JacolineCAS# 480-76-2 |
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Cas No. | 480-76-2 | SDF | Download SDF |
PubChem ID | 114912 | Appearance | Powder |
Formula | C18H27NO7 | M.Wt | 369.41 |
Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
SMILES | CC1CC(C(=O)OC2CCN3C2C(=CC3)COC(=O)C1(C)O)(C(C)O)O | ||
Standard InChIKey | FMWJEBGSMAOQNN-UHFFFAOYSA-N | ||
Standard InChI | InChI=1S/C18H27NO7/c1-10-8-18(24,11(2)20)16(22)26-13-5-7-19-6-4-12(14(13)19)9-25-15(21)17(10,3)23/h4,10-11,13-14,20,23-24H,5-9H2,1-3H3 | ||
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. Jacoline, jaconine, jacobine, and jacozine, the hepatotoxic alkaloids, are potentially carcinogenic, mutagenic, and teratogenic and may pose health hazards to the human consumer. 2. Jacoline, jacobine and jaconine show toxic side-effects. |
Jacoline Dilution Calculator
Jacoline Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.707 mL | 13.5351 mL | 27.0702 mL | 54.1404 mL | 67.6755 mL |
5 mM | 0.5414 mL | 2.707 mL | 5.414 mL | 10.8281 mL | 13.5351 mL |
10 mM | 0.2707 mL | 1.3535 mL | 2.707 mL | 5.414 mL | 6.7675 mL |
50 mM | 0.0541 mL | 0.2707 mL | 0.5414 mL | 1.0828 mL | 1.3535 mL |
100 mM | 0.0271 mL | 0.1354 mL | 0.2707 mL | 0.5414 mL | 0.6768 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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[Pyrrolizidine alkaloids of Senecio cannabifolius var. integrilifolius].[Pubmed:21506416]
Zhongguo Zhong Yao Za Zhi. 2011 Jan;36(2):166-8.
OBJECTIVE: To study the pyrrolizidine alkaloids of Senecio cannabifolius var. integrilifolius. METHOD: Various chromatographic methods were used for the isolation and purification of chemical constitutents of the plant and their structures were elucidated on the basis of spectral analysis. RESULT: Four compounds were determinated as jacobine(1), Jacoline(2), jaconine(3), senecicannabine(4). CONCLUSION: All compounds were isolated from this plant for the first time.
Pyrrolizidine alkaloids: their occurrence in honey from tansy ragwort (Senecio jacobaea L.)[Pubmed:835011]
Science. 1977 Feb 4;195(4277):497-9.
The hepatotoxic alkaloids known to occur in tansy ragwort (Senecio jacobaea L.) are also present in honey produced from the nectar of this species. These alkaloids, which inclued senecionine, seneciphylline, Jacoline, jaconine, jacobine, and jacozine, are potentially carcinogenic, mutagenic, and teratogenic and may pose health hazards to the human consumer.
The relationship between structurally different pyrrolizidine alkaloids and western flower thrips resistance in F(2) hybrids of Jacobaea vulgaris and Jacobaea aquatica.[Pubmed:21969251]
J Chem Ecol. 2011 Oct;37(10):1071-80.
Segregating plant hybrids often have more ecological and molecular variability compared to parental species, and are therefore useful for studying relationships between different traits, and the adaptive significance of trait variation. Hybrid systems have been used to study the relationship between the expression of plant defense compounds and herbivore susceptibility. We conducted a western flower thrips (WFT) bioassay using a hybrid family and investigated the relationship between WFT resistance and pyrrolizidine alkaloid (PA) variation. The hybrid family consisted of two parental (Jacobaea vulgaris and Jacobaea aquatica) genotypes, two F(1) genotypes, and 94 F(2) hybrid lines. The J. aquatica genotype was more susceptible to thrips attack than the J. vulgaris genotype, the two F(1) hybrids were as susceptible as J. aquatica, and susceptibility to WFT differed among F(2) hybrid lines: 69 F(2) lines were equally susceptible compared to J. aquatica, 10 F(2) lines were more susceptible than J. aquatica and 15 F(2) lines were as resistant as J. vulgaris or were intermediate to the two parental genotypes. Among 37 individual PAs that were derived from four structural groups (senecionine-, jacobine-, erucifoline- and otosenine-like PAs), the N-oxides of jacobine, jaconine, and Jacoline were negatively correlated with feeding damage caused by WFT, and the tertiary amines of jacobine, jaconine, Jacoline, and other PAs did not relate to feeding damage. Total PA concentration was negatively correlated with feeding damage. Among the four PA groups, only the total concentration of the jacobine-like PAs was negatively correlated with feeding damage. Multiple regression tests suggested that jacobine-like PAs play a greater role in WFT resistance than PAs from other structural groups. We found no evidence for synergistic effects of different PAs on WFT resistance. The relationship between PA variation and WFT feeding damage in the Jacobaea hybrids suggests a role for PAs in resistance to generalist insects.