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Merck
CN

C2149

Sigma-Aldrich

Cytochalasin E from Aspergillus clavatus

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About This Item

经验公式(希尔记法):
C28H33NO7
CAS号:
分子量:
495.56
Beilstein:
1096975
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

形式

powder

储存温度

−20°C

SMILES字符串

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

InChI key

LAJXCUNOQSHRJO-ZYGJITOWSA-N

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应用

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

生化/生理作用

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.

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险分类

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

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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
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
Robert Flaumenhaft et al.
Blood, 105(10), 3879-3887 (2005-01-27)
Stimulation of platelets with strong agonists results in centralization of cytoplasmic organelles and secretion of granules. These observations have led to the supposition that cytoskeletal contraction facilitates granule release by promoting the interaction of granules with one another and with
Kangjian Qiao et al.
Metabolic engineering, 13(6), 723-732 (2011-10-11)
Cytochalasins are a group of fungal secondary metabolites with diverse structures and bioactivities, including cytochalasin E produced by Aspergillus clavatus, which is a potent anti-angiogenic agent. Here, we report the identification and characterization of the cytochalasin gene cluster from A.
Qing-Yi Lu et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 11(4), 1675-1683 (2005-03-05)
Alteration of actin polymerization and loss of actin filaments is a marker of cellular dedifferentiation and early malignant transformation. To study this phenomenon, an in vitro human urothelial model consisting of two cell lines, HUC-PC and MC-T11, were incorporated into

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