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Chemical structure of eIF4A3-IN-18

GC69049

eIF4A3-IN-18

Also known as (1R,2R,3S,3aR,8bS)-6-cyano-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide

eIF4A3-IN-18 (compound 72) is a silvestrol analog· It interferes with the assembly of eIF4F translation complex and has EC50 values of 0·8, 35, and 2 nM for myc-LUC, tub-LUC, and inhibition of MBA-MB-231 cell growth respectively· eIF4A3-IN-18 exhibits cytotoxicity against RMPI-8226 cells with an LC50 value of 0·06 nM· It can be used for studying the mechanisms underlying human tumor development

ChemicalCAS1402931-84-3MW500.54FormulaC29H28N2O6
CAS number
1402931-84-3
Molecular weight
500.54
Formula
C29H28N2O6
InChIKey
PYRHQQZNFDRIGQ-IDAMAFBJSA-N
Catalogue number
GC69049
Brand
GLPBIO
Computed properties PubChem CID 71453480 · XLogP 2.6 · TPSA 112 Ų · H-bond donors 2
XLogP
2.6
TPSA
112 Ų
H-bond donors
2
H-bond acceptors
7
Rotatable bonds
5
Heavy atoms
37

SMILES CN(C)C(=O)[C@@H]1[C@H]([C@]2([C@@]([C@@H]1O)(C3=C(O2)C=C(C=C3OC)C#N)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5

Computed descriptors from PubChem (CID 71453480), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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