Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Sparteine [INN]
RN: 90-39-1
UNII: 298897D62S
InChIKey: SLRCCWJSBJZJBV-ZQDZILKHSA-N

Note

  • A quinolizidine alkaloid isolated from several FABACEAE including LUPINUS; SPARTIUM; and CYTISUS. It has been used as an oxytocic and an anti-arrhythmia agent. It has also been of interest as an indicator of CYP2D6 genotype.

Molecular Formula

  • C15-H26-N2

Molecular Weight

  • 234.3844
 

Classification Codes

  • Anti-Arrhythmia Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Natural Product
  • Oxytocics
  • Reproductive Control Agents
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Sparteine
  • Sparteine [INN]

MeSH Heading

  • Sparteine

Synonyms

  • 6-beta,7-alpha,9-alpha,11-alpha-Pachycarpine
  • 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-
  • EINECS 201-988-8
  • Esparteina
  • Esparteina [INN-Spanish]
  • Genisteine Alkaloid
  • l-Sparteine
  • Lupinidine
  • Sparteina
  • Sparteina [DCIT]
  • Sparteine
  • Sparteinum
  • Sparteinum [INN-Latin]
  • UNII-298897D62S

Systematic Names

  • 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14abeta))-
  • Sparteine

Registry Numbers

CAS Registry Number

  • 90-39-1

FDA UNII

  • 298897D62S

System Generated Number

  • 0000090391

Structure Descriptors

InChI

1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1

InChIKey

SLRCCWJSBJZJBV-ZQDZILKHSA-N

Smiles

C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@@H]34)[C@H]2C1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 15mg/kg (15mg/kg)   Veterinary and Human Toxicology. Vol. 41, Pg. 33, 1999.
frog LDLo intramuscular 1665mg/kg (1665mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1398, 1935.
frog LDLo subcutaneous 3330mg/kg (3330mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1398, 1935.
guinea pig LDLo intraperitoneal 23mg/kg (23mg/kg)   Journal of Agricultural Research Vol. 32, Pg. 51, 1926.
guinea pig LDLo intravenous 27mg/kg (27mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: TREMOR
Planta Medica. Vol. 50, Pg. 420, 1984.
mouse LD50 intraperitoneal 36mg/kg (36mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Planta Medica. Vol. 50, Pg. 420, 1984.
mouse LD50 oral 220mg/kg (220mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: TREMOR
Planta Medica. Vol. 50, Pg. 420, 1984.
mouse LD50 subcutaneous 105mg/kg (105mg/kg)   Pharmacology and Toxicology. English translation of FATOAO. Vol. 21, Pg. 468, 1958.
pigeon LDLo subcutaneous 86mg/kg (86mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1398, 1935.
rabbit LDLo intravenous 30mg/kg (30mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1398, 1935.
rabbit LDLo subcutaneous 100mg/kg (100mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 589, 1948.
rat LD50 intraperitoneal 42mg/kg (42mg/kg)   Compilation of LD50 Values of New Drugs.
rat LD50 oral 960mg/kg (960mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 210, Pg. 27, 1974.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 30.5 deg C   EXP
Boiling Point 325 deg C   EXP
log P (octanol-water) 2.730 (none)   EST
Water Solubility 3040 mg/L 22 EXP
Vapor Pressure 1.79E-04 mm Hg 25 EST
Henry's Law Constant 1.16E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.26E-10 cm3/molecule-sec 25 EST

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