(+)-CorynolineCAS# 18797-79-0 |
Quality Control & MSDS
3D structure
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| Cas No. | 18797-79-0 | SDF | Download SDF |
| PubChem ID | 177014 | Appearance | Light yellow powder |
| Formula | C21H21NO5 | M.Wt | 367.40 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | 13-Methylchelidonine | ||
| Solubility | Soluble in chloroform; slightly soluble in methan | ||
| SMILES | CC12C(CC3=CC4=C(C=C3C1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O | ||
| Standard InChIKey | IQUGPRHKZNCHGC-TYPHKJRUSA-N | ||
| Standard InChI | InChI=1S/C21H21NO5/c1-21-14-3-4-15-19(27-10-24-15)13(14)8-22(2)20(21)12-7-17-16(25-9-26-17)5-11(12)6-18(21)23/h3-5,7,18,20,23H,6,8-10H2,1-2H3/t18-,20+,21-/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Corynoline is a reversible and noncompetitive inhibitor of acetylcholinesterase(AChE) with the IC50 value of 30.6 microM, which exhibits the potent anti-inflammatory and/or immunosuppressive activity, the potent inhibitory activity of corynoline for the ICAM-1/LFA-1 adhesion and would be important on developing the clinically usable drugs for the inflammatory diseases. |
| Targets | AChE |
| In vitro | Cell adhesion inhibitory activity of (d)-corynoline, a hexahydrobenzo[c]phenanthridine-type alkaloid, and its structure-activity relationship, studied by X-ray crystal structure analysis and molecular docking study.[Pubmed: 15698804 ]Bioorg Med Chem. 2005 Mar 1;13(5):1867-72.Corynoline (1), a hexahydrobenzo[c]phenanthridine-type alkaloid, exhibited the concentration-dependent inhibition for the adhesion of human polymorphonuclear leukocyte and eosinophil to human umbilical vein cultured endothelial cell in the concentration range of showing no significant cytotoxicity for the cell: IC(50) value=72.4 microM for (d)-1 and 156.7 microM for (l)-1.
This shows the potent anti-inflammatory and/or immunosuppressive activity of 1.
|
| Kinase Assay | Inhibitory effect of corynoline isolated from the aerial parts of Corydalis incisa on the acetylcholinesterase.[Pubmed: 12510831]Arch Pharm Res. 2002 Dec;25(6):817-9.
|
| Structure Identification | Tetrahedron Letters Volume 27, Issue 19, 1986, Pages 2103–2106Synthesis of a hypothetical intermediate in the biosynthesis of the 13-methylbenzophenanthridine alkaloids corynoline and 14-epicorynoline and the B-secoprotoberberine alkaloid corydalic acid methyl ester[Reference: WebLink]A novel carbinolammonium chloride has been synthesized as a possible intermediate in the biosynthetic conversion of the 13-methylprotoberberine alkaloid (+)-tetrahydrocorysamine to the benzophenanthridine alkaloids (+)-Corynoline, (+)-14-epicorynoline, and the B-secoprotoberberine alkaloid (+)-corydalic acid methyl ester. |
(+)-Corynoline Dilution Calculator
(+)-Corynoline Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.7218 mL | 13.6091 mL | 27.2183 mL | 54.4366 mL | 68.0457 mL |
| 5 mM | 0.5444 mL | 2.7218 mL | 5.4437 mL | 10.8873 mL | 13.6091 mL |
| 10 mM | 0.2722 mL | 1.3609 mL | 2.7218 mL | 5.4437 mL | 6.8046 mL |
| 50 mM | 0.0544 mL | 0.2722 mL | 0.5444 mL | 1.0887 mL | 1.3609 mL |
| 100 mM | 0.0272 mL | 0.1361 mL | 0.2722 mL | 0.5444 mL | 0.6805 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Inhibitory effect of corynoline isolated from the aerial parts of Corydalis incisa on the acetylcholinesterase.[Pubmed:12510831]
Arch Pharm Res. 2002 Dec;25(6):817-9.
In the course of screening Korean natural products for acetylcholinesterase (AChE) inhibitory activity, it was found that a methanolic extract of the aerial parts of Corydalis incisa (Papaveraceae) showed significant inhibitory effects on AChE. Corynoline isolated from this plant inhibited AChE activity in a dose-dependent manner, and the IC50 value of corynoline was 30.6 microM. The AChE inhibitory activity of corynoline was reversible and noncompetitive.
Cell adhesion inhibitory activity of (d)-corynoline, a hexahydrobenzo[c]phenanthridine-type alkaloid, and its structure-activity relationship, studied by X-ray crystal structure analysis and molecular docking study.[Pubmed:15698804]
Bioorg Med Chem. 2005 Mar 1;13(5):1867-72.
Corynoline (1), a hexahydrobenzo[c]phenanthridine-type alkaloid, exhibited the concentration-dependent inhibition for the adhesion of human polymorphonuclear leukocyte and eosinophil to human umbilical vein cultured endothelial cell in the concentration range of showing no significant cytotoxicity for the cell: IC(50) value=72.4 microM for (d)-1 and 156.7 microM for (l)-1. This shows the potent anti-inflammatory and/or immunosuppressive activity of 1. To elucidate possible structure-activity relationship, the conformational/structural feature of (d)-1 was investigated by X-ray crystal structure analysis and molecular orbital energy calculations, and the docking study was performed for its interaction with the D1-domain of ICAM-1 (intracellular adhesion molecule-1). A plausible model was proposed, in which all polar atoms of (d)-1 are linked by hydrogen bonds or electrostatic interactions with the functional residues of ICAM-1, that have been supposed to be necessary for the binding with LFA-1 (leukocyte function-associated antigen-1). This suggests the potent inhibitory activity of 1 for the ICAM-1/LFA-1 adhesion and would be important on developing the clinically usable drugs for the inflammatory diseases.
