18444-66-1
2,16α,20,25-tetrahydroxy-9β-methyl-10α,-19-norlanosta-1,5,23(E)-triene-3,11,22-trione 25-acetate
CAS: 18444-66-1
Molecular Formula: C32H44O8
18444-66-1 - Names and Identifiers
18444-66-1 - Physico-chemical Properties
| Molecular Formula | C32H44O8 |
| Molar Mass | 556.69 |
| Density | 1.1059 (rough estimate) |
| Melting Point | 228-234°C |
| Boling Point | 545.56°C (rough estimate) |
| Specific Rotation(α) | D -59° (c = 0.7 in chloroform) |
| Flash Point | 224.4°C |
| Solubility | Soluble in chloroform |
| Vapor Presure | 1.84E-23mmHg at 25°C |
| Appearance | White powder |
| Color | white to beige |
| pKa | 8.51±0.70(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.4900 (estimate) |
| MDL | MFCD00135936 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from sweet melon. |
| In vitro study | To explore the antitumor activity of Cucurbitacin E (CuE) against colorectal cancer (CRC) cells, an in vitro study is initiated in which each of the CRC cell lines is exposed to increasing doses of Cucurbitacin E (0, 2.5, 5, and 7.5 μM) over a period of 24 h. The proliferation of the Cucurbitacin E-treated cancer cells is then measured using the MTT method. Cucurbitacin E is shown to induce morphological changes in the primary colon cancer cells. Microscopic observation showed that following exposure to Cucurbitacin E (5 μM) between 6 and 24 h, the primary colon cancer cells underwent a remarkable change in morphology. Cucurbitacin E inhibits tumor growth by arresting the cell cycle in the G 2 /M phase via GADD45γ gene expression and the blockage of cyclin B1/CDC2 complex in primary CRC cells. |
| In vivo study | A high fat diet mice model of metabolic syndrome (HFD-MetS) is developed to assess the role of Cucurbitacin E (CuE) on body weight and fat tissue biology. Significant decrease in body weights of HFD-MetS mice treated with Cucurbitacin E (0.5mg/kg) are found as compared to HFD-MetS mice treated with vehicle alone. Cucurbitacin E treatment reduces all fat pads weights in HFD-MetS mice. 55% reduction is observed in total fat in mice, after treatment with Cucurbitacin E in comparison to HFD-MetS mice. Abdominal obesity is strongly associated with metabolic syndrome. Central obesity is reduced to 50% after Cucurbitacin E treatment as compared to HFD MetS mice, elucidating the effectiveness of Cucurbitacin E in targeting MetS. |
18444-66-1 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R25 - Toxic if swallowed R22 - Harmful if swallowed |
| Safety Description | S1 - Keep locked up. S22 - Do not breathe dust. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S24/25 - Avoid contact with skin and eyes. |
| UN IDs | 3172 |
| WGK Germany | 3 |
| RTECS | RC6305500 |
| HS Code | 29153900 |
| Toxicity | LD50 orally in mice: 340 mg/kg (Albert) |
18444-66-1 - Reference
| Reference Show more | 1. Zhang Yanan Gao Mingjie Zhu Wenbo et al. Simultaneous Determination of Cucurbitacin B and Cucurbitacin E in Cucurbitacin Tablets by HPLC-UV Method [J]. Chemical Engineer 2018. 2. Zhang Xiaoqian, Tian Liping, Zhang Yihui, et al. Study on the Protective Effect of Cucurbitacin E from Seed Melon Extract on Chemical Liver Injury [J]. Food Research and Development, 2018, v.39;No.341(16):172-177. 3. Shen Hang, Chen Zongke, Qian Yeben. Cucurbitacin E Induces Apoptosis of Hepatocellular Carcinoma Cells and Its Mechanism [J]. Journal of Clinical and Experimental Pathology, 2015, 31(12):23-27. 4. Xu Fang, Wang Yanjie, Sun Yang, et al. Effect of Cobalt 60-γ Radiation on Effective Components of Trichosanthis [J]. Chinese Pharmacist, 2019, 22(02):355-358. 5. [IF = 3.205] Zhibin Wang et al."Simultaneous determination of cucurbitacin B and cucurbitacin E in rat plasma by UHPLC-MS/MS: A pharmacokinetics study after oral administration of cucurbitacin tablets." J Chromatogr B. 2017 Oct;1065-1066:63 6. [IF = 2.014] Si-Yuan JING et al."In vitro antitumor effect of cucurbitacin E on human lung cancer cell line and its molecular mechanism." Chin J Nat Medicines. 2020 Jul;18:483 |
18444-66-1 - Reference Information
| biological activity | Cucurbitacin E is a natural compound from the stem of Cucumic melo L. Cucurbitacin E significantly inhibited the activity of cyclin B1/CDC2 complex. |
| target | cyclin B1/CDC2 Autophagy |
| in vitro study | to explore the antitumor activity of Cucurbitacin E (CuE) against colorectal cancer (CRC) cells, an in vitro study is initiated in which each of CRC the cell lines is exposed to increasing dos of Cucurbitacin E (0, 2.5, 5, and 7.5 μ m) over a period of 24 h. the proliferation of the Cucurbitacin E-treated cancer cells is then measured using the MTT method. Cucurbitacin e is shown to inuce morphological changes in the primary colon cancer cells. Microscopic observation showed that following exposure to Cucurbitacin e (5 μ m) between 6 and 24 h, the primary colon cancer cells underwent a remarkable change in morphology. Cucurbitacin e inhibits tumor growth by arresting the cell cycle in the G 2 /M phase via GADD45γ gene expression and the blockage of cyclin B1/CDC2 complex in CRC primary cells. |
| in vivo study | a high fat diet mice model of metabolic syndrome (HFD-MetS) is developed to assess the role of Cucurbitacin e (cue) on body weight and fat tissue biology. Significant decrease in body weights of HFD-MetS treated with Cucurbitacin e (0.5 mg/kg) are found as compared to HFD-MetS treated with vehicle alone. Cucurbitacin e treatment reduces all fat pads weights in HFD-MetS mice. 55% reduction is observed in total fat in mice, after treatment with Cucurbitacin e in comparison to HFD-MetS mice. Abdominal obesity is strongly associated with metabolic syndrome. Central obesity is reduced to 50% after Cucurbitacin e treatment as compared to HFD MetS mice, elucidating the effectiveness of Cucurbitacin E in targeting MetS. |
| chemical properties | white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from sweet melon. |
| uses | cucurbitacin e has the effects of protecting liver, resisting tumor (nasopharyngeal carcinoma), inducing vomiting and enhancing immunity. used for content determination/identification/pharmacological experiment, etc. Pharmacological effect: used to treat chronic hepatitis. 1 Cytotoxicity and anti-cancer effect, 2 anti-liver damage, 3 improve the body's immune function. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | oral administration-mouse LD50: 340 mg/kg; Abdominal cavity-mouse LD50: 2 mg/kg |
| flammability hazard characteristics | combustible, spicy and irritating smoke from the fire site |
| storage and transportation characteristics | warehouse is low temperature, ventilated and dry; Store separately from food raw materials |
| fire extinguishing agent | water, carbon dioxide, dry powder, sand |
Last Update：2024-04-09 21:54:55
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