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Substance Name: Bulbocapnine
RN: 298-45-3
UNII: O0TGI865QO
InChIKey: LODGIKWNLDQZBM-LBPRGKRZSA-N

Note

  • Alkaloid from Corydalis cava and other plants; induces catalepsy probably due to its antagonism of DOPAMINE.

Molecular Formula

  • C19-H19-N-O4

Molecular Weight

  • 325.3621
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Bulbocapnine

Synonyms

  • (S)-(+)-Bulbocapnine
  • 4-Hydroxy-3-methoxy-5,6-methylenedioxy-aporphin
  • Bulbocapnine
  • Bulbokaprin
  • d-Bulbocapnine
  • EINECS 206-061-1
  • UNII-O0TGI865QO

Systematic Names

  • 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-12-ol, 6,7,7a,8-tetrahydro-11-methoxy-7-methyl-, (S)-
  • 6a-alpha-Aporphin-11-ol, 10-methoxy-1,2-(methylenedioxy)-
  • Bulbocapnine

Registry Numbers

CAS Registry Number

  • 298-45-3

FDA UNII

  • O0TGI865QO

System Generated Number

  • 0000298453

Structure Descriptors

InChI

1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1

InChIKey

LODGIKWNLDQZBM-LBPRGKRZSA-N

Smiles

c12c3[C@H](Cc4c1c(c(cc4)OC)O)N(CCc3cc1c2OCO1)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 145mg/kg (145mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 69, 1965.
mouse LD50 intravenous 79mg/kg (79mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#12068,
mouse LD50 subcutaneous 195mg/kg (195mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 56, Pg. 85, 1936.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 199.5 deg C   EXP
log P (octanol-water) 3.150 (none)   EST
Atmospheric OH Rate Constant 2.53E-10 cm3/molecule-sec 25 EST

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