LycodolineCAS# 6900-92-1 |
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3D structure
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Number of papers citing our products
| Cas No. | 6900-92-1 | SDF | Download SDF |
| PubChem ID | 12312555 | Appearance | Cryst. |
| Formula | C16H25NO2 | M.Wt | 263.38 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1CC2CC(=O)C3CCCN4C3(C1)C2(CCC4)O | ||
| Standard InChIKey | DBMXKPOCXQNWOQ-WALBABNVSA-N | ||
| Standard InChI | InChI=1S/C16H25NO2/c1-11-8-12-9-14(18)13-4-2-6-17-7-3-5-16(12,19)15(13,17)10-11/h11-13,19H,2-10H2,1H3/t11-,12+,13-,15+,16+/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. | ||
| In vitro | Acetylcholinesterase inhibitory activity of lycopodane-type alkaloids from the Icelandic Lycopodium annotinum ssp. alpestre.[Pubmed: 19939421]Phytochemistry. 2010 Feb;71(2-3):149-57.The aim of this study was to investigate structures and acetylcholinesterase inhibitory activities of lycopodane-type alkaloids isolated from an Icelandic collection of Lycopodium annotinum ssp. alpestre. Ten alkaloids were isolated, including annotinine, annotine, Lycodoline, lycoposerramine M, anhydroLycodoline, gnidioidine, lycofoline, lannotinidine D, and acrifoline, as well as a previously unknown N-oxide of annotine.
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| Structure Identification | Zhongguo Zhong Yao Za Zhi. 2012 Feb;37(4):475-7.Study on chemical constituents of Lycopodium alkaloids[Pubmed: 22667147]To study the alkaloid chemical constituents of Lycopodium japonicum. |
Lycodoline Dilution Calculator
Lycodoline Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.7968 mL | 18.984 mL | 37.968 mL | 75.9359 mL | 94.9199 mL |
| 5 mM | 0.7594 mL | 3.7968 mL | 7.5936 mL | 15.1872 mL | 18.984 mL |
| 10 mM | 0.3797 mL | 1.8984 mL | 3.7968 mL | 7.5936 mL | 9.492 mL |
| 50 mM | 0.0759 mL | 0.3797 mL | 0.7594 mL | 1.5187 mL | 1.8984 mL |
| 100 mM | 0.038 mL | 0.1898 mL | 0.3797 mL | 0.7594 mL | 0.9492 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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[Study on chemical constituents of Lycopodium alkaloids].[Pubmed:22667147]
Zhongguo Zhong Yao Za Zhi. 2012 Feb;37(4):475-7.
OBJECTIVE: To study the alkaloid chemical constituents of Lycopodium japonicum. METHOD: Compounds were isolated and purified by such methods as silica gel column chromatography, RP-C18 reversed phase column chromatography, Sephadex LH-20 column chromatography and Waters semi-preparative liquid chromatogram, and their structures were identified based on physicochemical property and spectrum data. RESULT: Nine known alkaloid chemical constituents were isolated and identified, they were Lycodoline (1), lucidioline (2), alpha-obscurine (3), lycopodine (4), lycoposerramine-L (5), lycoposerramine-M (6), 11alpha-O-acetyl-lycopodine (7), des-N-methyl-a-obscurine (8), clavolonine (9). CONCLUSION: Compounds 4-9 were obtained from L. japonicum for the first time.
Acetylcholinesterase inhibitory activity of lycopodane-type alkaloids from the Icelandic Lycopodium annotinum ssp. alpestre.[Pubmed:19939421]
Phytochemistry. 2010 Feb;71(2-3):149-57.
The aim of this study was to investigate structures and acetylcholinesterase inhibitory activities of lycopodane-type alkaloids isolated from an Icelandic collection of Lycopodium annotinum ssp. alpestre. Ten alkaloids were isolated, including annotinine, annotine, Lycodoline, lycoposerramine M, anhydroLycodoline, gnidioidine, lycofoline, lannotinidine D, and acrifoline, as well as a previously unknown N-oxide of annotine. 1H and 13C NMR data of several of the alkaloids were provided for the first time. Solvent-dependent equilibrium constants between ketone and hemiketal form of acrifoline were determined. Conformation of acrifoline was characterized using NOESY spectroscopy and molecular modelling. The isolated alkaloids were evaluated for their in vitro inhibitory activity against acetylcholinesterase and butyrylcholinesterase. Ligand docking studies based on mutated 3D structure of Torpedo californica acetylcholinesterase provided rationale for low inhibitory activity of the isolated alkaloids as compared to huperzine A or B, which are potent acetylcholinesterase inhibitors belonging to the lycodine class. Based on the modelling studies the lycopodane-type alkaloids seem to fit well into the active site gorge of the enzyme but the position of their functional groups is not compatible with establishing strong hydrogen bonding interactions with the amino acid residues that line the binding site. The docking studies indicate possibilities of additional functionalization of the lycopodane skeleton to render potentially more active analogues.
