CYTOCHALASIN A

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
CYTOCHALASIN A Structure
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
pka13.54±0.70(Predicted)
form Powder
color White
Water Solubility Soluble in DMF, DMSO, ethanol and acetone. Insoluble in water.
Sensitive Light Sensitive
BRN 949521
LogP1.849 (est)
EPA Substance Registry SystemCytochalasin A (14110-64-6)
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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
CYTOCHALASIN A Usage And Synthesis
DescriptionThe 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 Propertieswhite powder
UsesCytochalasin 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.
UsesCytochalasin A binds to the glucose transporter and inhibit monosaccharide transport across the plasma membrane. Preventing growth and sugar uptake in a Saccharomyces strain.
DefinitionChEBI: Cytochalasin A is a cytochalasin.
Biochem/physiol ActionsCytochalasin 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 materialsCYTOCHALASIN B
(+/-)-METHAMPHETAMINE 1-Amino-2-methylpropan-2-ol LACTAMIDE Cyclohexyl acrylate 4-Penten-1-ol N-HEXYL ACRYLATE Isobutyl 2-butenoate 2-METHYL-5-HEXEN-2-OL 2,2-DI-N-PROPYLACETAMIDE TRANS-4-DECEN-1-AL CYTOCHALASIN A 2,3,4-TRIMETHYL-5-HEXEN-3-OL 1,3-Dimethylamylamine TRANS-2-OCTENOIC ACID N-(3-METHYLBUTYL)ACETAMIDE Isobutyl acrylate 4-METHYL-1-PENTEN-3-OL 3-Methyl-3-pentanol

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