1,2-Dimethoxy-12-Methyl-[1,3]Dioxolo[4’,5’:4,5]Benzo[1,2-C]Phenanthridin-12-Ium Chloride 1,2-二甲氧基-12-甲基-[1,3]二氧杂环戊烯并[4’,5’:4,5]苯并[1,2-C]菲啶-12-鎓氯化物
CAS 3895-92-9 MFCD00060717
化学结构图
SMILES: COc1ccc2c(c[n+](C)c3c4cc5c(cc4ccc23)OCO5)c1OC.[Cl-]
化学属性
| Mol. Formula | C21H18NO4.Cl |
|---|---|
| Mol. Weight | 383.85 |
| Melting Point | 195-205 ºC |
| TSCA | No |
| Solubility | Soluble in methanol, 100% ethanol, water(warm) (2 mg/ml), and DMSO (≥10 mg/ml). |
别名和识别编码
| Chemical Name | 1,2-Dimethoxy-12-Methyl-[1,3]Dioxolo[4’,5’:4,5]Benzo[1,2-C]Phenanthridin-12-Ium Chloride |
|---|---|
| MDL Number | MFCD00060717 |
| CAS Number | 3895-92-9 |
| Synonym | 1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride Toddaline Chelerythrine chloride 白菜屈红碱氯化物; 白屈菜赤碱氯化物;白屈菜赤碱 (1,3)Benzodioxolo(5,6-c)phenanthridinium, 1,2-dimethoxy-12-methyl-, 1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride |
| PubChem Substance ID | 72311 |
| EC Number | 223-444-9 |
| Merck Number | 14,2051 |
| Chemical Name Translation | 1,2-二甲氧基-12-甲基-[1,3]二氧杂环戊烯并[4’,5’:4,5]苯并[1,2-C]菲啶-12-鎓氯化物 |
| LabNetwork Molecule ID | LN00194495 |
| InChI | InChI=1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1 |
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分类
- {SNA} Alkaloid
- {SNA} Alkaloid, Bioactive Small Molecules, Biochemicals and Reagents, C-CH, Cell Signaling and Neuroscience, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Kinase/Phosphatase Biology, Nutrition Research, P to Q, Phytochemicals by Chemical Classification, Protein Kinase C (PKC), Protein Kinase Inhibitors, Protein kinase A, Protein kinase C, Protein kinase, tyrosine, Serine/Threonine Kinase Biology, Serine/Threonine Kinase Inhibitors, 细胞生物学
- {SNA} Alkaloid, Bioactive Small Molecules, Biochemicals and Reagents, C-CH, Cell Biology,
产品应用
- A potent and selective inhibitor of protein kinase C.
安全信息
GHS Symbol
- H332 Harmful if inhaled 吸入有害
- H315 Causes skin irritation 会刺激皮肤
- H302 Harmful if swallowed 吞食有害
- H312 Harmful in contact with skin 皮肤接触有害
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H319 Causes serious eye irritation 严重刺激眼睛
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P305+P351+P338
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S36 Wear suitable protective clothing 穿戴适当的防护服；
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
- R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 18500 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 : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 95 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
其他信息
- Chelerythrine chloride Is an isoquinoline alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae. It has been reported to be a potent and selective inhibitor of PKC (protein kinase C, IC50=0.66 μM), and an independent activator of MAPK pathways. The compound has been observed to induce apoptosis in HL-60 human promyelocytic leukemia cells. The proposed method of action of apoptotic stimulation is through the inhibition of binding BclXL to Bax or Bad at an IC50 = 1.5 μM. When used in combination with cisplatin inhibition of cell proliferation of non-small cell lung cancer cells was increased in an additive/synergistic pattern. Also through inhibition of thromboxane formation and phosphoinositide breakdown chelerythrine chloride was demonstrated to inhibit rabbit platelet aggregation and release. Chelerythrine Chloride is an inhibitor of Cox-2.
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