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Substance Name: Lupanine d-form
RN: 550-90-3
UNII: 183KU7535A
InChIKey: JYIJIIVLEOETIQ-XDQVBPFNSA-N

Note

  • Formed by coupling of lupinine with pyridine.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C15-H24-N2-O

Molecular Weight

  • 248.368
 
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Names and Synonyms

Name of Substance

  • Lupanine
  • Lupanine d-form

Synonyms

  • (+)-Lupanine
  • 2-Oxosparteine
  • d-Lupanine
  • Lupanin
  • UNII-183KU7535A

Systematic Name

  • Lupanine

Registry Numbers

CAS Registry Number

  • 550-90-3

FDA UNII

  • 183KU7535A

System Generated Number

  • 0000550903

Structure Descriptors

InChI

1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1

InChIKey

JYIJIIVLEOETIQ-XDQVBPFNSA-N

Smiles

C1[C@@H]2C[C@H]([C@H]3CCCC(N13)=O)C[N@@]1CCCC[C@@H]21

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intraperitoneal 22mg/kg (22mg/kg)   Journal of Agricultural Research Vol. 32, Pg. 51, 1926.
guinea pig LDLo intravenous 78mg/kg (78mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
Planta Medica. Vol. 50, Pg. 420, 1984.
mouse LD50 intraperitoneal 175mg/kg (175mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Planta Medica. Vol. 50, Pg. 420, 1984.
mouse LD50 oral 410mg/kg (410mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: TREMOR
Planta Medica. Vol. 50, Pg. 420, 1984.
rat LD50 intraperitoneal 177mg/kg (177mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
JAT, Journal of Applied Toxicology. Vol. 7, Pg. 51, 1987.
rat LD50 oral 1440mg/kg (1440mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 210, Pg. 27, 1974.