AnagyrineCAS# 486-89-5 |
- Thermopsine
Catalog No.:BCN2603
CAS No.:486-90-8
Quality Control & MSDS
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| Cas No. | 486-89-5 | SDF | Download SDF |
| PubChem ID | 5351589 | Appearance | Cryst. |
| Formula | C15H20N2O | M.Wt | 244.3 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (1R,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4-dien-6-one | ||
| SMILES | C1CCN2CC3CC(C2C1)CN4C3=CC=CC4=O | ||
| Standard InChIKey | FQEQMASDZFXSJI-JHJVBQTASA-N | ||
| Standard InChI | InChI=1S/C15H20N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h3,5-6,11-13H,1-2,4,7-10H2/t11-,12-,13-/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. Anagyrine can induce red cell aplasia, vascular anomaly, and skeletal dysplasia. 2.(-)-Anagyrine and (-)--Methylcytisine have nematicidal activities against Pine Wood Nematodes. 3. Anagyrine, is the responsible teratogen from teratogenic lupins, can produce congenital deformities in calves typical of crooked calf disease. |
| Targets | Antifection |
Anagyrine Dilution Calculator
Anagyrine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.0933 mL | 20.4666 mL | 40.9333 mL | 81.8666 mL | 102.3332 mL |
| 5 mM | 0.8187 mL | 4.0933 mL | 8.1867 mL | 16.3733 mL | 20.4666 mL |
| 10 mM | 0.4093 mL | 2.0467 mL | 4.0933 mL | 8.1867 mL | 10.2333 mL |
| 50 mM | 0.0819 mL | 0.4093 mL | 0.8187 mL | 1.6373 mL | 2.0467 mL |
| 100 mM | 0.0409 mL | 0.2047 mL | 0.4093 mL | 0.8187 mL | 1.0233 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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Anagyrine desensitization of peripheral nicotinic acetylcholine receptors. A potential biomarker of quinolizidine alkaloid teratogenesis in cattle.[Pubmed:28494312]
Res Vet Sci. 2017 Dec;115:195-200.
Anagyrine, a teratogenic quinolizidine alkaloid found in Lupinus spp., is proposed to undergo metabolism by pregnant cattle to a piperidine alkaloid which inhibits fetal movement, the putative mechanism behind crooked calf syndrome. The objective of this study was to test the hypothesis that Anagyrine but not lupanine or sparteine can directly, without metabolism, desensitize nicotinic acetylcholine receptors (nAChR) in a cell culture model. SH-SY5Y cells expressing autonomic nAChR, and TE-671 cells expressing fetal muscle-type nAChR were exposed to lupine alkaloids or Dimethylphenylpiperazinium (DMPP) in log10 molar increments from 10nM to 100muM and then to a fixed concentration of acetylcholine (ACh) (10muM for SH-SY5Y cells and 1muM for TE-671 cells) and the responses measured with a membrane potential sensing dye to assess nAChR activation and desensitization. The selective ganglionic nAChR agonist DMPP used as a positive control, was a potent activator and desensitizer of nAChR expressed by SH-SY5Y cells. Lupanine was a weak agonist and desensitizer in SH-SY5Y cells and sparteine was without effect. Anagyrine acted as a partial agonist in both cell lines with EC50 values of 4.2 and 231muM in SH-SY5Y and TE-671 cells, respectively. Anagyrine was a desensitizer of nAChR with DC50 values of 6.9 and 139muM in SH-SY5Y and TE-671 cells, respectively. These results confirm the hypothesis that Anagyrine is a potent and effective desensitizer of nAChR, and that Anagyrine can directly, without metabolism, desensitize nAChR. Moreover, serum Anagyrine concentrations may be a potential biomarker for lupine teratogenicity in cattle.
Alkaloid profiles, concentration, and pools in velvet lupine (Lupinus leucophyllus) over the growing season.[Pubmed:17146716]
J Chem Ecol. 2007 Jan;33(1):75-84.
Lupinus leucophyllus is one of many lupine species known to contain toxic and/or teratogenic alkaloids that can cause congenital birth defects. The concentrations of total alkaloids and the individual major alkaloids were measured in three different years from different plant parts over the phenological development of the plant. All of the alkaloids were found in the different plant tissues throughout the growing season, although their levels varied in different tissues. Concentrations of total alkaloids and the individual alkaloids varied on an annual basis and in their distribution in the different tissues. Anagyrine levels were highest in the floral tissue, lupanine and unknown F accumulated to the greatest level in the vegetative tissue, and 5,6-dehydrolupanine accumulated to the highest level in the stem. These alkaloids appear to be in a metabolically active state with the teratogenic alkaloid Anagyrine accumulating to its highest level in the developing seed. The latter is, thus, the phenological stage posing the greatest danger to grazing livestock.
