Lupanine hydrochloride

Modify Date: 2024-09-23 12:07:24

Lupanine hydrochloride Structure
Lupanine hydrochloride structure
Common Name Lupanine hydrochloride
CAS Number 1025-39-4 Molecular Weight 284.82500
Density N/A Boiling Point N/A
Molecular Formula C15H25ClN2O Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Lupanine hydrochloride


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

 Names

Name lupanine hydrochloride dihydrate
Synonym More Synonyms

 Lupanine hydrochloride Biological Activity

Description Lupanine (D-Lupanine) hydrochloride is a natural ketonic derivative of Sparteine ((+)-Sparteine (HY-W008350)) with a ganglioplegic activity. Lupanine hydrochloride shows binding affinity for nicotinic receptor (nAChR) with a Ki value of 500 nM[1].
Related Catalog
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]。 Lupanine (0-100 μM) 是 SH-SY5Y 细胞的弱激动剂和脱敏剂,EC50 和 DC50 分别为 10.7 μM 和 28.2 μM[2]。
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  

[2]. Green BT, et al. Anagyrine desensitization of peripheral nicotinic acetylcholine receptors. A potential biomarker of quinolizidine alkaloid teratogenesis in cattle. Res Vet Sci. 2017 Dec;115:195-200.  

 Chemical & Physical Properties

Molecular Formula C15H25ClN2O
Molecular Weight 284.82500
Exact Mass 284.16600
PSA 23.55000
LogP 2.54950

 Synonyms

(7S,7aS,14S,14aR)-Dodecahydro-7,14-methano-dipyrido[1,2-a
1',2'-e][1,5]diazocin-4-one
hydrochloride
(+)-lupanine, monohydrochloride
(+)-Lupanin, Monohydrochlorid