ErucifolineCAS# 40158-95-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 40158-95-0 | SDF | Download SDF |
| PubChem ID | 6442624 | Appearance | White powder |
| Formula | C18H23NO6 | M.Wt | 349.38 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | Alkaloid S-C; Erucifoline A | ||
| Solubility | Soluble in chloroform and methan | ||
| SMILES | CC=C1CC2(C(O2)(C(=O)OCC3=CCN4C3C(CC4)OC1=O)C)CO | ||
| Standard InChIKey | NOQVBHHOUTTZGE-AJDQYRSESA-N | ||
| Standard InChI | InChI=1S/C18H23NO6/c1-3-11-8-18(10-20)17(2,25-18)16(22)23-9-12-4-6-19-7-5-13(14(12)19)24-15(11)21/h3-4,13-14,20H,5-10H2,1-2H3/b11-3-/t13-,14-,17+,18?/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. Erucifoline and Jacobine are feeding deterrents and toxic compounds against insect herbivores. |
Erucifoline Dilution Calculator
Erucifoline Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8622 mL | 14.3111 mL | 28.6221 mL | 57.2443 mL | 71.5553 mL |
| 5 mM | 0.5724 mL | 2.8622 mL | 5.7244 mL | 11.4489 mL | 14.3111 mL |
| 10 mM | 0.2862 mL | 1.4311 mL | 2.8622 mL | 5.7244 mL | 7.1555 mL |
| 50 mM | 0.0572 mL | 0.2862 mL | 0.5724 mL | 1.1449 mL | 1.4311 mL |
| 100 mM | 0.0286 mL | 0.1431 mL | 0.2862 mL | 0.5724 mL | 0.7156 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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Toxicity of pyrrolizidine alkaloids to Spodoptera exigua using insect cell lines and injection bioassays.[Pubmed:24981118]
J Chem Ecol. 2014 Jun;40(6):609-16.
Pyrrolizidine alkaloids (PAs) are feeding deterrents and toxic compounds to generalist herbivores. Among the PAs of Jacobaea vulgaris Gaertn, jacobine and Erucifoline are the most effective against insect herbivores as indicated by correlative studies. Because little is known about the effect of jacobine and Erucifoline as individual PAs, we isolated these compounds from their respective Jacobaea chemotypes. These PAs and other commercially available senecionine-like PAs, including senecionine, seneciphylline, retrorsine, and senkirkine, were tested as free base and N-oxide forms at a range of 0-70 ppm. Feeding bioassays using live insects are closer to the natural pattern but require relatively large amounts of test compounds. We, therefore, compared the toxicity of PAs using both Spodoptera exigua cell line and larval injection bioassays. Both bioassays led to similar results in the order of PA toxicity, indicating that the cell lines are a valuable tool for a first toxicity screen. Testing individual PAs, jacobine and Erucifoline were the most toxic PAs, suggesting their major role in plant defense against generalist herbivores. Senkirkine and seneciphylline were less toxic than jacobine and Erucifoline but more toxic than retrorsine. Senecionine was not toxic at the tested concentrations. For all toxic PAs, the free base form was more toxic than the N-oxide form. Our results demonstrate that structural variation of PAs influences their effectiveness in plant defense.
Variation in pyrrolizidine alkaloid patterns of Senecio jacobaea.[Pubmed:15081286]
Phytochemistry. 2004 Apr;65(7):865-73.
We studied the variation in pyrrolizidine alkaloid (PA) patterns of lab-grown vegetative plants of 11 European Senecio jacobaea populations. Plants were classified as jacobine, Erucifoline, mixed or senecionine chemotypes based on presence and absence of the PAs jacobine or Erucifoline. Due to the presence of jacobine, total PA concentration in jacobine chemotypes was higher than in Erucifoline chemotypes. Both relative and absolute concentrations of individual PAs differed between half-sib and clonal families, which showed that variation in PA patterns had a genetic basis. Within most populations relative abundance of PAs varied considerably between individual plants. Most populations consisted either of the jacobine chemotype or of the Erucifoline chemotype, sometimes in combination with mixed or senecionine chemotypes.
