130-86-9

• 常用中文名：原阿片碱
• 常用英文名：Protopine
• CAS号：130-86-9
• 分子式：C₂₀H₁₉NO₅
• 分子量：353.369
• 相关类别： 生物化工 中草药成分
• 发布时间：2018-07-09 09:32:17
• 更新时间：2026-06-30 06:22:27
• 原阿片碱 (Protopine) 是一种异喹啉类生物碱,常存在于亚洲东北部的一些植物中,主要用于抗肿瘤、抗炎活性的研究。

名称

• 中文名: 原阿片碱
• 英文名: protopine
• 中文别名: Protopine :前鸦片碱,原阿片碱; 罗托品、原托品碱、原鸦片碱,双花母草素,全能花素; PROTOPINE 原阿片碱 标准品; Protopine :前鸦片碱，原阿片碱; 阿片碱; 原托品; 原阿片鹼; 全能花素; 延胡索丙素、普鲁(罗)托品、原托品碱、原鸦片碱,双花母草素,全能花素; 原鸦片碱; 原阿片碱(延胡索丙素; 片碱(甄准不供应); 原托品碱; 双花母草素; 原阿片碱/HPLC; 原阿片碱,10 MM DMSO 溶液; 延胡索丙素、普鲁; 普鲁(罗)托品; 延胡索丙素; 4,6,7,14-四氢-5-甲基双[1,3]苯并二恶英[4,5-C:5',6'-G]氮杂环癸烷-13(5H)-酮; PROTOPINE 原阿片碱; 7-甲基-6,7,8,9-四氢-[1,3]二氧杂环戊烯并[4',5':5,6]苯并[1,2-C][1,3]二氧杂环戊烯并[5',4':4,5]苯并[1,2-G]氮杂环辛烯-15(16H)-酮; 原小檗碱; 原阿片碱(延胡索丙素、普鲁(罗)托品、原托品碱、原鸦片碱,双花母草素,全能花素); 普罗托品; 原阿片碱对照品; 原阿片碱, 来源于延胡索; 原阿片碱(标准品); 原阿片碱PROTOPINE; 橘红素(蜜桔素)
• 英文别名: 7-Methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one; Protopine //BP; 7-Methyl-6,8,9,16-tetrahydro[1,3]dioxolo[5,6]benzo[1,2-c][1,3]dioxolo[4,5]benzo[1,2-g]azecin-15(7H)-on; Biflorine; Protopine-RM; 4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one; Protopine (Corydinine); Bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl; Corydinine; 7-Methyl-6,8,9,16-tetrahydrodi[1,3]benzodioxolo[4,5-c:5,6-g]azecin-15(7H)-one; Corydalis C; 7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one; PROTOPINE; 5,7-DIHYDROXY-2-METHYLCHROMONE-6-C-BETA-D-GLUCOPYRANOSIDE; 5-Methyl-9,10-(methylenedioxy)-4,6,7,13-tetrahydrobenzo[e]-1,3-dioxolo[4,5-l]benzazecine-12(5H)-one; Protopine from Corydalis yanhusuo W. T. Wang ex Z. Y. Su et C. Y. Wu; 7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy); Protopin; EINECS 204-999-6; 6-Methyl-3,4-(methylenebisoxy)-10,11-(methylenebisoxy)-5,6,7,8-tetrahydrodibenzo[c,g]azecine-13(14H)-one; 7-Methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c][1,3]dioxolo[5',4':4,5]benzo[1,2-g]azecin-15(16H)-one; BIFLORIN; Protopine, 10 mM in DMSO; Hypercorine; 4,6,7,14-Tetrahydro-5-Methyl; Tangeratin; Protopine 100 μg/ml Acetonitrile; 1H-Isoindole-1,3(2H)-dione,2-(3-butyn-2-yl); 4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c-5',6'-g] azecin-13(5H)-one

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 547.5±49.0 °C at 760 mmHg
• 熔点: 211ºC
• 分子式: C₂₀H₁₉NO₅
• 分子量: 353.369
• 闪点: 284.9±29.8 °C
• 精确质量: 353.126312
• PSA: 57.23000
• LogP: 3.76
• 外观性状: 灰白色固体
• 蒸汽压: 0.0±1.5 mmHg at 25°C
• 折射率: 1.613
• 储存条件: Refrigerator
• 水溶解性: 水溶性：不溶；水溶解度：8.99 mg/l 25 °C；可溶于：氯仿；微溶：乙醇,苯；极微溶：乙醚,醇
• 分子结构:

  1、 摩尔折射率：92.97

  2、 摩尔体积（cm³/mol）：266.9

  3、 等张比容（90.2K）：711.6

  4、 表面张力（dyne/cm）：50.5

  5、 极化率（10-24cm3）：36.85

• 计算化学:

  1.疏水参数计算参考值（XlogP）:2.8

  2.氢键供体数量:0

  3.氢键受体数量:6

  4.可旋转化学键数量:0

  5.互变异构体数量:2

  6.拓扑分子极性表面积57.2

  7.重原子数量:26

  8.表面电荷:0

  9.复杂度:542

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: 原阿片碱 (Protopine) 是一种异喹啉类生物碱,常存在于亚洲东北部的一些植物中,主要用于抗肿瘤、抗炎活性的研究。
• 相关类别:
  信号通路 >> 其他 >> 其他
  天然产物 >> 生物碱
  研究领域 >> 其他
• 参考文献:

  [1]. Bae DS, et al. Protopine reduces the inflammatory activity of lipopolysaccharide-stimulated murine macrophages. BMB Rep. 2012 Feb;45(2):108-13.

  [2]. Chen CH, et al. Protopine, a novel microtubule-stabilizing agent, causes mitotic arrest and apoptotic cell death in human hormone-refractory prostate cancer cell lines. Cancer Lett. 2012 Feb 1;315(1):1-11.

  [3]. Vrba J, et al. Protopine and allocryptopine increase mRNA levels of cytochromes P450 1A in human hepatocytes and HepG2 cells independently of AhR. Toxicol Lett. 2011 Jun 10;203(2):135-41.

  [4]. He K, et al. Protopine inhibits heterotypic cell adhesion in MDA-MB-231 cells through down-regulation of multi-adhesive factors. Afr J Tradit Complement Altern Med. 2014 Jan 28;11(2):415-24.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : VS2800000 CAS REGISTRY NUMBER : 130-86-9 LAST UPDATED : 199803 DATA ITEMS CITED : 5 MOLECULAR FORMULA : C20-H19-N-O5 MOLECULAR WEIGHT : 353.40 WISWESSER LINE NOTATION : T I5 F6 C-10-65 DV JO LO PN VO A&O KH&&T&&J P1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,24,1953 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 482 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : YHTPAD Yaoxue Tongbao. Bulletin of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.13-23, 1978-88. For publisher information, see ZYZAEU. Volume(issue)/page/year: 16(6),7,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 31 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,640,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 237 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 28,767,1973 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 116 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 28,767,1973

安全

• 符号: GHS06
• 信号词: Danger
• 危害声明: H301
• 警示性声明: P301 + P310 + P330
• 安全声明 (欧洲): 24/25
• 危险品运输编码: UN 1544
• RTECS号: VS2800000
• 包装等级: III
• 危险类别: 6.1(b)

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