| Stereochemistry | ABSOLUTE |
| Molecular Formula | C33H48O6 |
| Molecular Weight | 540.7306 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 5 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(\C=C\[C@@H]1OC(=O)C=C[C@@H]1C)=C\[C@H](C)C\C=C\C(C)=C\[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C\C(C)=C\C(O)=O
InChI
InChIKey=YACHGFWEQXFSBS-XYERBDPFSA-N
InChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1
| Molecular Formula | C33H48O6 |
| Molecular Weight | 540.7306 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 5 |
| Optical Activity | UNSPECIFIED |
Leptomycin B (LMB) an antibiotic originally isolated from Streptomyces, is a specific inhibitor of CRM1 (exportin 1), an evolutionarily conserved receptor for the nuclear export signal of proteins. It binds covalently to cysteine 528 in the nuclear export signal binding region of CRM1 leading to the inhibition of protein nuclear export. It was shown, that LMB possessed the ability to augment the effect of the tumor suppressor p53 in esophageal squamous cancer cell lines and thus LMB could be a promising component in p53 gene therapy. Recently was conducted experiments, which revealed, that LMB at a very low concentration (0.5 nM) combined with gefitinib have shown synergistic therapeutic effects and have ameliorated the development of gefitinib-induced resistance in lung cancer cells.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|