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CYTOCHALASIN A

Product Name
CYTOCHALASIN A
CAS No.
14110-64-6
Chemical Name
CYTOCHALASIN A
Synonyms
Dehydrophomin;CYTOCHALASIN A;CYTOCHALASIN A(RG);5,5-Didehydrophomin;Cytochalasin dreschslera dematioidea;CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA;CytochalasinA from Drechslera dematioidea;cytochalasin a from helminthosporium dematioideum;Cytochalasin A 5-Dehydrophomin Dehydrophomin;CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA, BIOCHEMIKA, >= 99.0% (TLC)
CBNumber
CB6735221
Molecular Formula
C29H35NO5
Formula Weight
477.59
MOL File
14110-64-6.mol
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CYTOCHALASIN A Property

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
form 
Powder
pka
13.54±0.70(Predicted)
color 
White
Water Solubility 
Soluble in DMF, DMSO, ethanol and acetone. Insoluble in water.
Sensitive 
Light Sensitive
BRN 
949521
LogP
1.849 (est)
EPA Substance Registry System
Cytochalasin A (14110-64-6)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C6637
Product name
Cytochalasin A from Drechslera dematioidea
Packaging
1mg
Price
$163
Updated
2024/03/01
Alfa Aesar
Product number
J60280
Product name
Cytochalasin A
Packaging
1mg
Price
$91.6
Updated
2021/12/16
Alfa Aesar
Product number
J60280
Product name
Cytochalasin A
Packaging
5mg
Price
$352
Updated
2021/12/16
Cayman Chemical
Product number
11327
Product name
Cytochalasin A
Purity
≥98%
Packaging
1mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
11327
Product name
Cytochalasin A
Purity
≥98%
Packaging
5mg
Price
$195
Updated
2024/03/01
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CYTOCHALASIN A Chemical Properties,Usage,Production

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.

Definition

ChEBI: Cytochalasin A is a cytochalasin.

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 A Preparation Products And Raw materials

Raw materials

Preparation Products

14110-64-6, CYTOCHALASIN ARelated Search:


  • (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
  • CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA, BIOCHEMIKA, >= 99.0% (TLC)
  • CYTOCHALASIN A
  • cytochalasin a from helminthosporium dematioideum
  • CYTOCHALASIN A(RG)
  • CytochalasinA from Drechslera dematioidea
  • 14110-64-6
  • C29H35NO5
  • Other
  • Cytoskeleton and Extracellular Matrix
  • Enzymes, Inhibitors, and Substrates
  • Enzyme Inhibitors
  • Enzyme Inhibitors by Type
  • Cell Biology
  • Cell Signaling and Neuroscience
  • Biochemicals and Reagents
  • BioChemical
  • Actin Inhibitors and Probes
  • Actin Inhibitors and ProbesCell Signaling and Neuroscience
  • Cell Signaling and Neuroscience
  • antibiotic
  • Cytoskeleton and Extracellular Matrix
  • Mold
  • Toxins and Venoms