Curcubitacin E

For research use only. Not for therapeutic Use.

  • CAT Number: I002385
  • CAS Number: 18444-66-1
  • Molecular Formula: C₃₂H₄₄O8₈
  • Molecular Weight: 556.70
  • Purity: ≥95%
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Cucurbitacin E (Cat No.:I002385) is a plant-derived natural product that has been extensively studied for its effects on actin dynamics and actin-based processes, such as cytokinesis. It exhibits potent inhibitory activity against actin depolymerization, specifically binding to filamentous actin (F-actin) and forming a covalent bond. Cucurbitacin E has been shown to disrupt the actin cytoskeleton, leading to growth inhibition and cell-cycle arrest in cancer cells, as well as induction of apoptosis through the activation of caspases. Its ability to selectively affect actin dynamics makes it a valuable tool for studying actin-related cellular processes and highlights its potential as a therapeutic agent targeting actin-based diseases and disorders.


Catalog Number I002385
CAS Number 18444-66-1
Synonyms

Cuc E;NSC 106399;NSC 521775

Molecular Formula C₃₂H₄₄O8₈
Purity ≥95%
Solubility 10 mM in DMSO
Storage -20°C
IC50 7–50 nM in 2- to 6-day exposures
IUPAC Name [(E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
InChI InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,29+,30-,31+,32+/m1/s1
InChIKey NDYMQXYDSVBNLL-MUYMLXPFSA-N
SMILES CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(C(=O)C4(C)C)O)C)C)C)O)O
Reference

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<br>[1]. Pia M. Sorensen, et al. The Natural Product Cucurbitacin E Inhibits Depolymerization of Actin Filaments. ACS Chem. Biol., 2012, 7 (9), pp 1502–1508

<br>[2]. Li Y, et al. The induction of G2/M cell-cycle arrest and apoptosis by cucurbitacin E is associated with increased phosphorylation of eIF2alpha in leukemia cells. Anticancer Drugs. 2010 Apr;21(4):389-400.

<br>[3]. Kimberly L.K. Duncan, et al. Cucurbitacin E-induced disruption of the actin and vimentin cytoskeleton in prostate carcinoma cells. Biochemical Pharmacology
Volume 52, Issue 10, 22 November 1996, Pages 1553–1560

<br>[4]. Wang L, et al. Cucurbitacin E suppresses cytokine expression in human Jurkat T cells through down-regulating the NF-κB signaling. Acta Biochim Biophys Sin (Shanghai). 2015 Jun;47(6):459-65.

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