Identification | Back Directory | [Name]
CYTOCHALASIN A | [CAS]
14110-64-6 | [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) 7(S)-hydroxy-16(R)-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione (7S,13E,16R,21E)-7-Hydroxy-16-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13,21-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)- | [EINECS(EC#)]
237-964-9 | [Molecular Formula]
C29H35NO5 | [MDL Number]
MFCD00005935 | [MOL File]
14110-64-6.mol | [Molecular Weight]
477.59 |
Chemical Properties | Back Directory | [Appearance]
white powder | [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) |
Hazard Information | Back Directory | [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 cytochalasins, 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 active against HIV-1 protease. | [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. | [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. | [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. |
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