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SML0577

Sigma-Aldrich

Cucurbitacin E

≥95% (HPLC)

Synonyme(s) :

α-Elaterin, α-Elaterine

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About This Item

Formule empirique (notation de Hill):
C32H44O8
Numéro CAS:
18444-66-1
Poids moléculaire :
556.69
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥95% (HPLC)

Forme

powder

Activité optique

[α]/D -60 to -75°, c = 0.7 (CDCl3)

Couleur

white to beige

Solubilité

DMSO: 15 mg/mL, clear

Température de stockage

−20°C

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

Clé InChI

NDYMQXYDSVBNLL-MUYMLXPFSA-N

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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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Three-dimensional structural analysis reveals a Cdk5-mediated kinase cascade regulating hepatic biliary network branching in zebrafish
Dimri M, et al.
Development, 144(14), 2595-2605 (2017)
Chao-Ming Hung et al.
International journal of molecular sciences, 14(8), 17147-17156 (2013-08-24)
Human oral squamous cell carcinoma (OSCC) is a common form of malignant cancer, for which radiotherapy or chemotherapy are the main treatment methods. Cucurbitacin E (CuE) is a natural compound previously shown to be an antifeedant as well as a
Tao Zhang et al.
Breast cancer research and treatment, 135(2), 445-458 (2012-07-31)
Tumor metastasis is the main cause of cancer-related deaths of patients. Breast cancer is highly malignant with considerable metastatic potential, which urges the necessity for developing novel potential drug candidate to prevent tumor metastasis. Here, we report our finding with
Lamice Habib et al.
International journal of pharmaceutics, 448(1), 313-319 (2013-03-26)
Cucurbitacin E (Cuc E), highly oxygenated triterpene from cucurbitaceae family, was demonstrated to possess anti-proliferative, anti-inflammatory and anti-oxidant activities. Here, we studied the effect of Cuc E on the properties of the phospholipid membrane. Large unilamellar vesicles, with and without
Xiaolong He et al.
Oncology letters, 13(6), 4905-4910 (2017-06-11)
Cucurbitacin E is an important member of the cucurbitacin family and exhibits inhibitory effects in various types of cancer. Cucurbitacin is a potential antineoplastic drug; however, its anticancer effect in human prostate cancer (PC) remains unknown. The aim of the
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