CucurbitacinE , >99% , 18444-66-1

Synonym(s):
α-Elaterin;α-Elaterine

CAS NO.：18444-66-1

Empirical Formula: C32H44O8

Molecular Weight: 556.69

MDL number: MFCD00135936

EINECS: 242-325-2

PRODUCT 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
• form: powder
• pka: 8.51±0.70(Predicted)
• color: white to beige
• optical activity: [α]/D -60 to -75°, c = 0.7 (CDCl3)
• InChIKey: NDYMQXYDSVBNLL-MUYMLXPFSA-N
• SMILES: [C@@]12(C)C[C@@H](O)[C@]([H])([C@](O)(C)C(=O)/C=C/C(C)(C)OC(=O)C)[C@@]1(C)CC(=O)[C@@]1(C)[C@]3([H])C=C(C(=O)C(C)(C)C3=CC[C@@]21[H])O |&1:0,3,5,7,21,26,28,40,r|
• LogP: 3.150 (est)

Description and Uses

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.

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.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302
• Precautionary statements: P301+P312+P330
• 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)