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Chemical structure of eIF4A3-IN-14

GC69048

eIF4A3-IN-14

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

eIF4A3-IN-14 (compound 51) is a silvestrol analog· It interferes with the assembly of the eIF4F translation complex and has EC50 values of 40 and 50 nM for inhibiting myc-LUC expression and MBA-MB-231 cell growth, respectively· eIF4A3-IN-14 can be used for studying the mechanisms underlying human tumor development

ChemicalCAS1402931-65-0MW477.51FormulaC27H27NO7
CAS number
1402931-65-0
Molecular weight
477.51
Formula
C27H27NO7
InChIKey
LDWPQOSSUCBSKV-PXIJUOARSA-N
Catalogue number
GC69048
Brand
GLPBIO
Computed properties PubChem CID 71460660 · XLogP 2.6 · TPSA 120 Ų · H-bond donors 3
XLogP
2.6
TPSA
120 Ų
H-bond donors
3
H-bond acceptors
8
Rotatable bonds
6
Heavy atoms
35

SMILES COC1=CC=C(C=C1)[C@]23[C@@H]([C@H]([C@H]([C@]2(C4=C(O3)C=C(C=C4OC)N)O)O)C(=O)OC)C5=CC=CC=C5

Computed descriptors from PubChem (CID 71460660), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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