TenulinCAS# 19202-92-7 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 19202-92-7 | SDF | Download SDF |
| PubChem ID | 227830 | Appearance | Powder |
| Formula | C17H22O5 | M.Wt | 306.35 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (1R,2R,6R,7R,9S,12R,15R)-13-hydroxy-2,7,12,13-tetramethyl-10,14-dioxatetracyclo[7.5.1.02,6.012,15]pentadec-4-ene-3,11-dione | ||
| SMILES | CC1CC2C3C(C4(C1C=CC4=O)C)OC(C3(C(=O)O2)C)(C)O | ||
| Standard InChIKey | CNIULSUYTFOEHN-MEBIVNBJSA-N | ||
| Standard InChI | InChI=1S/C17H22O5/c1-8-7-10-12-13(15(2)9(8)5-6-11(15)18)22-17(4,20)16(12,3)14(19)21-10/h5-6,8-10,12-13,20H,7H2,1-4H3/t8-,9+,10+,12-,13-,15+,16+,17?/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. Tenulin is a potent antifeedant to the European corn borer Ostrinia nubilalis. 2. Tenulin is an antitumor agent, it can inhibit DNA synthesis and DNA polymerase enzymatic activity in the tumor cells. |
Tenulin Dilution Calculator
Tenulin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.2642 mL | 16.3212 mL | 32.6424 mL | 65.2848 mL | 81.606 mL |
| 5 mM | 0.6528 mL | 3.2642 mL | 6.5285 mL | 13.057 mL | 16.3212 mL |
| 10 mM | 0.3264 mL | 1.6321 mL | 3.2642 mL | 6.5285 mL | 8.1606 mL |
| 50 mM | 0.0653 mL | 0.3264 mL | 0.6528 mL | 1.3057 mL | 1.6321 mL |
| 100 mM | 0.0326 mL | 0.1632 mL | 0.3264 mL | 0.6528 mL | 0.8161 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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Mode of action of the sesquiterpene lactone, tenulin, from Helenium amarum against herbivorous insects.[Pubmed:3430166]
J Nat Prod. 1987 Jul-Aug;50(4):690-5.
Tenulin [1], a sesquiterpene lactone from Helenuim amarum, is a potent antifeedant to the European corn borer Ostrinia nubilalis. At 3 mumol/g in artificial diets, 1 reduced growth and delayed larval development of O. nubilalis and the variegated cutworm Peridroma saucia larvae. An especially pronouned carry-over effect in O. nubilis was substantial reduction in fecundity of adult moths resulting from treated larvae. The LD50 (lethal dose for 50% mortality) of 1 by injection in the migratory grasshopper Melanoplus sanguinipes was 0.88 mumol/insect. Toxicity in M. sanguinipes was antagonized by co-administration of cysteine, suggesting that the cyclopentenone group of Tenulin undergoes Michael addition of biological nucleophiles in vivo. This mechanism was partially confirmed by the finding that only Tenulin analogues capable of acting as electrophic acceptors had significant antifeedant activity.
Sesquiterpene antitumor agents: inhibitors of cellular metabolism.[Pubmed:191909]
Science. 1977 Apr 29;196(4289):533-6.
Helenalin and Tenulin injected into CF1 male mice bearing Ehrlich ascites tumors inhibit DNA synthesis and DNA polymerase enzymatic activity in the tumor cells. Helenalin inhibited protein synthesis. Both drugs increased the concentration of adenosine 3',5'-monophosphate, and interfered with glycolytic and mitochondrial energy processes. Cholesterol synthesis was also inhibited, resulting in lower serum cholesterol levels in tumor-bearing animals. Data obtained in vitro indicate that the cyclopentenone-bearing sesquiterpene lactone and related compounds do not alkylate puring bases of nucleic acids but rather undergo a Michael-type addition reaction with the sulfhydryl groups of reduced glutathione and l-cysteine. Thus, the inhibition of cellular enzyme activities and metabolism that has been observed with these drugs might be explained by the occurrence of a Michael-type teaction.
