An inhibitor of actin polymerization
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Isomer(s)
11329Cytochalasin C
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Cytochalasin D

Item No. 11330

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-15-(acetyloxy)-3,3a,4,5,6,6a,9,10,12,15-decahydro-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-1H-cycloundec[d]isoindole-1,11(2H)-dione
CAS Number
22144-77-0
Synonyms
  • NSC 209835
Molecular Formula
C30H37NO6
Formula Weight
507.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: 10 mg/mlDMSO: 100 mg/ml
SMILES
C=C1[C@@H](O)[C@@](/C=C/C[C@H](C)C(C(O)(C)/C=C/C2OC(C)=O)=O)([H])C23[C@@]([C@H](CC4=CC=CC=C4)NC3=O)([H])[C@@H]1C
InChi Code
InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24?,25-,26+,29?,30?/m0/s1
InChi Key
SDZRWUKZFQQKKV-PQNISXKDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    The cytochalasins are cell-permeable fungal metabolites that inhibit actin polymerization.1,2,3,4 This interferes with such diverse processes as cell movement, growth, phagocytosis, degranulation, and secretion.5,6,7,8 Cytochalasin D is a cell-permeable inhibitor that binds actin filaments, but not actin monomers, to inhibit polymerization at concentrations as low as 0.2 µM.2 In this way, it prevents the migration of tumor cells.9

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brenner, S.L., and Korn, E.D. The effects of cytochalasins on actin polymerization and actin ATPase provide insights into the mechanism of polymerization. The Journal of Biological Chemisty 255(3), 841-844 (1980).

    2. Lin, D.C., Tobin, K.D., Grumet, M., et al. Cytochalasins inhibit nuclei-induced actin polymerization by blocking filament elongation. J. Cell Biol. 84(2), 455-460 (1980).

    3. Ostlund, R.E., Jr., Leung, J.T., and Hajek, S.V. Regulation of microtubule assembly in cultured fibroblasts. J. Cell Biol. 85(2), 386-391 (1980).

    4. Pinder, J.C., and Gratzer, W.B. Structural and dynamic states of actin in the erythrocyte. J. Cell Biol. 96(3), 768-775 (1983).

    5. Flaumenhaft, R., Dilks, J.R., Rozenvayn, N., et al. The actin cytoskeleton differentially regulates platelet α-granule and dense-granule secretion. Blood 105(10), 3879-3887 (2005).

    6. Taheri-Talesh, N., Horio, T., Araujo-Bazán, L., et al. The tip growth apparatus of Aspergillus nidulans. Mol. Biol. Cell 19(4), 1439-1449 (2008).

    7. dos Santos, T., Varela, J., Lynch, I., et al. Effects of transport inhibitors on the cellular uptake of carboxylated polystyrene nanoparticles in different cell lines. PLoS One 6(9), 1-10 (2011).

    8. Nightingale, T.D., White, I.J., Doyle, E.L., et al. Actomyosin II contractility expels von Willebrand factor from Weibel-Palade bodies during exocytosis. J. Cell Biol. 194(4), 613-629 (2011).

    9. Hayot, C., Debeir, O., Van Ham, P., et al. Characterization of the activities of actin-affecting drugs on tumor cell migration. Toxicol. Appl. Pharmacol. 211(1), 30-40 (2006).

    Product Citations

    Callahan, A., Zhang, X., Wang, A., et al. CSF1R-CAR T cells induce CSF1R signaling and can promote target cell proliferation. Sci. Signal. 18(912), eadv4112 (2025).

    Chen, C.Y., Caporizzo, M.A., Bedi, K., et al. Suppression of detyrosinated microtubules improves cardiomyocyte function in human heart failure. Nat. Med. 24(8), 1225-1233 (2018).