DaurisolineCAS# 70553-76-3 |
Quality Control & MSDS
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| Cas No. | 70553-76-3 | SDF | Download SDF |
| PubChem ID | 51106 | Appearance | Powder |
| Formula | C37H42N2O6 | M.Wt | 610.73 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | DMSO : 50 mg/mL (81.87 mM; Need ultrasonic) H2O : < 0.1 mg/mL (insoluble) | ||
| Chemical Name | (1R)-1-[[3-[4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-4-hydroxyphenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol | ||
| SMILES | CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)O)O)OC)OC | ||
| Standard InChIKey | BURJAQFYNVMZDV-FIRIVFDPSA-N | ||
| Standard InChI | InChI=1S/C37H42N2O6/c1-38-15-13-26-20-36(43-4)37(44-5)22-29(26)30(38)16-23-6-9-27(10-7-23)45-35-18-24(8-11-32(35)40)17-31-28-21-33(41)34(42-3)19-25(28)12-14-39(31)2/h6-11,18-22,30-31,40-41H,12-17H2,1-5H3/t30-,31-/m1/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 | Daurisoline is a hERG inhibitor and also an autophagy blocker.Daurisoline has antiarrhythmic effects, it( at concentrations below 30 uM) exerts a blocking effect on hERG, but does not affect the expression and function of the hERG channel, it also can inhibit early afterdepolarizations (EADs) which may be associated with its blockade effects on I(Ca-L). Daurisoline and its isomers show cytoprotective effects on ischemic injury in cultured pheochromocytoma (PC12) cells, which are mediated by blocking Ca2+ influx into cells. |
| Targets | Calcium Channel | Sodium Channel | Potassium Channel | hERG |
| In vitro | Daurisoline suppressed early afterdepolarizations and inhibited L-type calcium current.[Pubmed: 20128043]Am J Chin Med. 2010;38(1):37-49.Our previous studies have shown that Daurisoline (DS) exerted antiarrhythmic effects on various experimental arrhythmias. In this study, the effects of Daurisoline on early afterdepolarizations (EADs) and its possible mechanisms have been investigated. Cardiac hypertrophy was induced in rabbits by coarctating the abdominal aorta. Effects of daurisoline on intracellular Ca2+ activity in myocardium.[Pubmed: 9812749]Zhongguo Yao Li Xue Bao. 1996 May;17(3):248-51.To explain the effect of Daurisoline (DS) on delayed afterdepolarization (DAD).
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| Kinase Assay | Effect of daurisoline on HERG channel electrophysiological function and protein expression.[Pubmed: 22974355]J Nat Prod. 2012 Sep 28;75(9):1539-45.Daurisoline (1) is a bis-benzylisoquinoline alkaloid isolated from the rhizomes of Menispermum dauricum. The antiarrhythmic effect of 1 has been demonstrated in different experimental animals. |
| Cell Research | Effects of daurisoline and its three optical isomers on ischemic injury in cultured pheochromocytoma (PC12) cells.[Pubmed: 11938959]Yao Xue Xue Bao. 1998;33(3):165-70.In this study, the protective effects of (-)-R.R-Daurisoline and its three optical isomers on ischemic injury in cultured PC12 cells induced by treating cells with NaCN in glucose-free medium were investigated. |
Daurisoline Dilution Calculator
Daurisoline Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.6374 mL | 8.1869 mL | 16.3738 mL | 32.7477 mL | 40.9346 mL |
| 5 mM | 0.3275 mL | 1.6374 mL | 3.2748 mL | 6.5495 mL | 8.1869 mL |
| 10 mM | 0.1637 mL | 0.8187 mL | 1.6374 mL | 3.2748 mL | 4.0935 mL |
| 50 mM | 0.0327 mL | 0.1637 mL | 0.3275 mL | 0.655 mL | 0.8187 mL |
| 100 mM | 0.0164 mL | 0.0819 mL | 0.1637 mL | 0.3275 mL | 0.4093 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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[Effects of daurisoline and its three optical isomers on ischemic injury in cultured pheochromocytoma (PC12) cells].[Pubmed:11938959]
Yao Xue Xue Bao. 1998;33(3):165-70.
In this study, the protective effects of (-)-R.R-Daurisoline and its three optical isomers on ischemic injury in cultured PC12 cells induced by treating cells with NaCN in glucose-free medium were investigated. Cell viability was measured using MTT assay. The results indicated that these compounds, especially (-)-S.R and (+)-R.S isomers were found substantially to attenuate ischemic injury in PC12 cells in a dose-dependent manner. The IC50 values of (-)-R.R, (-)-S.R, (+)-R.S and (+)-S.S isomers were shown to be 18.6 x 10(-6), 2.4 x 10(-6), 5.9 x 10(-6) and 90 x 10(-6) mol.L-1, respectively. Intracellular free Ca2+ concentration in PC12 cells was measured using AR-CM-MIC cation measurement system with Fura-2/AM as Ca2+ fluorescent indicator. (-)-R.R-Daurisoline and its three optical isomers: (-)-S.R, (+)-R.S and (-)-S.S were found to markedly inhibit the increase of cytosolic free Ca2+ concentration induced by NaCN (20 mmol.L-1) in a dose-dependent manner. Their IC50 were found to be 3.55 x 10(-6), 0.59 x 10(-6), 1.29 x 10(-6) and 24.3 x 10(-6) mol.L-1 respectively. It is suggested that the cytoprotective effects of Daurisoline and its isomers were mediated by blocking Ca2+ influx into cells.
