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Substance Name: Dihydroberberine
RN: 483-15-8
InChIKey: FZAGOOYMTPGPGF-UHFFFAOYSA-N

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C20-H19-N-O4

Molecular Weight

  • 337.373
 
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Names and Synonyms

Name of Substance

  • Dihydroberberine

Synonyms

  • 4-27-00-06505 (Beilstein Handbook Reference)
  • 7,8-Dihydroberberine
  • 9,10-Dimethoxy-2,3-(methylenedioxy)-13,13a-didehydroberbine
  • BRN 0344128
  • Dihydroberbine
  • Dihydroumbellatine
  • NSC 331264

Systematic Names

  • 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8-dihydro-9,10-dimethoxy- (9CI)
  • Berberine, dihydro- (6CI,7CI)
  • Berbine, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)-

Registry Numbers

CAS Registry Number

  • 483-15-8

System Generated Number

  • 0000483158

Structure Descriptors

InChI

1S/C20H19NO4/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/h3-4,7-9H,5-6,10-11H2,1-2H3

InChIKey

FZAGOOYMTPGPGF-UHFFFAOYSA-N

Smiles

C1=2c3c(cc4OCOc4c3)CCN1Cc1c(c(OC)ccc1C2)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 190mg/kg (190mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Pharmaceutical Chemistry Journal Vol. 15, Pg. 486, 1981.