476-32-4

• 常用中文名：白屈菜碱
• 常用英文名：chelidonine
• CAS号：476-32-4
• 分子式：C₂₀H₁₉NO₅
• 分子量：353.369
• 相关类别： 原料药 解热镇痛药 镇痛药
• 发布时间：2018-06-08 07:49:50
• 更新时间：2024-01-02 16:10:03
• Chelidonine 是白屈菜中的异喹啉生物碱,可导致细胞周期 G2/M 停滞,诱导 caspase 依赖和非依赖性的细胞凋亡。具有抗肿瘤和抗病毒活性。

名称

• 中文名: 白屈菜碱
• 英文名: chelidonine
• 英文别名: (5bR,6S,12bS)-13-Methyl-5b,6,7,12b,13,14-hexahydro[1,3]dioxolo[4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol; EINECS 207-504-1; Chelidonine; Khelidonin; (5bR,6S,12bS)-13-Methyl-5b,6,7,12b,13,14-hexahydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol; MFCD00069660; [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-; Chelidonin; (5bR,6S,12bS)-13-Méthyl-5b,6,7,12b,13,14-hexahydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phénanthridin-6-ol; [5bR-(5ba,6b,12b4a)]-5b,6,7,12b,13,14-hexahydro-13-methyl[1,3]benzodioxolo[5,6-c]-1,3-di oxolo[4,5-i]phenanthridin-6-ol; Diphylline; Helidonine; Stylophorin

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 507.4±50.0 °C at 760 mmHg
• 熔点: 135-140ºC
• 分子式: C₂₀H₁₉NO₅
• 分子量: 353.369
• 闪点: 260.7±30.1 °C
• 精确质量: 353.126312
• PSA: 60.39000
• LogP: 2.75
• 外观性状: 粉末
• 蒸汽压: 0.0±1.4 mmHg at 25°C
• 折射率: 1.667
• 储存条件: 库房低温通风干燥,防明火,高温,与食品原料,氧化剂分开存放

生物活性

• 描述: Chelidonine 是白屈菜中的异喹啉生物碱,可导致细胞周期 G2/M 停滞,诱导 caspase 依赖和非依赖性的细胞凋亡。具有抗肿瘤和抗病毒活性。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
  研究领域 >> 感染
• 参考文献:

  [1]. Lee YK, et al. Chelidonine Induces Caspase-Dependent and Caspase-Independent Cell Death through G2/M Arrest in the T98G Human Glioblastoma Cell Line. Evid Based Complement Alternat Med. 2019 May 26;2019:6318179.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : FL9450000 CHEMICAL NAME : Chelidonine CAS REGISTRY NUMBER : 476-32-4 LAST UPDATED : 199709 DATA ITEMS CITED : 7 MOLECULAR FORMULA : C20-H19-N-O5 MOLECULAR WEIGHT : 353.40 WISWESSER LINE NOTATION : T H5 F6 E6 B665 DN IO KO VO A&O JH WH&&TT&&J D1 PQ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 125 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 35 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 5,163,1946 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2750 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : HPBIA9 Herba Polonica. (Ars Polona, POB 1001, 00-068 Warsaw 1, Poland) V.11- 1965- Volume(issue)/page/year: 25,209,1979 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 140 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 360 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Amphibian - frog DOSE/DURATION : 160 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960

安全

• 危害码 (欧洲): Xn
• 风险声明 (欧洲): R20/21/22;R25
• 安全声明 (欧洲): S20-S36/37-S45
• 危险品运输编码: UN 2811
• RTECS号: FL9450000
• 海关编码: 2933990090

合成路线

1337985-43-9 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

1032645-05-8 ~88% 476-32-4

文献：Fleming, Matthew J.; McManus, Helen A.; Rudolph, Alena; Chan, Walter H.; Ruiz, Jeremy; Dockendorff, Chris; Lautens, Mark Chemistry - A European Journal, 2008 , vol. 14, # 7 p. 2112 - 2124

1337985-26-8 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

1337985-30-4 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

1337985-33-7 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

1337985-40-6 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

1337985-42-8 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

1337985-20-2 ~% 476-32-4

文献：Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049

64-17-5 24181-71-3 ~% 476-32-4

文献：Benn; Mitchell Canadian Journal of Chemistry, 1969 , vol. 47, p. 3701

上下游产品

上游产品  5
1032645-05-8 1337985-33-7 1337985-40-6 64-17-5
24181-71-3
下游产品  2
3606-45-9 522-30-5

海关

海关编码	2933990090
中文概述	2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%