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C2149

Sigma-Aldrich

Cytochalasin E from Aspergillus clavatus

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About This Item

Formule empirique (notation de Hill):
C28H33NO7
Numéro CAS:
36011-19-5
Poids moléculaire :
495.56
Numéro Beilstein :
1096975
Numéro CE :
252-835-7
Numéro MDL:
MFCD00005178
Code UNSPSC :
12352200
ID de substance PubChem :
24892467
Nomenclature NACRES :
NA.77

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

C[C@H]1C\C=C\[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]4[C@H](Cc5ccccc5)NC(=O)[C@@]24OC(=O)O\C=C\[C@@](C)(O)C1=O

InChI

1S/C28H33NO7/c1-16-9-8-12-19-23-27(4,35-23)17(2)21-20(15-18-10-6-5-7-11-18)29-24(31)28(19,21)36-25(32)34-14-13-26(3,33)22(16)30/h5-8,10-14,16-17,19-21,23,33H,9,15H2,1-4H3,(H,29,31)/b12-8+,14-13+/t16-,17-,19-,20-,21-,23-,26+,27+,28+/m0/s1

Clé InChI

LAJXCUNOQSHRJO-ZYGJITOWSA-N

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Application

Cytochalasin E has been used as:
  • a toxin to study its effects on avocado plants
  • a component of the incubating medium in feline junctional adhesion molecule 1 (fJAM-1) expression assay
  • an inhibitor of actin polymerization to study its effects on mitochondria uptake by mice endothelial cells

Actions biochimiques/physiologiques

Cytochalasin E is an epoxide that exhibits anti-proliferative activity in endothelial cells in vitro. It also participates in inhibiting tumor growth and angiogenesis in vivo. Cytochalasin E also possesses antimicrobial and antiviral properties.
Cytochalasin E is a cell-permeable fungal toxin that inhibits actin polymerization stimulated by F-actin. Cytochalasin E does not inhibit glucose transport.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H300 + H310 + H330,H361

Classification des risques

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Repr. 2

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Sylvie Delebassée et al.
Fitoterapia, 121, 146-151 (2017-07-15)
A biological screening of sixteen lichen extracts on human HT-29 colorectal cancer cells, led to the selection of Pleurosticta acetabulum, a lichen widely present in tree barks in Europe. Bioguided purification of the acetonic extract resulted in the isolation of
Liwen Lin et al.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 19(7), 1917-1929 (2019-02-15)
The innate immune system is a critical regulator of the adaptive immune responses that lead to allograft rejection. It is increasingly recognized that endogenous molecules released from tissue injury and cell death are potent activators of innate immunity. Mitochondria, ancestrally
Lin Xiao et al.
World journal of microbiology & biotechnology, 29(1), 11-17 (2012-08-23)
A moderately halophilic fungus F1 was isolated from a marine solar saltern in Weihai, China. The identification of the fungus F1 was performed by the morphological characteristics, physiological and biochemical tests as well as phylogenetic analysis based on ITS (internal
Contribution of Rosellinia necatrix toxins to avocado white root rot
Arjona-Girona I, et al.
European Journal of Plant Pathology, 148(1), 109-117 (2017)
Siwen Yuan et al.
European journal of medicinal chemistry, 202, 112502-112502 (2020-07-12)
Many fungal metabolites show promising anticancer properties both in vitro and in animal models, and some synthetic analogs of those metabolites have progressed into clinical trials. However, currently, there are still no fungi-derived agents approved as anticancer drugs. Two potential reasons
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