ScopineCAS# 498-45-3 |
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Quality Control & MSDS
3D structure
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| Cas No. | 498-45-3 | SDF | Download SDF |
| PubChem ID | 1274465 | Appearance | Oil |
| Formula | C8H13NO2 | M.Wt | 155.20 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in DMSO > 10 mM | ||
| SMILES | CN1C2CC(CC1C3C2O3)O | ||
| Standard InChIKey | FIMXSEMBHGTNKT-UPGAHCIJSA-N | ||
| Standard InChI | InChI=1S/C8H13NO2/c1-9-5-2-4(10)3-6(9)8-7(5)11-8/h4-8,10H,2-3H2,1H3/t4?,5-,6+,7-,8+ | ||
| 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 | Scopine is the metabolite of anisodine, which is a α1-adrenergic receptor agonist. It is a potential brain-targeting moiety for enhancing the brain uptake efficiency of chlorambucil, and used in the treatment of acute circulatory shock. |
| Targets | Adrenergic Receptor |
| In vitro | Scopine as a novel brain-targeting moiety enhances the brain uptake of chlorambucil.[Pubmed: 25350514]Bioconjug Chem. 2014 Nov 19;25(11):2046-54.The blood brain barrier (BBB) represents the biggest challenge for therapeutic drugs to enter the brain. In our study, we selected chlorambucil (CHL), an alkylating agent, as the model therapeutic agent, and used Scopine as a novel brain-targeting moiety.
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| Structure Identification | Chemphyschem. 2013 Jun 24;14(9):1830-5.The distorted tropane of scopoline.[Pubmed: 23640872]The structural isomerization of Scopine into scopoline (oscine) has been observed in a supersonic jet expansion using microwave spectroscopy.
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Scopine Dilution Calculator
Scopine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 6.4433 mL | 32.2165 mL | 64.433 mL | 128.866 mL | 161.0825 mL |
| 5 mM | 1.2887 mL | 6.4433 mL | 12.8866 mL | 25.7732 mL | 32.2165 mL |
| 10 mM | 0.6443 mL | 3.2216 mL | 6.4433 mL | 12.8866 mL | 16.1082 mL |
| 50 mM | 0.1289 mL | 0.6443 mL | 1.2887 mL | 2.5773 mL | 3.2216 mL |
| 100 mM | 0.0644 mL | 0.3222 mL | 0.6443 mL | 1.2887 mL | 1.6108 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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Scopine is the metabolite of anisodine, which is a α1-adrenergic receptor agonist and used in the treatment of acute circulatory shock.
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The distorted tropane of scopoline.[Pubmed:23640872]
Chemphyschem. 2013 Jun 24;14(9):1830-5.
The structural isomerization of Scopine into scopoline (oscine) has been observed in a supersonic jet expansion using microwave spectroscopy. The rotational spectrum evidences a single structure in the gas phase, providing a first description of the (three-ring) structurally distorted tropane in scopoline. The absence of rotational signatures of any Scopine conformation suggests a practically quantitative isomerization at the vaporization temperatures of the experiment (ca. 90 degrees C). The determined rotational parameters of scopoline reveal the structural consequences of the intramolecular cyclation of Scopine, which breaks the original epoxy group and creates a new ether bridge and a 7beta-hydroxytropane configuration. The hydroxy group further stabilizes the molecule by an O-HN intramolecular hydrogen bond, which, in turn, forces the N-methyl group to the less stable axial form. Supporting ab initio (MP2) and DFT (B3LYP, M06-2X) calculations are included.
Scopine as a novel brain-targeting moiety enhances the brain uptake of chlorambucil.[Pubmed:25350514]
Bioconjug Chem. 2014 Nov 19;25(11):2046-54.
The blood brain barrier (BBB) represents the biggest challenge for therapeutic drugs to enter the brain. In our study, we selected chlorambucil (CHL), an alkylating agent, as the model therapeutic agent, and used Scopine as a novel brain-targeting moiety. Here, we synthesized Chlorambucil-Scopine (CHLS) prodrug and evaluated its brain-targeting efficacy. The tissue distribution study after i.v. injection revealed that the AUC0-t and Cmax of CHLS in the brain were 14.25- and 12.20-fold of CHL, respectively. Specifically, CHLS accumulated in bEnd.3 and C6 cells in an energy-dependent manner. In C6 cells, superior anti-glioma activity with a significantly decreased IC50 of 65.42 nM/mL was observed for CHLS compared to CHL (IC50 > 400 nM/mL). The safety evaluation, including acute toxicity, pathology, and hematology study, showed minimal toxicity toward nontargeting tissues, and also reached a lower systemic toxicity at 5 mg/kg (i.v.). Our results suggested that Scopine is a potential brain-targeting moiety for enhancing the brain uptake efficiency of CHL.
