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Cytochalasin C

Catalog No.GC14420

inhibits actin polymerization

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Cytochalasin C Chemical Structure

Cas No.: 22144-76-9

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1mg
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5mg
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Sample solution is provided at 25 µL, 10mM.

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Background

Cytochalasin C inhibits actin polymerization.

The cytochalasins are cell-permeable fungal metabolites inhibiting actin polymerization. This interferes with such diverse processes as cell growth, movement, phagocytosis, degranulation, as well as secretion.

In vitro: Previous study described the first results of actin assembly assays in the presence of the different cytochalasins. Acceleration of actin assembly in the presence of several cytochalasins was apparent from the more extensive assembly at shorter times. Cytochalasin C and its analogs, cytochalasin D, H, and J made up the same Group, which was characterized by fast assembly, so that the extent of assembly was reached before the first FPR data trace could be obtained, less than 4 min into the reaction. Thus, the members of this group including cytochalasin C were both strong accelerators of assembly and also inhibitors of steadystate extent of assembly.Moreover, cytochalasin C and D were found to be much stronger inhibitors than cytochalasin H and J, which were moderate and weak inhibitors, respectively. In addition, the effects of these cytochalasins on the diffusion coefficients of actin filaments at steady state was also have examined. Results showd that cytochalasin D and H had significantly higher diffusion coefficients. In contrast, cytochalasin C and cytochalasin A, B, J displayed a weak shortening activity [1].

In vivo: In zebrafish, cytochalasin D at 0.2 μM gave an approximate LD50, while cytochalasin B was fully tolerated at 5 μM, and gave an LD50 of 10 μM. Cytochalasin C was tolerated fully at 1 μM, which was ten-fold higher than the level for cytochalasin D that was tolerated [2].

Clinical trial: Up to now, there is no clinical data reported.

References:
[1] Walling, E. A.,Krafft, G.A. and Ware, B.R. Actin assembly activity of cytochalasins and cytochalasin analogs assayed using fluorescence photobleaching recovery. Archives of Biochemistry and Biophysics 264(1), 321-332 (1988).
[2] Trendowski M, Wong V, Wellington K, Hatfield S, Fondy TP.  Tolerated doses in zebrafish of cytochalasins and jasplakinolide for comparison with tolerated doses in mice in the evaluation of pre-clinical activity of microfilament-directed agents in tumor model systems in vivo. In Vivo. 2014 Nov-Dec;28(6):1021-31.

Chemical Properties

Cas No. 22144-76-9 SDF
Chemical Name (3S,3aR,6S,6aR,7E,10S,12R,13E,15R,15aR)-15-(acetyloxy)-3,3a,6,6a,9,10,12,15-octahydro-6,12-dihydroxy-4,5,10,12-tetramethyl-3-(phenylmethyl)-1H-cycloundec[d]isoindole-1,11(2H)-dione
Canonical SMILES O[C@H]1[C@H]2[C@@]3([C@@H](/C=C/[C@@](C)(O)C([C@@H](C)C/C=C/2)=O)OC(C)=O)C([C@H](CC4=CC=CC=C4)NC3=O)C(C)=C1C
Formula C30H37NO6 M.Wt 507.6
Solubility Soluble in ethanol;Soluble in methanol;Soluble in DMSO;Soluble in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.9701 mL 9.8503 mL 19.7006 mL
5 mM 0.394 mL 1.9701 mL 3.9401 mL
10 mM 0.197 mL 0.985 mL 1.9701 mL
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