Effects of daurisoline on intracellular Ca2+ activity in myocardium.[Pubmed:9812749]
Zhongguo Yao Li Xue Bao. 1996 May;17(3):248-51.
AIM: To explain the effect of Daurisoline (DS) on delayed afterdepolarization (DAD). METHODS: Ca(2+)-sensitive microelectrode technic was used to record intracellular Ca2+ activity (alpha Cai) and triggered activity (TA) arising from DAD in myocardium. RESULTS: Strophantin G 3 mumol.L-1 yielded an increase in resting myocardial alpha Cai by 0.19 +/- 0.11 mumol.L-1 and transient elevations of alpha Cai by 1.48 +/- 0.55 and 4.96 +/- 1.81 mumol.L-1, respectively during the development of DAD and TA. By pretreatment with DS or verapamil, strophantin G-caused elevations of the alpha Cai in resting and provoked myocardia were eliminated and TA disappeared. DS 50 mumol.L-1 reduced Na(+)-free medium-induced elevation of dog Purkinje fibrous alpha Cai and abolished caffeine-induced increase of dog myocardial alpha Cai. CONCLUSIONS: DS inhibited DAD and TA by preventing an increase of alpha Cai via transmembrane Ca2+ entry and Ca2+ release from the reticulum.
Effect of daurisoline on HERG channel electrophysiological function and protein expression.[Pubmed:22974355]
J Nat Prod. 2012 Sep 28;75(9):1539-45.
Daurisoline (1) is a bis-benzylisoquinoline alkaloid isolated from the rhizomes of Menispermum dauricum. The antiarrhythmic effect of 1 has been demonstrated in different experimental animals. In previous studies, Daurisoline (1) prolonged action potential duration (APD) in a normal use-dependent manner. However, the electrophysiological mechanisms for 1-induced prolongation of APD have not been documented. In the present study, the direct effect of 1 was investigated on the hERG current and the expression of mRNA and protein in human embryonic kidney 293 (HEK293) cells stably expressing the hERG channel. It was shown that 1 inhibits hERG current in a concentration- and voltage-dependent manner. In the presence of 10 muM 1, steady-state inactivation of V(1/2) was shifted negatively by 15.9 mV, and 1 accelerated the onset of inactivation. Blockade of hERG channels was dependent on channel opening. The expression and function of hERG were unchanged by 1 at 1 and 10 muM, while hERG expression and the hERG current were decreased significantly by 1 at 30 muM. These results indicate that 1, at concentrations below 30 muM, exerts a blocking effect on hERG, but does not affect the expression and function of the hERG channel. This may explain the relatively lower risk of long QT syndrome after long-term usage.
Daurisoline suppressed early afterdepolarizations and inhibited L-type calcium current.[Pubmed:20128043]
Am J Chin Med. 2010;38(1):37-49.
Our previous studies have shown that Daurisoline (DS) exerted antiarrhythmic effects on various experimental arrhythmias. In this study, the effects of DS on early afterdepolarizations (EADs) and its possible mechanisms have been investigated. Cardiac hypertrophy was induced in rabbits by coarctating the abdominal aorta. The effects of DS on action potential duration (APD) and the incidences of EADs were studied in hypertrophied papillary muscles of rabbits in the conditions of low external K(+) concentration ([K(+)]o) and dofetilide (dof) by using standard microelectrode technique. The whole-cell patch clamp was used to record the L-type calcium current (I(Ca-L)) in isolated left ventricular cells of rabbits. The results showed that in hypertrophied papillary muscles of rabbits with low [K(+)]o ([K(+)]o = 2.7 mM), 1 microM dof prolonged APD(50) and APD(90) markedly and the incidence of EADs was 66.7% (4/6, p < 0.01); when 15 microM DS was applied, the incidence of EADs was 0% (0/4, p < 0.01) and the prolonged APD was shortened (p < 0.01). In a single myocyte, DS could also inhibit EADs induced by dof, low [K(+)]o and low external Mg(2+) concentration ([Mg(2+)]o) ([Mg(2+)](o) = 0.5 mM). DS could decrease the triangulation. In a single myocyte, DS could make the I-V curve upward, shift the steady-state activation curves to the right and the steady-state inactivation curves to the left and prolong the tau value of recovery curve obviously. These results suggested that DS could inhibit EADs which may be associated with its blockade effects on I(Ca-L).
