15-Oxosparteine

Modify Date: 2024-01-03 10:58:52

15-Oxosparteine structure	Common Name	15-Oxosparteine
	CAS Number	550-90-3	Molecular Weight	412.734
	Density	0.9±0.1 g/cm3	Boiling Point	457.4±12.0 °C at 760 mmHg
	Molecular Formula	C₃₀H₅₂	Melting Point	40-44°
	MSDS	N/A	Flash Point	221.8±13.1 °C

Use of 15-Oxosparteine

Lupanin (D-Lupanine) is a natural ketonic derivative of Sparteine ((+)-Sparteine (HY-W008350)) with a ganglioplegic activity. Lupanine shows binding affinity for nicotinic receptor (nAChR) with a Ki value of 500 nM[1].

Name	lupanine
Synonym	More Synonyms

Description	Lupanin (D-Lupanine) is a natural ketonic derivative of Sparteine ((+)-Sparteine (HY-W008350)) with a ganglioplegic activity. Lupanine shows binding affinity for nicotinic receptor (nAChR) with a Ki value of 500 nM[1].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Neurological Disease
Target	Ki: 500 nM (Nicotinic receptor) and 11000 nM (Muscarinic receptor)[1]
In Vitro	Lupanine 对烟碱受体具有结合亲和力，Ki 值为 500 nM。而 Lupanine 对毒蕈碱受体的亲和力非常弱，Ki 值为 11000 nM[1]。
In Vivo	Lupanine (腹腔注射 100-300 毫克/千克；口服 175-700 毫克/千克) 在 EOPS 雄性瑞士小鼠 (20-22 克) 和哈特利豚鼠 (400-500 克) 中单次注射的毒性要小得多 [1]。 Lupanine (1-7.5 mg/kg；i.v.) 比 Sparteine 更有效地对抗颈动脉闭塞引起的继发性反射性高血压和刺激肺胃神经引起的猫狗低血压[1]。 Lupanine 对阿托品治疗的狗注射乙酰胆碱 (500 pg/kg i.v.) 引起的烟碱型高血压有抑制作用[1]。
References	[1]. K Yovo,, et al. Comparative pharmacological study of sparteine and its ketonic derivative lupanine from seeds of Lupinus albus. Planta Med. 1984 Oct;50(5):420-4.

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

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