77181-26-1

• 常用中文名：3-乙酰乌头碱
• 常用英文名：Flaconitine
• CAS号：77181-26-1
• 分子式：C₃₆H₄₉NO₁₂
• 分子量：687.774
• 相关类别： 生物化工 植物提取物
• 发布时间：2018-04-08 08:00:00
• 更新时间：2024-01-02 14:32:59
• Flaconitine 是从 A.szechenyianum 根中分离出来的一种生物碱。 Flaconitine 是一种 NF-κB 抑制剂。

名称

• 中文名: 乙酰乌头碱
• 英文名: acetylaconitine
• 中文别名: 乙酰乌头碱; 新乌宁痛
• 英文别名: (1α,3α,6α,14α,15α,16β)-3,8-Diacetoxy-20-ethyl-13,15-dihydroxy-1,6,16-trimethoxy-4-(methoxymethyl)aconitan-14-yl benzoate; 3-acetylaconitine; Aconitane-3,8,13,14,15-pentol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, 3,8-diacetate 14-benzoate, (1α,3α,6α,14α,15α,16β)-; Flaconitine

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 715.9±60.0 °C at 760 mmHg
• 分子式: C₃₆H₄₉NO₁₂
• 分子量: 687.774
• 闪点: 386.8±32.9 °C
• 精确质量: 687.325500
• PSA: 159.52000
• LogP: 0.94
• 蒸汽压: 0.0±2.4 mmHg at 25°C
• 折射率: 1.599
• 储存条件: 库房低温,通风,干燥

生物活性

• 描述: Flaconitine 是从 A.szechenyianum 根中分离出来的一种生物碱。 Flaconitine 是一种 NF-κB 抑制剂。
• 相关类别:
  研究领域 >> 神经疾病
  天然产物 >> 生物碱
• 靶点:

  NF-κB

• 体外研究: Flaconitine已被证明可抑制TNF-α诱导的NF-κB活化,被认为是二酯-二萜型NF-κB抑制剂[1] Flaconitine(3-Acetylaconitine)用于评估其对人白血病P388细胞的细胞毒活性。 SRB(Sulforhodamine B)方法,以依托泊苷为阳性对照。 Flaconitine的细胞生长抑制效力表示为IC 50(μM)值。 Flaconitine具有中等细胞毒活性,IC50为18.6μM[2]。
• 细胞实验: 按照标准公开的程序，使用微量滴定板形式和磺胺罗丹明B在终点进行测定。将白血病细胞（P388）暴露于乌头碱（3-乙酰基乌头碱）三天。使细胞生长并保持在设定为37℃，5％CO 2和95％湿度的培养箱中。补充有10％胎牛血清（FCS）和0.5％胰蛋白酶的RPMI-1640培养基用于培养P388细胞[2]。
• 参考文献:

  [1]. Dong L, et al. Identification of nuclear factor-κB inhibitors and β2 adrenergic receptor agonists in Chinese medicinal preparation Fuzilizhong pills using UPLC with quadrupole time-of-flight MS. Phytochem Anal. 2014 Mar-Apr;25(2):113-21.

  [2]. He YQ, et al. Diterpenoid alkaloids from a Tibetan medicinal plant Aconitum richardsonianum var. pseudosessiliflorum and their cytotoxic activity. J Pharm Anal. 2011 Feb;1(1):57-59.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : AR5562000 CHEMICAL NAME : Aconitane-3,8,13,14,15-pentol, 20-ethyl-4-(methoxymethyl)-1,6,16-trimethoxy-, 14-benzoate 3,8-diacetate, (1-alpha,3-alpha,6-alpha,14-alpha,15-alpha,16-beta)- CAS REGISTRY NUMBER : 77181-26-1 LAST UPDATED : 199504 DATA ITEMS CITED : 17 MOLECULAR FORMULA : C36-H49-N-O12 MOLECULAR WEIGHT : 687.86 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 : 2300 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 310 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 490 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 410 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : YHHPAL Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1953- Suspended 1966-78. Volume(issue)/page/year: 19,641,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2500 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - pleural thickening Gastrointestinal - nausea or vomiting REFERENCE : CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 2,83,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 2,170,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 700 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 400 ug/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 30 ug/kg TOXIC EFFECTS : Cardiac - EKG changes not diagnostic of specified effects Vascular - BP lowering not characterized in autonomic section Lungs, Thorax, or Respiration - respiratory depression REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 30 ug/kg TOXIC EFFECTS : Cardiac - arrhythmias (including changes in conduction) Cardiac - change in rate REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 200 ug/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - miosis (pupillary constriction) Behavioral - muscle weakness Cardiac - EKG changes not diagnostic of specified effects REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 6000 ug/kg/30D-I TOXIC EFFECTS : Cardiac - other changes Related to Chronic Data - death REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Primate - monkey DOSE/DURATION : 2345 ug/kg/90D-I TOXIC EFFECTS : Cardiac - other changes REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 623 ug/kg/30D-I TOXIC EFFECTS : Cardiac - EKG changes not diagnostic of specified effects Cardiac - other changes Related to Chronic Data - death REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 1400 ug/kg SEX/DURATION : female 6-15 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - other effects to embryo REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 180 ug/kg SEX/DURATION : female 6-15 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular DOSE : 72 ug/kg SEX/DURATION : female 7-18 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : ZYYZEW Zhongguo Yaolixue Yu Dulixue Zazhi. (Chinese Pharmacological Society, 27 Tai-Ping Road, Beijing 100850, China) V.1- 1986- Volume(issue)/page/year: 1,123,1987

安全

• 危害码 (欧洲): T+

合成路线

108-24-7 302-27-2 ~90% 77181-26-1

文献：Ross, Samir A.; Pelletier, William S. Heterocycles, 1991 , vol. 32, # 7 p. 1307 - 1315

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