Basic information Safety Supplier Related

CYTOCHALASIN E

Basic information Safety Supplier Related

CYTOCHALASIN E Basic information

Product Name:
CYTOCHALASIN E
Synonyms:
  • (7S,13E,16S,18R,19E)-6,7-Epoxy-18-hydroxy-16,18-dimethyl-10-phenyl-21,23-dioxa[13]cytochalasa-13,19-diene-1,17,22-trione
  • [7β,13E,16S,18R,19E]-6,7-Epoxy-18-hydroxy-16,18-dimethyl-10-phenyl-21,23-dioxa[13]cytochalasa-13,19-diene-1,17,22-trione
  • (7s,13e,16s,18r,19e)-18-dimethyl-10-phenyl
  • 21,23-dioxa(13)cytochalasa-13,19-diene-1,17,22-trione,6,7-epoxy-18-hydroxy-16,
  • 6,7-epoxy-10-phenyl-5,6,16,18-tetramethyl-21,23-dioxa-[13]cytochalas-13,19-die
  • CYTOCHALASIN 3
  • CYTOCHALASIN E
  • CYTOCHALASIN E, ASPERGILLUS CLAVATUS
CAS:
36011-19-5
MF:
C28H33NO7
MW:
495.56
EINECS:
252-835-7
Product Categories:
  • antibiotic
  • Actin Inhibitors and ProbesCell Signaling and Neuroscience
  • Cell Signaling and Neuroscience
  • Cytoskeleton and Extracellular Matrix
  • Mold
  • Toxins and Venoms
Mol File:
36011-19-5.mol
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CYTOCHALASIN E Chemical Properties

Melting point:
206 °C
Boiling point:
587.59°C (rough estimate)
Density 
1.2415 (rough estimate)
refractive index 
1.6290 (estimate)
storage temp. 
-20°C
solubility 
DMF: 11 mg/ml; DMF:PBS (pH7.2) (1:30): 0.03 mg/ml; DMSO: 10 mg/ml; Ethanol: 2 mg/ml
form 
White solid.
pka
11.22±0.70(Predicted)
color 
White to off-white
BRN 
1096975
LogP
1.920 (est)
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Safety Information

Hazard Codes 
T+,T
Risk Statements 
26/27/28-63
Safety Statements 
28-36/37-45
RIDADR 
UN 1544 6.1/PG 2
WGK Germany 
3
RTECS 
HA5360000
10
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
29349990
Hazardous Substances Data
36011-19-5(Hazardous Substances Data)

MSDS

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CYTOCHALASIN E Usage And Synthesis

Description

The cytochalasins are cell-permeable fungal metabolites which inhibit actin polymerization. This interferes with such diverse processes as cell movement, growth, phagocytosis, degranulation, and secretion. Cytochalasin E is an epoxide-containing analog of cytochalasin B which potently and selectively inhibits the growth of endothelial cells (IC50 < 1 nM), impairing angiogenesis and tumor growth. This cytochalasin does not inhibit glucose transport or HIV-1 protease activity.

Chemical Properties

white powder

Uses

Cytochalasin E is one of a family of potent mycotoxins produced by a range of fungi. All members of the class exhibit profound effects on cytoskeletal proteins, resulting in pronounced morphogenic changes in animals and plants. Despite the common mode of action, there is evidence that individual members display diverse selectivity. Specifically, cytochalasin E acts as an angiogenesis inhibitor and, unlike other cytochalasins, does not inhibit glucose transport.

Uses

Cytochalasin E is a fungal metabolite which has been shown to exhibit antimicrobial and antibacterial effects. Cytochalasin E is a microfilament inhibitor enhancing the low-affinity Fc epsilon receptor (CD23) expression.

Uses

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

Definition

ChEBI: A natural product found in Arthrinium sacchari.

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 ESupplier

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