D-Friedoolean-14-en-3β-ol
Taraxerol
CAS: 127-22-0
Molecular Formula: C30H50O
D-Friedoolean-14-en-3β-ol - Names and Identifiers
| Name | Taraxerol |
| Synonyms | Alnulin Tiliadin Taraxero Skimmiol Taraxerol 3β-Taraxerol D-Friedoolean-14-en-3β-ol (3β)-D-Friedoolean-14-en-3-ol (3β13α)-13-Methyl-27-norolean-14-en-3-ol |
| CAS | 127-22-0 |
D-Friedoolean-14-en-3β-ol - Physico-chemical Properties
| Molecular Formula | C30H50O |
| Molar Mass | 426.73 |
| Density | 1.01±0.1 g/cm3(Predicted) |
| Melting Point | 282-285° |
| Boling Point | 490.7±44.0 °C(Predicted) |
| Specific Rotation(α) | (c, 0.974 in CHCl3)+0.72 |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | White crystalline powder |
| pKa | 15.19±0.70(Predicted) |
| Storage Condition | 2-8℃ |
| MDL | MFCD13186859 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, from aster, light bamboo leaves, dandelion. |
| In vitro study | Taraxerol (0-100 μM; 24 or 48 hours)significantly reduces cell viability to 95% (20 μM), 89.8% (40 μM), 82.6 % (60 μM), 72.9 % (80 μM), and 63.6% (100 μM).And this compound has cell viability of 90.7% at a concentration of 20 μM and 53.6% at the 100 μM concentration at 48 hours in Hela cells. Taraxerol (80 μM; 24 or 48 hours) induces Hela cells apoptosis and cell death in a dose-dependent manner.Taraxerol can induce a significant apoptosis of cells by annexin V/ PI double staining, significant increase in both the early (24.2%) and late (16.2%) stages of apoptotic cells compared with the control group at the early (6.5%) and late (0.5%) stages. |
| In vivo study | Taraxerol (5 and 10mg/kg; i.p.) attenuates carrageenan induced paw edema 2h onward. The effect oftaraxerolat the dose of 5mg/kg is found to be significant (p<0.05) only after 4h of carrageenan treatment. |
D-Friedoolean-14-en-3β-ol - Risk and Safety
| WGK Germany | 3 |
D-Friedoolean-14-en-3β-ol - Reference Information
| Plant Source: | dandelion |
| Overview | Many scholars at home and abroad on the chemical composition and pharmacological effects of dandelion, it was found that the main triterpenoids in dandelion root, Taraxacum terpene alcohol and Taraxacum sterol, had significant anti-tumor effect, and had significant inhibitory effect on Ehrlich ascites carcinoma and MM46 cancer cells through dandelion water extract, it is considered that the main anti-cancer components are Taraxacum sterol and taraxacine. In summary, the anti-tumor pharmacological activity of dandelion is obvious, and dandelion has medicinal and health effects, and has a history of thousands of years of medicinal, large amount of resource savings, wide distribution, small output by the environment, it has broad application prospects for the research and development of anti-tumor drugs. |
| Application | taraxacine can be used to prepare a pharmaceutical composition for the treatment of gastric cancer, the pharmaceutical composition for the treatment of gastric cancer is composed of the following components in parts by weight: polysaccharide of winter mushroom, Lobeline, paeonol, quercetin ketone, ergosterol, maytansine, Nanshan tenside Ap1, the extract of the root of wax gourd, the extract of sophora japonica, the extract of the root of the root, the extract of the root of the root, the extract of the root of the root, the root of the root, the root of the root, the root of the root, the root of the root of the root, the root of the root, the extract, the root of the root, the spirit, the dandelion, the alcohol, the beta, the β, it has the function of inhibiting the growth of cancer cells, increasing the degree of necrosis of cancer cells, relieving pain in stomach, clearing heat and removing dampness, promoting blood circulation and detumescence, and can improve the immunity of human body, relieve the loss of appetite of patients, with little side effect and remarkable curative effect, it can prolong the survival time and improve the quality of life of patients with gastric cancer. |
| preparation | an efficient extraction method was used to extract and separate Taraxacum acetonide from dandelion root, including the following steps: (1) The Dandelion root is extracted with 30% ~ 95% ethanol solution for 1~3 times, each time for 1~3 hours, and the extraction condition is preferably 75% ethanol solution for 3 times, 1 hour each time; (2) the combined extract, reduced pressure concentration to no alcohol, plus ethanol precipitation of polysaccharides, peptides and other macromolecular impurities; (3) and then equal volume of ethyl acetate or n-butanol extraction three times, the extract was concentrated to give an extract; (4) the extract was purified by silica gel column chromatography, reverse phase column chromatography, and the like. Silica gel column chromatography: generally with petroleum ether-ethyl acetate or chloroform-methanol-water mixed solvent system gradient elution, reverse phase silica gel column chromatography: commonly used has C8 or C18, elution with a gradient of methanol and water gave the compound taraxacine. |
| biological activity | Taraxerol was isolated from dandelion and has anti-inflammatory and anti-cancer effects. Taraxerol reduces acute inflammation by inhibiting the NF-κB signaling pathway. Taraxerol induces apoptosis. |
| Target | IC50: apotosis |
| Use | Taraxacum glyceride has antibacterial, anti-tumor, liver and gallbladder protection, anti-ulcer effect. |
Last Update：2024-04-09 20:45:29
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CAS: 127-22-0
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CAS: 127-22-0
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Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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