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Metapristone
- RU42633- Optical Purity: Optically pure
- Soluble in 0.1N HCl(aq), DMSO and EtOH
- MF: C28H33NO2
- MW: 415.57
Description
Metapristone, the primary metabolite of RU486 (Axon 1502), suppressed NSCLC proliferation by promoting apoptosis via decrease the cellular EGFR-mediated PI3K/AKT pathways. In addition, metapristone inhibited anti-apoptotic marker Bcl-2, and activated pro-apoptotic key signaling proteins caspase-3, and poly (ADP-ribose) polymerase. Metapristone induced A549 and H1975 cell cycle via arrest at the G0-G1 stage. Moreover, metapristone inhibited endometrial cancer cell growth through suppressing cell proliferation and activating cell apoptosis-related signaling pathway. Mechanically, metapristone regulated miR-492 and its new target genes Klf5 and Nrf1 in vitro and in vivo to treat endometrial cancer.
More Information
| Parent CAS No. | 104004-96-8 |
|---|---|
| Chemical Name | (8S,11R,13S,14S,17S)-17-Hydroxy-13-methyl-11-(4-(methylamino)phenyl)-17-(prop-1-ynyl)-6,7,8,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one |
| SMILES | C1(NC)C=CC([C@H]2C[C@]3(C)[C@](O)(C#CC)CC[C@@]3([H])[C@]3([H])CCC4=CC(=O)CCC4=C23)=CC=1 |&1:6,8,10,17,19,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C28H33NO2/c1-4-14-28(31)15-13-25-23-11-7-19-16-21(30)10-12-22(19)26(23)24(17-27(25,28)2)18-5-8-20(29-3)9-6-18/h5-6,8-9,16,23-25,29,31H,7,10-13,15,17H2,1-3H3/t23-,24+,25-,27-,28-/m0/s1 |
| InChiKey | IBLXOBHABOVXDY-WKWWZUSTSA-N |
| CID | 10070462 |
| Short Description | Metabolite Mifepristone |
References
- Y Chang et al. Metapristone (RU486-derivative) inhibits endometrial cancer cell progress through regulating miR-492/Klf5/Nrf1 axis. Cancer Cell Int. 2021 Jan 7;21(1):29.
- J Wang et al. Synthesis, spectral characterization, and in vitro cellular activities of metapristone, a potential cancer metastatic chemopreventive agent derived from mifepristone (RU486). AAPS J. 2014 Mar;16(2):289-98.
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