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Merck

C2149

Cytochalasin E from Aspergillus clavatus

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C28H33NO7
Numer CAS:
Masa cząsteczkowa:
495.56
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
EC Number:
252-835-7
Beilstein/REAXYS Number:
1096975
MDL number:

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InChI key

LAJXCUNOQSHRJO-ZYGJITOWSA-N

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

SMILES string

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

form

powder

storage temp.

−20°C

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Application

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]

Biochem/physiol Actions

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]
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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

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

Klasa składowania

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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
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
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
Cíntia Silva dos Santos et al.
Microbiology and immunology, 54(1), 1-10 (2010-01-09)
As interactions between bacteria and macrophages dictate the outcome of most infectious diseases, analyses of molecular mechanisms of non-opsonic phagocytosis should lead to new approaches for the prevention of diphtheria and systemic Corynebacterium diphtheriae infections. The present study aimed to

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