VallesiachotamineCAS# 5523-37-5 |
- Isovallesiachotamine
Catalog No.:BCN3549
CAS No.:34384-71-9
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 5523-37-5 | SDF | Download SDF |
| PubChem ID | 5315168 | Appearance | Powder |
| Formula | C21H22N2O3 | M.Wt | 350.4 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | methyl (2S)-2-[(E)-1-oxobut-2-en-2-yl]-1,2,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine-3-carboxylate | ||
| SMILES | CC=C(C=O)C1CC2C3=C(CCN2C=C1C(=O)OC)C4=CC=CC=C4N3 | ||
| Standard InChIKey | NTVLUSJWJRSPSM-QOGBKHAWSA-N | ||
| Standard InChI | InChI=1S/C21H22N2O3/c1-3-13(12-24)16-10-19-20-15(14-6-4-5-7-18(14)22-20)8-9-23(19)11-17(16)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/b13-3-/t16-,19?/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 | 1. Vallesiachotamine exhibits important cytotoxicity toward human melanoma cells by apoptosis and necrosis. |
Vallesiachotamine Dilution Calculator
Vallesiachotamine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8539 mL | 14.2694 mL | 28.5388 mL | 57.0776 mL | 71.347 mL |
| 5 mM | 0.5708 mL | 2.8539 mL | 5.7078 mL | 11.4155 mL | 14.2694 mL |
| 10 mM | 0.2854 mL | 1.4269 mL | 2.8539 mL | 5.7078 mL | 7.1347 mL |
| 50 mM | 0.0571 mL | 0.2854 mL | 0.5708 mL | 1.1416 mL | 1.4269 mL |
| 100 mM | 0.0285 mL | 0.1427 mL | 0.2854 mL | 0.5708 mL | 0.7135 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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Alkaloids from Tabernaemontana psorocarpa.[Pubmed:17405098]
Planta Med. 1983 Feb;47(2):83-6.
The isolation of the alkaloids from two different samples of stem bark of Tabernaemontana psorocarpa is described. Both samples contained 16-epi-isositsirikine as the major alkaloid but differed from each other in the number and quantity of the other alkaloids. The following minor alkaloids were identified: 12-methoxy-14,15-dehydro-vincamine, Vallesiachotamine, isoVallesiachotamine, tetrahydroalstonine, coronaridine and voacangine.
In vitro antiproliferative effects of the indole alkaloid vallesiachotamine on human melanoma cells.[Pubmed:22477204]
Arch Pharm Res. 2012 Mar;35(3):565-71.
In course of a screening for small molecules presenting potential anticancer properties, a known monoterpene indole alkaloid named Vallesiachotamine was isolated from the leaves of Palicourea rigida (Rubiaceae) collected in the Brazilian Cerrado. The structure was determined by spectroscopic methods, mainly 1D- and 2D-NMR and its biological activities were investigated on cultured human (SK-MEL-37) melanoma cells. In vitro cytotoxicity was evaluated by the 3-(4, 5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. The inhibitory concentration (IC(50)) was 14.7 +/- 1.2 muM for 24 h of drug exposure. Flow cytometry analysis revealed that Vallesiachotamine induced G0/G1 arrest and increased the proportion of sub-G1 hypodiploid cells (at 11 muM and 22 muM) and this effect was not dependent on time of incubation. At these concentrations, a typical ladder was observed by agarose gel electrophoresis of the extracted DNA. Treatment of cells with 50 muM Vallesiachotamine for 24 h caused extensive cytotoxicity and necrosis. Our results demonstrated that the indole alkaloid Vallesiachotamine exhibited important cytotoxicity toward human melanoma cells and that apoptosis and necrosis might be responsible for the observed events.
