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CYTOCHALASIN A

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CYTOCHALASIN A Basic information

Product Name:
CYTOCHALASIN A
Synonyms:
  • (7S,13E,16R,21E)-7-Hydroxy-16-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13,21-triene-1,20,23-trione
  • 5,5-Didehydrophomin
  • Dehydrophomin
  • Cytochalasin dreschslera dematioidea
  • Cytochalasin A 5-Dehydrophomin Dehydrophomin
  • 7(S)-hydroxy-16(R)-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione
  • 2H-Oxacyclotetradecino2,3-disoindole-2,5,18-trione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-, (3E,9R,11E,12aS,13S,15S,15aS,16S,18aS)-
  • CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA
CAS:
14110-64-6
MF:
C29H35NO5
MW:
477.59
EINECS:
237-964-9
Product Categories:
  • Actin Inhibitors and ProbesCell Signaling and Neuroscience
  • Cell Signaling and Neuroscience
  • Cytoskeleton and Extracellular Matrix
  • Mold
  • Toxins and Venoms
  • antibiotic
Mol File:
14110-64-6.mol
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CYTOCHALASIN A Chemical Properties

Melting point:
190-191 °C
Boiling point:
725.1±60.0 °C(Predicted)
Density 
1.20±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
ethanol: 20 mg/mL, clear, colorless
pka
13.54±0.70(Predicted)
form 
Powder
color 
White
Water Solubility 
Soluble in DMF, DMSO, ethanol and acetone. Insoluble in water.
Sensitive 
Light Sensitive
BRN 
949521
EPA Substance Registry System
Cytochalasin A (14110-64-6)
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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
10
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
29349990

MSDS

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CYTOCHALASIN A 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 A is an oxidized analog of cytochalasin B which uniquely inhibits HIV-1 protease (IC50 = 3 μM). Cytochalasins A and B differ from other cytochalasins in being able to rapidly and reversibly inhibit glucose transport by competitively binding glucose transporters (Ki = 4.0 and 0.6 μM, respectively). Cytochalasin A also induces the phosphorylation of the tyrosine phosphatase PTP3 of Dictyostelium, activating STATc.

Chemical Properties

white powder

Uses

Cytochalasin A is one of a family of potent mycotoxins produced by several species of fungi. All members of the class exhibit profound effects on cytoskeletal proteins, giving rise to pronounced morphogenic activity in animals and plants. Like most cytochalsins, cytochalasin A exhibits potent inhibition of actin filament function leading to cell death by apoptosis, and displays a broad range of resultant cellular actions. Despite the common mode of action, there is evidence that individual members of the class display diverse selectivity. Specifically, cytochalasin A is one of the few cytochalasins exhibiting activity against HIV-1 protease.

Uses

Cytochalasin A binds to the glucose transporter and inhibit monosaccharide transport across the plasma membrane. Preventing growth and sugar uptake in a Saccharomyces strain.

Biochem/physiol Actions

Cytochalasin A reacts with sulfhydryls, and inhibits growth and glucose transport in Saccharomyces. Cytochalasin A is an oxidizing analog of cytochalsin B.

CYTOCHALASIN ASupplier

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