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C2149

Sigma-Aldrich

Cytochalasin E from Aspergillus clavatus

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About This Item

Empirical Formula (Hill Notation):
C28H33NO7
CAS Number:
36011-19-5
Molecular Weight:
495.56
Beilstein:
1096975
EC Number:
252-835-7
MDL number:
MFCD00005178
UNSPSC Code:
12352200
PubChem Substance ID:
24892467
NACRES:
NA.77

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

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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 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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300 + H310 + H330,H361

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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