Cytochalasin E from Aspergillus clavatus

Name: Cytochalasin E from <I>Aspergillus clavatus</I>
Brand: SIGMA

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₃NO₇

CAS Number:

36011-19-5

Molecular Weight:

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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Properties

form

powder

storage temp.

−20°C

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

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

Description

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

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 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.