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MilliporeSigma

C2149

Sigma-Aldrich

Cytochalasin E from Aspergillus clavatus

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About This Item

Fórmula empírica (notación de Hill):
C28H33NO7
Número de CAS:
Peso molecular:
495.56
Beilstein:
1096975
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Formulario

powder

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

LAJXCUNOQSHRJO-ZYGJITOWSA-N

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Aplicación

Cytochalasin E has been used as:
  • a toxin to study its effects on avocado plants[1]
  • a component of the incubating medium in feline junctional adhesion molecule 1 (fJAM-1) expression assay[2]
  • an inhibitor of actin polymerization to study its effects on mitochondria uptake by mice endothelial cells[3]

Acciones bioquímicas o fisiológicas

Cytochalasin E is a cell-permeable fungal toxin that inhibits actin polymerization stimulated by F-actin. Cytochalasin E does not inhibit glucose transport.
Cytochalasin E is an epoxide[4] that exhibits anti-proliferative activity in endothelial cells in vitro. It also participates in inhibiting tumor growth and angiogenesis in vivo.[5] Cytochalasin E also possesses antimicrobial and antiviral properties.[4]

Pictogramas

Skull and crossbonesHealth hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


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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
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)
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
Birgit Jarosch et al.
Molecular plant-microbe interactions : MPMI, 18(5), 397-404 (2005-05-27)
The fungus Magnaporthe grisea, the causal agent of rice blast disease, is a major pathogen of rice and is capable of producing epidemics on other cultivated cereals, including barley (Hordeum vulgare). We explored the requirements for basal resistance of barley
Ilse Foissner et al.
Cell motility and the cytoskeleton, 66(3), 142-155 (2009-01-13)
Motility of the endoplasmic reticulum (ER) is predominantly microtubule- dependent in animal cells but thought to be entirely actomyosin-dependent in plant cells. Using live cell imaging and transmission electron microscopy to examine ER motility and structural organization in giant internodal

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