Episilvestrol

For research use only, not for therapeutic use.

  • CAT Number: I004617
  • CAS Number: 697235-39-5
  • Molecular Formula: C34H38O13
  • Molecular Weight: 654.66
  • Purity: ≥95%
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Episilvestrol (Cat No.:I004617) is a natural compound derived from the plant Tripterygium wilfordii. It belongs to the class of rocaglate derivatives and exhibits potent anticancer activity. Episilvestrol specifically targets the eukaryotic translation initiation factor 4A (eIF4A), an RNA helicase involved in translation initiation. By inhibiting eIF4A, episilvestrol disrupts protein synthesis and leads to the selective translation inhibition of certain oncogenic mRNAs, including those encoding c-Myc and Mcl-1. This results in the suppression of cell proliferation and induction of apoptosis in cancer cells. Episilvestrol has shown promising preclinical activity against various cancer types, making it a potential candidate for further development as an anticancer therapy.


Catalog Number I004617
CAS Number 697235-39-5
Molecular Formula C34H38O13
Purity ≥95%
Target Apoptosis inducer
Solubility 10 mM in DMSO
Storage Store at -20°C
IUPAC Name methyl (1R,2R,3S,3aR,8bS)-6-[[(2S,3R,6R)-6-[(1R)-1,2-dihydroxyethyl]-3-methoxy-1,4-dioxan-2-yl]oxy]-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
InChI InChI=1S/C34H38O13/c1-40-20-12-10-19(11-13-20)34-27(18-8-6-5-7-9-18)26(30(38)42-3)29(37)33(34,39)28-23(41-2)14-21(15-24(28)47-34)45-32-31(43-4)44-17-25(46-32)22(36)16-35/h5-15,22,25-27,29,31-32,35-37,39H,16-17H2,1-4H3/t22-,25-,26-,27-,29-,31-,32-,33+,34+/m1/s1
InChIKey GVKXFVCXBFGBCD-QKDMMWSPSA-N
SMILES CO[C@H]1[C@@H](O[C@H](CO1)[C@@H](CO)O)OC2=CC3=C(C(=C2)OC)[C@@]4([C@@H]([C@@H]([C@H]([C@@]4(O3)C5=CC=C(C=C5)OC)C6=CC=CC=C6)C(=O)OC)O)O
Reference

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<br>[1]. Kim S, et al. Silvestrol, a potential anticancer rocaglate derivative from Aglaia foveolata, induces apoptosis in LNCaP cells through the mitochondrial/apoptosome pathway without activation of executioner caspase-3 or -7. Anticancer Res. 2007 Jul-Aug;27(4B):2175-83.
<br>[2]. Liu T, et al. Synthetic silvestrol analogues as potent and selective protein synthesis inhibitors. J Med Chem. 2012 Oct 25;55(20):8859-78.
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