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| | Cucurbitacin E Basic information |
| | Cucurbitacin E Chemical Properties |
| Melting point | 228-234°C | | alpha | D -59° (c = 0.7 in chloroform) | | Boiling point | 545.56°C (rough estimate) | | density | 1.1059 (rough estimate) | | refractive index | 1.4900 (estimate) | | storage temp. | -20°C | | solubility | DMSO: soluble15mg/mL, clear | | pka | 8.51±0.70(Predicted) | | form | powder | | color | white to beige | | optical activity | [α]/D -60 to -75°, c = 0.7 (CDCl3) | | InChIKey | NDYMQXYDSVBNLL-MUYMLXPFSA-N | | LogP | 3.150 (est) |
| Hazard Codes | Xn | | Risk Statements | 25-22 | | Safety Statements | 1-22-45-24/25 | | RIDADR | 3172 | | WGK Germany | 3 | | RTECS | RC6305500 | | HS Code | 29153900 | | Toxicity | LD50 orally in mice: 340 mg/kg (Albert) |
| | Cucurbitacin E Usage And Synthesis |
| Description | Cucurbitacin E is a plant-derived triterpene that has diverse biological activities. At a concentration of 10 pM, it reduces MPP+-induced death of neuronal PC12 cells through inhibition of autophagy in vitro. Cucurbitacin E inhibits growth of T24 bladder, MDA-MB-468 and MCF-7 breast, PC3 prostate, and colorectal cancer cell lines (IC50s = 50-1,000 nM) through induction of G2/M arrest and apoptosis. It increases bilirubin binding to human serum albumin (HSA) in human plasma in a dose-dependent manner. Cucurbitacin E also inhibits depolymerization of actin filaments isolated from rabbit skeletal muscle actin and in HeLa cells. | | Chemical Properties | white to beige powder | | Uses | Cucurbitacin E is a biochemical compound from the family of Cucurbitacins. Cucurbitacin E is a highly oxidated steroid consisting of a tetracyclic triterpene. Cucurbitacin E is known to possess broad
spectrum of potential anti-inflammatory, antitumor andantioxidant effects. | | Uses | Cucurbitacin E has been used as a cofilin inhibitor. It is also used as a F-actin stabilizer to prevent membrane-associated periodic skeleton (MPS) loss and protect from axonal fragmentation. | | Definition | ChEBI: A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 1, 5 and 23. | | General Description | This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG. | | Biochem/physiol Actions | Cucurbitacin E is a potent inhibitor of actin depolymerization. Cucurbitacin E is more active than jasplakinolide, and has a different mechanism of action, binding to a different site. Cucurbitacin E binds specifically to filamentous actin (F-actin) forming a covalent bond at residue Cys257, but not to monomeric actin (G-actin), stabilizing F-actin, without affecting actin polymerization or nucleation. |
| | Cucurbitacin E Preparation Products And Raw materials |
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