Cytochalasin E, actin-polymerization inhibitor

Key facts

CAS number

36011-19-5

Purity

>99%

Form

Solid

form

Molecular weight

495.6 Da

Molecular formula

C₂₈H₃₃NO₇

PubChem

5458385

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

Cytochalasin e

Biological description

Cell-permeable actin-polymerization inhibitor. Shows potent antiproliferative (IC₅₀ = 11 nM) and antiangiogenic effects. Active in vivo.

Canonical smiles

CC1CC=CC2C3C(O3)(C(C4C2(C(=O)NC4CC5=CC=CC=C5)OC(=O)OC=CC(C1=O)(C)O)C)C

Isomeric smiles

C[C@H]1C/C=C/[C@H]2[C@H]3[C@](O3)([C@H]([C@@H]4[C@]2(C(=O)N[C@H]4CC5=CC=CC=C5)OC(=O)O/C=C/[C@@](C1=O)(C)O)C)C

InChi

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

InChiKey

LAJXCUNOQSHRJO-ZYGJITOWSA-N

IUPAC Name

(1S,5E,7R,9S,11E,13S,14S,16R,17S,18S,19S)-19-benzyl-7-hydroxy-7,9,16,17-tetramethyl-2,4,15-trioxa-20-azatetracyclo[11.8.0.01,18.014,16]henicosa-5,11-diene-3,8,21-trione