AkuammilineCAS# 1897-26-3 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 1897-26-3 | SDF | Download SDF |
| PubChem ID | 131850432 | Appearance | Powder |
| Formula | C23H26N2O4 | M.Wt | 394.5 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | methyl (1S,10S,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate | ||
| SMILES | CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(COC(=O)C)C(=O)OC | ||
| Standard InChIKey | QBHALCZZZWCCLV-XIPRXZKPSA-N | ||
| Standard InChI | InChI=1S/C23H26N2O4/c1-4-15-12-25-10-9-22-16-7-5-6-8-18(16)24-20(22)19(25)11-17(15)23(22,21(27)28-3)13-29-14(2)26/h4-8,17,19H,9-13H2,1-3H3/b15-4-/t17-,19-,22+,23-/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 | Standard reference |
| In vitro | Biologically active aspidofractinine, rhazinilam, akuammiline, and vincorine alkaloids from Kopsia.[Pubmed: 17939738]J Nat Prod. 2007 Nov;70(11):1783-9.
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| Structure Identification | Angew Chem Int Ed Engl. 2015 Jan 7;54(2):400-12.Cascade reactions: a driving force in akuammiline alkaloid total synthesis.[Pubmed: 25346244]The Akuammiline alkaloids are a family of intricate natural products which have received considerable attention from scientists worldwide.
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Akuammiline Dilution Calculator
Akuammiline Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.5349 mL | 12.6743 mL | 25.3485 mL | 50.6971 mL | 63.3714 mL |
| 5 mM | 0.507 mL | 2.5349 mL | 5.0697 mL | 10.1394 mL | 12.6743 mL |
| 10 mM | 0.2535 mL | 1.2674 mL | 2.5349 mL | 5.0697 mL | 6.3371 mL |
| 50 mM | 0.0507 mL | 0.2535 mL | 0.507 mL | 1.0139 mL | 1.2674 mL |
| 100 mM | 0.0253 mL | 0.1267 mL | 0.2535 mL | 0.507 mL | 0.6337 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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Cascade reactions: a driving force in akuammiline alkaloid total synthesis.[Pubmed:25346244]
Angew Chem Int Ed Engl. 2015 Jan 7;54(2):400-12.
The Akuammiline alkaloids are a family of intricate natural products which have received considerable attention from scientists worldwide. Despite the fact that many members of this alkaloid class were discovered over 50 years ago, synthetic chemistry has been unable to address their architectures until recently. This minireview provides a brief overview of the rich history of the Akuammiline alkaloids, including their isolation, structural features, biological activity, and proposed biosyntheses. Furthermore, several recently completed total syntheses are discussed in detail. These examples not only serve to highlight modern achievements in alkaloid total synthesis, but also demonstrate how the molecular scaffolds of the Akuammilines have provided inspiration for the discovery and implementation of innovative cascade reactions for the rapid assembly of complex structures.
Biologically active aspidofractinine, rhazinilam, akuammiline, and vincorine alkaloids from Kopsia.[Pubmed:17939738]
J Nat Prod. 2007 Nov;70(11):1783-9.
Eleven new indole alkaloids, in addition to the previously reported rhazinal (1), and 14 other known alkaloids, were obtained from the Malayan Kopsia singapurensis, viz., kopsiloscines A-F (2-7), 16-epikopsinine (8), kopsilongine- N-oxide (9), 16-epiAkuammiline (10), aspidophylline A (11), and vincophylline (12). The structures of these alkaloids were determined using NMR and MS analyses. Rhazinal (1), rhazinilam (17), and rhazinicine (18) showed appreciable cytotoxicity toward drug-sensitive as well as vincristine-resistant KB cells, while kopsiloscines A (2), B (3), and D (5) and aspidophylline A (11) were found to reverse drug-resistance in drug-resistant KB cells.
