P (octanol-water) 2.910 (none)   EST
Atmospheric OH Rate Constant 2.28E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.