(-)-CurineCAS# 436-05-5 |
- Bebeerine
Catalog No.:BCX1620
CAS No.:477-60-1
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 436-05-5 | SDF | Download SDF |
| PubChem ID | 253793 | Appearance | White-yellowish powder |
| Formula | C36H38N2O6 | M.Wt | 594.69 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | Aristolochine; (-)-Bebeerine | ||
| Solubility | Soluble in chloroform and methanol; slightly soluble in water | ||
| SMILES | CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C6C(CC7=CC(=C(C=C7)O)O3)N(CCC6=CC(=C5O)OC)C)OC | ||
| Standard InChIKey | NGZXDRGWBULKFA-VSGBNLITSA-N | ||
| Standard InChI | InChI=1S/C36H38N2O6/c1-37-13-11-23-18-31(41-3)32-20-26(23)27(37)15-21-5-8-25(9-6-21)43-36-34-24(19-33(42-4)35(36)40)12-14-38(2)28(34)16-22-7-10-29(39)30(17-22)44-32/h5-10,17-20,27-28,39-40H,11-16H2,1-4H3/t27-,28-/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 | 1. (-)-Curine can inhibit viability of hepatocellular carcinoma cells in regardless of p53 status. |
| Targets | p53 |
(-)-Curine Dilution Calculator
(-)-Curine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.6815 mL | 8.4077 mL | 16.8155 mL | 33.631 mL | 42.0387 mL |
| 5 mM | 0.3363 mL | 1.6815 mL | 3.3631 mL | 6.7262 mL | 8.4077 mL |
| 10 mM | 0.1682 mL | 0.8408 mL | 1.6815 mL | 3.3631 mL | 4.2039 mL |
| 50 mM | 0.0336 mL | 0.1682 mL | 0.3363 mL | 0.6726 mL | 0.8408 mL |
| 100 mM | 0.0168 mL | 0.0841 mL | 0.1682 mL | 0.3363 mL | 0.4204 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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(-)-Curine induces cell cycle arrest and cell death in hepatocellular carcinoma cells in a p53-independent way.[Pubmed:28292017]
Biomed Pharmacother. 2017 May;89:894-901.
Hepatocellular carcinoma(HCC) is one of the most common malignancies worldwide, however, drug resistance is still a tough problem of it. As in many other cancers, p53 mutations are commonly observed in HCCs (Hussain et al., 2007; Levine et al., 1994) [1,2]. Tumor tissues with mutant p53 seems to be more aggressive and resist to chemotherapy than that harboring wide-type p53 (Harris and Hollstein, 1994; Parrales and Iwakuma, 2015) [3,4]. (-)-Curine, a novel bisbenzylisoquinoline alkaloid, is one of the main components isolated from the roots of Cyclea wattii. Here, it was found to exert cytotoxity on hepatocellular carcinoma (HCC) cells regardless of p53 status. We found that (-)-Curine induced G1 arrest and cell death in HepG2 cells with wild-type p53 as well as Huh-7 cells with mutant p53. In HepG2 cells, knocking down of p53 did not change its cellular responses to (-)-Curine, and same degree of G1 arrest and cell death were occurred after p53 knockdown. Taken together, our data demonstrate that (-)-Curine can inhibit viability of hepatocellular carcinoma cells in regardless of p53 status. It shed light on new therapy methods for HCC.
A Modular Access to (+/-)-Tubocurine and (+/-)-Curine - Formal Total Synthesis of Tubocurarine.[Pubmed:27997804]
J Org Chem. 2017 Jan 20;82(2):1205-1217.
Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (+/-)-tubocurine and (+/-)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.
