509-15-9

• 常用中文名：钩吻素甲
• 常用英文名：Gelsemine
• CAS号：509-15-9
• 分子式：C₂₀H₂₂N₂O₂
• 分子量：322.401
• 相关类别： 天然产物 生物碱
• 发布时间：2018-08-02 17:48:58
• 更新时间：2026-07-23 12:12:20
• Gelsemine 是一种来自中草药 Gelsemium elegans 的生物碱,可有效减轻慢性疼痛。具有抗伤害和催眠作用。

名称

• 中文名: 钩吻碱
• 英文名: Gelsemine
• 中文别名: 钩吻碱钾; Gelsemine :钩吻碱甲; 钩吻碱(钩吻素甲,钩吻碱钾,胡曼鹼,常绿黄素馨碱); 钩吻碱甲; 钩吻碱对照品; (3S,3AS,3'S,5R,8AS,9R)-1-甲基-3-乙烯基-1,2,3,3A,5,7,8,8A-八氢螺[3,8,5-IETHANE[1,1,2]三基)OXINO[4,5-B]吡咯-4,3'-吲哚]-2'-酮; 胡曼鹼; 钩吻碱:钩吻碱甲; 胶胺; 钩吻碱甲标准品; 钩吻素碱; 钩吻素甲,钩吻碱钾,胡曼鹼,常绿黄素馨碱; 钩吻碱, 来源于胡蔓藤; 钩吻碱、钩吻素甲; 常绿黄素馨碱; GELSEMINE 钩吻素甲; 常绿黄素馨碱、钩吻素甲、钩吻碱甲; 钩吻碱(甄准不供应); 钩吻碱,10 MM DMSO 溶液; 甲醇中钩吻碱溶液标准物质; 钩吻碱甲对照品; 马利筋碱; 钩吻素甲(标准品); 钩吻宁; 钩吻素甲(钩吻碱)
• 英文别名: 3h)indol)-2’(1’,h)-one; (+)-Gelsemine; (3S,3aS,3'S,8S,8aS)-1-methyl-3-vinyl-1,2,3,3a,5,7,8,8a-octahydrospiro[3,8,5-iethane[1,1,2]triyl)oxino[4,5-b]pyrrole-4,3'-indolin]-2'-one; Gelsemin; GELSEMINE; Spiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3'-[3H]indole] , gelsemine deriv; ne,5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl-,(3r-(3alpha,4abeta,5alpha; Gelsemine, 10 mM in DMSO; (3S,3aS,3'S,5R,8aS,9R)-1-Methyl-3-vinyl-1,2,3,3a,5,7,8,8a-octahydrospiro[3,8,5-iethane[1,1,2]triyl)oxino[4,5-b]pyrrole-4,3'-indolin]-2'-one; GELSAMINE; Gelsemine from Gelsemium elegans (Gdner & Chapm.) Benth; 8abeta,9s*,10s*))-8alph; GESEMINE; Gelsemine in methanol; EINECS 208-095-2; Spiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3'-[3H]indol]-2'(1'H)-one, 5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl; [3R-(3alpha,4abeta,5alpha,8alpha,8abeta,9S*,10S*)]-5-Etheny l-3,4,4a,5,6,7,8,8a-octahydro-7-methylspiro[3,5,8-ethanylylidene-1H-p yrano[3,4-c]pyridine-10,3'-[3H]indol]-2'(1'H)-one; (3S,3,3'S,5R,8S,8aS,9R)-1-methyl-3-vinyl-1,2,3,3a,5,7,8,8a-octahydrospiro[3,8,5-iethane[1,1,2]triyl)oxino[4,5-b]pyrrole-4,3'-indolin]-2'-one; Spiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3'-[3H]indol]-2'(1'H)-one,5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-Methyl-, (3R,3'S,4,5S,8S,8aS,9S); octahydro-7-methylspiro(3,5,8-ethanylylidene-1h-pyrano(3,4-c)pyridine-10,3’-(; (2'S,3S,5'S,6'R,8'R,11'S)-4'-Methyl-2'-vinylspiro[indole-3,7'-[9]oxa[4]azatetracyclo[6.3.1.0.0]dodecan]-2(1H)-one; gelsemine free base; (3r-(3alpha,4abeta,5alpha,8alpha,8abeta,9s*,10s*))-5-ethenyl-3,4,4a,5,6,7,8,8a; Spiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3'-[3H]indol]-2'(1'H)-one, 5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl-, [3R-(3alpha,4abeta,5alpha,8alpha,8abeta,9S*,10S*)]; (3S,3,3'S,5R,8S,8aS,9R)-1-Methyl-3-vinyl-1,2,3,3a,5,7,8,8a-octahydrospiro[3,8,5-iethane[1,1,2]triyl)oxino[4,5-b]pyrrol-4,3'-indolin]-2'-one; Gelsemine-RM; spiro(3,5,8-ethanylylidene-1h-pyrano(3,4-c)pyridine-10,3’-(3h)indol)-2’(1’h)-o; Spiro[3,5,8-ethanylylidene-1H-pyrano[3,4-c]pyridine-10,3'-[3H]indol]-2'(1'H)-one, 5-ethenyl-3,4,4a,5,6,7,8,8a-octahydro-7-methyl-, [3R-(3alpha,4abeta,5alpha,8alpha,8abeta,9S,10S)]

