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Merck

C2149

Cytochalasin E from Aspergillus clavatus

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C28H33NO7
Numero CAS:
36011-19-5
Peso molecolare:
495.56
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24892467
EC Number:
252-835-7
Beilstein/REAXYS Number:
1096975
MDL number:
MFCD00005178
Form:
powder

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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

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[1]
  • an inhibitor of actin polymerization to study its effects on mitochondria uptake by mice endothelial cells[2]

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[3] that exhibits anti-proliferative activity in endothelial cells in vitro. It also participates in inhibiting tumor growth and angiogenesis in vivo.[4] Cytochalasin E also possesses antimicrobial and antiviral properties.[3]

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

Classe di stoccaggio

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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Certificati d'analisi (COA)

Lot/Batch Number
067M4106V
0000083811
027M4089V
14160901
0000077997

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