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Coptisine chloride

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Category Influenza Virus
CAS 6020-18-4
Description Coptisine chloride and BRB can be absorbed across intestinal epithelial cells, and they are completely absorbed compounds.
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Product Information

Synonyms 2,3,9,10-BISMETHYLENEDIOXYPROTOBERBERINE; COPTISINE CHLORIDE; COPTISINE CHLORIDE(P); 7,8,13,13a-Tetradehydro-2,3:9,10-bis(methylenedioxy)berbinium chloride; Coptisine Hcl; Coptisine Hydrochloride; COPTISINECHLORIDE(P)(PLEASECALL); 6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4',5'-g]quinoliziniuM Chloride
IUPAC Name 5,7,17,19-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-1(13),2,4(8),9,14,16(20),21,23-octaene;chloride
Molecular Weight 355.77
Molecular Formula C19H14NO4Cl
Canonical SMILES C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6.[Cl-]
InChI 1S/C19H14NO4.ClH/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14;/h1-2,5-8H,3-4,9-10H2;1H/q+1;/p-1
InChIKey LUXPUVKJHVUJAV-UHFFFAOYSA-M
Boiling Point 601.5°C at 760 mmHg
Melting Point >258 °C
Flash Point 190.4°C
Purity >98%
Density 1.51 g/cm³
Solubility Soluble in DMSO
Appearance Powder
Application anti-osteosarcoma
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage Store at -20 °C
Animal Admin The acute toxicity of coptine was tested on Kunming mice with groups of 10 mice (half of each male and female). Coptisine is dissolved in distilled water and 8 doses (482.5, 579, 694, 833, 1,000, 1,200, 1,440 and 1,728 mg / kg) are prepared for administration. After oral administration, each mouse was observed for response, including mortality, and recorded for 1 week to obtain an LD50 value for Coptisine. To determine subchronic toxicity, the actual dose of Coptisine to SD rats (154 mg/kg/day) was obtained using the maximum HED of Coptisine (25 mg/kg) for adults (60 kg) as a reference.
Complexity 502
Exact Mass 355.0611356
Index Of Refraction 1.749
In Vitro Coptisine chloride is a potent noncompetitive IDE inhibitor with a Ki value of 5.8 μM and an IC50 value of 6.3 μM.
Coptisine (0.1-100 μM) inhibits the proliferation of A549, H460, H2170, MDA-MB-231, and HT-29 cells with IC50s of 18.09, 29.50, 21.60, 20.15, and 26.60 μM, respectively.
Coptisine (12.5, 25, 50 μM) upregulates the expression of pH2AX and p21, reduces the expression of cyclin B1, cdc2 and cdc25C, and induces G2/M block and Apoptosis of A549 cells in a concentration-dependent manner.
Coptisine (12.5, 25, 50 μM) also induces mitochondrial dysfunction and activates Caspase activity in A549 cells. Furthermore, Coptisine (50 μM) increases ROS levels in a time-dependent manner (0.5, 1, 2, 4, 12, and 24 hours).
In Vivo Coptisine showed increased toxicity in mice in a concentration-dependent manner with an LD50 value of 880.18 mg/kg.
Cyclopsin (154 mg/kg/day, 90 days) is not toxic to SD rats. Coptisine (23.35, 46.7, 70.05 mg/kg, po) dose-dependently reduces TC, TG and LDL-c levels and increases HDL-c content in hamster serum to varying degrees, slows HFHC-induced weight gain diet, and dose-dependently raises levels of cholesterol and TBA in feces.
Coptisine (70.05 mg/kg, po) inhibits HMGCR protein expression levels and induces protein expression of SREBP-2, LDLR, and CYP7A1 involved in cholesterol metabolism.
PSA 4.8
Target Indoleamine 2,3-Dioxygenase (IDO); Bacterial; Influenza Virus

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