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Merck
CN

SML0577

Cucurbitacin E

≥95% (HPLC)

Synonym(s):

α-Elaterin, α-Elaterine

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About This Item

Empirical Formula (Hill Notation):
C32H44O8
CAS Number:
18444-66-1
Molecular Weight:
556.69
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Cucurbitacin E, ≥95% (HPLC)

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

assay

≥95% (HPLC)

form

powder

optical activity

[α]/D -60 to -75°, c = 0.7 (CDCl3)

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

−20°C

Quality Level

100

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Application

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.

Biochem/physiol Actions

Cucurbitacin E is a potent inhibitor of actin depolymerization.
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000382448
0000382448
0000224384
0000224384
0000112898

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Yanmin Dong et al.
Carcinogenesis, 31(12), 2097-2104 (2010-08-25)
Cucurbitacin E (CuE, α-elaterin), a tetracyclic triterpenes compound from folk traditional Chinese medicine plants, has been shown to inhibit cancer cell growth, inflammatory response and bilirubin-albumin binding. However, the effects of CuE on tumor angiogenesis and its potential molecular mechanism
Yasuyuki Sadzuka et al.
International journal of pharmaceutics, 383(1-2), 186-191 (2009-09-08)
Cucurbitacin E increases the doxorubicin (DOX) level in M5076 ovarian sarcoma via suppressed DOX efflux in vitro. An increase in DOX induced antitumor activity by cucurbitacin E in vivo has been reported previously. This paper attempts to clarify the mechanism
Jing Qiao et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 62(5), 461-469 (2013-01-31)
Cucurbitacin E (CuE), a triterpenoid compound isolated from Cucurbitaceae plants, possesses a wide range of biological activities including anti-inflammatory properties. The present study aimed to investigate the anti-inflammatory effect of CuE and the underlying mechanism of action. The anti-inflammatory effect
Yasuyuki Sadzuka et al.
International journal of pharmaceutics, 354(1-2), 63-69 (2007-12-07)
We screened various food components for their ability to inhibit doxorubicin (DOX) permeability in tumor cells in vitro with the aim of finding novel modulators. Capsaicin did not change DOX permeability in the tumor cells, although the capsaicin derivatives gingerol
Pei-Lin Wu et al.
Chemical & pharmaceutical bulletin, 52(3), 345-349 (2004-03-03)
Three new compounds: begonanline (1). nantoamide (2). and methyl (S)-glycerate (3). as well as forty-four known compounds have been isolated and characterized from the rhizomes of Begonia nantoensis. The structures of these compounds were determined by spectral analyses and/or X-ray
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