13-Methyl-[1,3]Dioxolo[4’,5’:4,5]Benzo[1,2-C][1,3]Dioxolo[4,5-I]Phenanthridin-13-Ium Chloride 13-甲基-[1,3]二氧杂戊环并[4’,5’:4,5]苯并[1,2-c][1,3]二氧杂戊环并[4,5-i]菲-13-氯化铵

CAS 5578-73-4 MFCD00012126

化学结构图

5578-73-4
SMILES:

化学属性

Mol. FormulaC20 H14 N O4 . Cl
Mol. Weight367.78
Melting PointNo Data Available
SolubilitySoluble in methanol, water (slightly), DMSO (10 mM), and ethanol (5 mM).
Boiling Point
Flash Point-

别名和识别编码

Chemical Name13-Methyl-[1,3]Dioxolo[4’,5’:4,5]Benzo[1,2-C][1,3]Dioxolo[4,5-I]Phenanthridin-13-Ium Chloride
MDL Number-
CAS Number5578-73-4
Beilstein Registry Number3915507
Synonym (1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-, Sanguinarine (chloride) Sanguinarium Chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
PubChem Substance ID24278199
Chemical Name Translation13-甲基-[1,3]二氧杂戊环并[4’,5’:4,5]苯并[1,2-c][1,3]二氧杂戊环并[4,5-i]菲-13-氯化铵
EC Number219-503-3
InChIKeyGIZKAXHWLRYMLE-UHFFFAOYSA-M
LabNetwork Molecule IDLN01295316
Canonical SMILES-
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分类

  • {SNA} Alkaloid, Anti-proliferative Agents,
  • {SNA} Alkaloid, Anti-proliferative Agents, Bioactive Small Molecules, Cell Signaling and Neuroscience, Chemopreventive Agents, Ion Channels, Ion Pump Inhibitors, Monovalent Ion Channels, Nutrition Research, Phytochemicals by Chemical Classification,
  • {SNA} Alkaloid, Anti-proliferative Agents, Chemopreventive Agents, Ion Channels, Ion Pump Inhibitors, Monovalent Ion Channels, Phytochemicals by Chemical Classification, S, Voltage-gated Ion Channels, 生物活性小分子, 癌症研究, 细胞信号转导和神经科学, 细胞生物学, 营养研究
  • {SNA} Alka

产品应用

  • 一个具有抗菌,消炎,抗氧化性能的天然产物。有抑制肿瘤细胞株扩增和促凋亡作用。
  • A benzophenanthridine alkaloid and potent, noncompetitive Na+/K+-and Mg2++-ATPase inhibitor

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H302 Harmful if swallowed 吞食有害
RTECSVP5220000
Signal word
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
Hazard Codes Xn
Risk Statements
Storage condition +4°C 2-8°C 2-8°C, protect from light 4 4°C, Hygroscopic, Light sensitive 4℃ 储存温度2-8℃ 密封保存
Precautionary statements
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 102 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PLMEAA Planta Medica.  (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart
   1, Fed. Rep. Ger.) V.1-    1953-  Volume(issue)/page/year: 43,161,1981

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 20 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NATUAS Nature.  (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736)
   V.1-    1869-  Volume(issue)/page/year: 162,265,1948

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1658 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - ataxia
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   JTEHD6 Journal of Toxicology and Environmental Health.  (Hemisphere Pub.,
   1025 Vermont Ave., NW, Washington, DC 20005)  V.1-    1975/76-
   Volume(issue)/page/year: 20,199,1987

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 15900 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PLMEAA Planta Medica.  (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart
   1, Fed. Rep. Ger.) V.1-    1953-  Volume(issue)/page/year: 43,161,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED

其他信息

  • 微溶于水(<0.3 mg/mL),溶于甲醇(3.8 mg/mL)
  • Sanguinarine chloride is a benzophenanthridine alkaloid and potent, noncompetitive sodium/Potassium-ATPase Protein Inhibitors (Na+/K+ ATPase) inhibitor with anticancer properties. This product has been observed to induce apoptosis in cultured C6 rat glioblastoma cells potentially via a downregulative ability of extracellular singal-regulated and Akt signaling pathways. It is reported that sanguinarine also inhibits protein phosphatase 2C (PP2) and induces human promyelocytic leukemia cell line HL60 apoptosis through the phosphorylation of p38, a PP2Cα substrate associated with caspase-3/7 activity. This compound posesses antimicrobial and anti-plaque qualities. Sanguinarine chloride is an inhibitor of MKP-1 and PP2. Isolated from the leaves and stems of Macleaya cordata and M. microcarpa.
  • Sanguinarine chloride is a benzophenanthridine alkaloid and potent, noncompetitive sodium/Potassium-ATPase Protein Inhibitors (Na+/K+ ATPase) inhibitor with anticancer properties. This product has been observed to induce apoptosis in cultured C6 rat glioblastoma cells potentially via a downregulative ability of extracellular singal-regulated and Akt signaling pathways. It is reported that sanguinarine also inhibits protein phosphatase 2C (PP2) and induces human promyelocytic leukemia cell line HL60 apoptosis through the phosphorylation of p38, a PP2Cα substrate associated with caspase-3/7 activity. This compound posesses antimicrobial and anti-plaque qualities. Sanguinarine chloride is an inhibitor of MKP-1 and PP2.

系列性分类


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