15-Oxosparteine

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Names

[ CAS No. ]:
550-90-3

[ Name ]:
15-Oxosparteine

[Synonym ]:
2-oxosparteine
(7a,7aa,14a,14ab)-Dodecahydro-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one
Lupane
3-Pyrrolidinecarboxylic acid,2-oxo
Spartein-15-one
2-OXO-3-PYRROLIDINECARBOXYLIC ACID
15-Oxosparteine
7,14-Methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one, dodecahydro-, (7S,7aS,14S,14aR)-
2-OXO-PYRROLIDINE-3-CARBOXYLIC ACID

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
457.4±12.0 °C at 760 mmHg

[ Melting Point ]:
40-44°

[ Molecular Formula ]:
C30H52

[ Molecular Weight ]:
412.734

[ Flash Point ]:
221.8±13.1 °C

[ Exact Mass ]:
412.406891

[ PSA ]:
23.55000

[ LogP ]:
13.33

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.498

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OK5745000
CHEMICAL NAME :
Lupanine
CAS REGISTRY NUMBER :
550-90-3
LAST UPDATED :
198806
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C15-H24-N2-O
MOLECULAR WEIGHT :
248.41
WISWESSER LINE NOTATION :
T C66 K66 A GVN PNTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1440 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 210,27,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
177 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - cyanosis
REFERENCE :
JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 7,51,1987
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
410 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 50,420,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
175 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 50,420,1984
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
22 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAGRAC Journal of Agricultural Research (Washington, DC). (Washington, DC) V.1-78, 1913-49. Discontinued. Volume(issue)/page/year: 32,51,1926
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
78 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 50,420,1984

Safety Information

[ Hazard Codes ]:
Xi

Precursor & DownStream

Precursor

  • (+)-Dibenzoyl-D-tartaric acid
  • 13α-Hydroxylupanine
  • Hydrogen iodide

DownStream

  • (-)-Sparteine

Related Compounds

  • 15-hydroperoxythromboxane A2
  • 15-hydroxy-12-abieten-11-one
  • [(15)N]nitrite
  • 15-deoxy-Δ12,14-Prostaglandin J2 Glutathione (15-deoxy-Δ12,14-PGJ2 Glutathione)
  • 15-hydroxyisocostic acid methyl ester 15-O-methyl ether
  • 15-Aza-D-homo-5α-ergosta-8,14,24(28)-triene-3β-ol=acetate