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Substance Name: Berberine chloride [JAN]
RN: 633-65-8
UNII: UOT4O1BYV8
InChIKey: VKJGBAJNNALVAV-UHFFFAOYSA-M

Note

  • An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal.

Molecular Formula

  • C20-H18-N-O4.Cl

Molecular Weight

  • 371.818
 

Classification Code

  • Mutation Data
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Names and Synonyms

Name of Substance

  • Berberine chloride [JAN]

Synonyms

  • 5,6-Dihydro-9,10-dimethoxybenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium chloride hydrate
  • AI3-61834
  • Benzodioxide
  • Berberine chloride
  • Berberine hydrochloride
  • Berberinium chloride
  • CCRIS 8656
  • EINECS 211-195-9
  • NSC 163088
  • NSC 646666
  • UNII-UOT4O1BYV8

Systematic Names

  • Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, chloride
  • Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, chloride (1:1)
  • Berberine hydrochloride
  • Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, chloride

Registry Numbers

CAS Registry Number

  • 633-65-8

FDA UNII

  • UOT4O1BYV8

Other Registry Number

  • 1082532-96-4

System Generated Number

  • 0000633658

Molecular Formulas

Molecular Formula

  • C20-H18-N-O4.Cl

Molecular Formula Fragments

  • C20-H18-N-O4
  • Cl
  • COMPONENT

Structure Descriptors

InChI

1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1

InChIKey

VKJGBAJNNALVAV-UHFFFAOYSA-M

Smiles

c12c3c(cc4OCOc4c3)CC[n+]1cc1c(c(OC)ccc1c2)OC.[ClH-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 37mg/kg (37mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 104, Pg. 253, 1952.
mouse LD50 oral > 29586mg/kg (29586mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 654, 1974.
mouse LD50 unreported 30mg/kg (30mg/kg)   Pharmaceutical Chemistry Journal Vol. 22, Pg. 856, 1988.
rat LD50 intravenous 60mg/kg (60mg/kg)   Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 25, Pg. 335, 1990.
rat LD50 oral > 15gm/kg (15000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 654, 1974.
rat LD50 oral > 15gm/kg (15000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 654, 1974.