5096-57-1

• 常用中文名：四氢小檗碱
• 常用英文名：canadine
• CAS号：5096-57-1
• 分子式：C₂₀H₂₁NO₄
• 分子量：339.385
• 相关类别： 天然产物 生物碱
• 发布时间：2017-12-02 21:13:08
• 更新时间：2024-01-02 11:41:54
• (S) -(-)-四氢小檗碱是一种生物碱,是小檗碱生物合成的中间产物,具有杀虫活性[1]。

名称

• 中文名: 四氢小檗碱
• 英文名: (S)-canadine
• 英文别名: (13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline; Hydroberberine; 6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-; 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline; canadine; (±)-Canadine; 5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine; HDHHC; dl-Tetrahydroberberine; a-Canadine; 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-; HU243; 9,10-bis(methyloxy)-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline; xanthopuccine; (S)-Canadine; 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-; (13aS)-9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline; 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline; 5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine; (S)-Tetrahydroberberine; 6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-; dl-Canadine; UNII:V2SSH085X8; 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine; (-)-Canadine; Tetrahydroberberine; CANADINE, (-)-; (13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 476.1±45.0 °C at 760 mmHg
• 熔点: 135°
• 分子式: C₂₀H₂₁NO₄
• 分子量: 339.385
• 闪点: 141.1±25.9 °C
• 精确质量: 339.147064
• PSA: 40.16000
• LogP: 3.83
• 外观性状: 粉末
• 蒸汽压: 0.0±1.2 mmHg at 25°C
• 折射率: 1.656
• 储存条件: 2-8℃，干燥，密闭

生物活性

• 描述: (S) -(-)-四氢小檗碱是一种生物碱,是小檗碱生物合成的中间产物,具有杀虫活性[1]。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 炎症/免疫
• 参考文献:

  [1]. Galanie S, Smolke CD. Optimization of yeast-based production of medicinal protoberberine alkaloids. Microb Cell Fact. 2015 Sep 16;14:144.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : DR9823000 CHEMICAL NAME : 13a-alpha-Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)- CAS REGISTRY NUMBER : 5096-57-1 LAST UPDATED : 199503 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C20-H21-N-O4 MOLECULAR WEIGHT : 339.42 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 940 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 790 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989

安全

• 危害码 (欧洲): Xi
• 危险品运输编码: 1544
• 包装等级: III