A natural triterpene
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Cucurbitacin E

Item No. 14821

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(9β,10α,16α,23E)-25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
CAS Number
18444-66-1
Synonyms
  • NSC 106399
  • NSC 521775
Molecular Formula
C32H44O8
Formula Weight
556.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
234 nm
SMILES
OC(C(C1(C)C)=O)=C[C@]2([H])C1=CC[C@]([C@@](C[C@@H](O)[C@]3([H])[C@](O)(C)C(/C=C/C(C)(C)OC(C)=O)=O)(C)[C@]3(C)C4)([H])[C@@]2(C)C4=O
InChi Code
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
InChi Key
NDYMQXYDSVBNLL-MUYMLXPFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

    $333

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    25 mg

    $717

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    Product 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.1 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.2,3,4 It increases bilirubin binding to human serum albumin (HSA) in human plasma in a dose-dependent manner.5 Cucurbitacin E also inhibits depolymerization of actin filaments isolated from rabbit skeletal muscle actin and in HeLa cells.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arel-Dubeau, A.-M., Longpré, F., Bournival, J., et al. Cucurbitacin E has neuroprotective properties and autophagic modulating activities on dopaminergic neurons. Oxid. Med. Cell. Longev. 425496 (2014).

    2. Hsu, Y.-C., Huang, T.-Y., and Chen, M.-J. Therapeutic ROS targeting of GADD45γ in the induction of G2/M arrest in primary human colorectal cancer cell lines by cucurbitacin E. Cell Death Dis. 5(4), e1198 (2014).

    3. Kong, Y., Chen, J., Zhou, Z., et al. Cucurbitacin E induces cell cycle G2/M phase arrest and apoptosis in triple negative breast cancer. PloS One 9(7), e103760 (2014).

    4. Huang, W.-W., Yang, Y.-S., Lin, M.-W., et al. Cucurbitacin E induces G2/M phase arrest through STAT3/p53/p21 signaling and provokes apoptosis via Fas/CD95 and mitochondria-dependent pathways in human bladder cancer T24 cells. Evid. Based Complement. Altnernat. Med. 952762 (2012).

    5. Greige-Gerges, H., Abou Khalil, R., Chahine, R., et al. Effect of cucurbitacins on bilirubin-albumin binding in human plasma. Life Sci. 80(6), 579-585 (2007).

    6. Sörensen, P.M., Iacob, R.E., Fritzsche, M., et al. The natural product cucurbitacin E inhibits depolymerization of actin filaments. ACS Chem Biol. 7(9), 1502-1508 (2012).