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 493.4±45.0 °C at 760 mmHg
• 熔点: 181-183ºC
• 分子式: C₂₀H₂₂N₂O₂
• 分子量: 322.401
• 闪点: 252.2±28.7 °C
• 精确质量: 322.168121
• PSA: 41.57000
• LogP: 3.08
• 外观性状: 白色粉末
• 蒸汽压: 0.0±1.3 mmHg at 25°C
• 折射率: 1.673
• 储存条件: 库房低温,通风,干燥,与食品原料分开存放

生物活性

• 描述: Gelsemine 是一种来自中草药 Gelsemium elegans 的生物碱,可有效减轻慢性疼痛。具有抗伤害和催眠作用。
• 相关类别:
  信号通路 >> 其他 >> 其他
  天然产物 >> 生物碱
  研究领域 >> 神经疾病
• 体内研究: Gelsemine是治疗部分坐骨神经结扎(PSNL)小鼠的神经性疼痛和睡眠障碍的有效药物。 Gelsemine(4 mg/kg)对PSNL诱导的机械异常性疼痛和热痛觉过敏产生镇痛作用。在PSNL小鼠中,Gelsemine(2和4mg/kg)使机械阈值增加4小时并延长热潜伏期3小时。此外,Gelsemine(4 mg/kg,在早上6:30给药)增加非快速眼动(非REM,NREM)睡眠,减少觉醒,但在前3小时内不影响快速眼动(REM)睡眠在PSNL小鼠[1]。免疫组织化学研究表明,PSNL可增加前扣带皮层神经元中c-Fos的表达,而Gelsemine(4 mg/kg)可使c-Fos表达降低58％[1]。
• 参考文献:

  [1]. Wu YE, et al. Gelsemine alleviates both neuropathic pain and sleep disturbance in partial sciatic nerve ligation mice. Acta Pharmacol Sin. 2015 Nov;36(11):1308-17.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : LX9100000 CHEMICAL NAME : Gelsemine CAS REGISTRY NUMBER : 509-15-9 BEILSTEIN REFERENCE NO. : 5406576 LAST UPDATED : 199612 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C20-H22-N2-O2 MOLECULAR WEIGHT : 322.44 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 60 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : DUSA** "Dispensatory of the United States of America," 24th ed., Osol, A. and G.E. Farrar, Philadelphia, J.B. Lippincott Co., 1947 Volume(issue)/page/year: 24,497,1947 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 49 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,349,1957

安全

• 危害码 (欧洲): T+
• 风险声明 (欧洲): 23/24/25-26/27/28
• 安全声明 (欧洲): 36/37/39-45-28
• 危险品运输编码: UN 1544 6.1/PG 2
• WGK德国: 3
• RTECS号: LX9100000
• 包装等级: I
• 危险类别: 6.1(a)

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