Inhibitor of actin polymerization
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Cytochalasin E

Item No. 11331

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1E,4S,6R,7E,11aS,14S,14aS,15S,15aR,16aS,16bS)-3,13,14,14a,15,15a,16a,16b-octahydro-6-hydroxy-4,6,15,15a-tetramethyl-14-(phenylmethyl)-[1,3]dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione
CAS Number
36011-19-5
Synonyms
  • NSC 175151
Molecular Formula
C28H33NO7
Formula Weight
495.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 11 mg/mlDMF:PBS (pH7.2) (1:30): 0.03 mg/mlDMSO: 10 mg/mlEthanol: 2 mg/ml
SMILES
O=C(OC12[C@@]([C@H]3[C@](C)(O3)[C@@H](C)[C@@]1([H])[C@H](CC4=CC=CC=C4)NC2=O)([H])/C=C/C[C@]5([H])C)O/C=C/[C@](O)(C)C5=O
InChi Code
InChI=1S/C28H33NO7/c1-16-9-8-12-19-23-27(4,35-23)17(2)21-20(15-18-10-6-5-7-11-18)29-24(31)28(19,21)36-25(32)34-14-13-26(3,33)22(16)30/h5-8,10-14,16-17,19-21,23,33H,9,15H2,1-4H3,(H,29,31)/b12-8+,14-13+/t16-,17-,19-,20-,21-,23-,26+,27+,28?/m0/s1
InChi Key
LAJXCUNOQSHRJO-KGDUIROVSA-N
Origin
Fungus/Aspergillus clavatus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Cytochalasin E is an epoxide-containing analog of cytochalasin B (Item No. 11328) which potently and selectively inhibits the growth of endothelial cells (IC50 < 1 nM), impairing angiogenesis and tumor growth.1 This cytochalasin does not inhibit glucose transport or HIV-1 protease activity.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Udagawa, T., Yuan, J., Panigrahy, D., et al. Cytochalasin E, an epoxide containing Aspergillus-derived fungal metabolite, inhibits angiogenesis and tumor growth. J. Pharmacol. Exp. Ther. 294(2), 421-427 (2000).

    2. Kletzien, R.F., Perdue, J.F., and Springer, A. Cytochalasin A and B. Inhibition of sugar uptake in cultured cells. The Journal of Biological Chemisty 247(9), 2964-2966 (1972).

    3. Griffin, J.F., Rampal, A.L., and Jung, C.Y. Inhibition of glucose transport in human erythrocytes by cytochalasins: A model based on diffraction studies. Proc. Natl. Acad. Sci. USA 79(12), 3759-3763 (1982).

    4. Lombardo, Y.B., Drago, S., Chicco, A., et al. Long-term administration of a sucrose-rich diet to normal rats: Relationship between metabolic and hormonal profiles and morphological changes in the endocrine pancreas. Metabolism 45(12), 1527-1532 (1996).