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LW6
- Soluble in DMSO
- MF: C26H29NO5
- MW: 435.51
Description
Novel HIF-1 inhibitor (IC50 value 2.44 μM) that promotes proteasomal degradation of HIF-1α via upregulation of von-Hippel-Lindau (VHL), without affecting the activity of prolyl hydroxylase (PHD). Evidence was found that identified MDH2 as a target protein of LW-6. Moreover, LW6 suppresses angiogenesis by inhibition of HIF-1α stability via direct binding with calcineurin b homologous protein 1 (CHP1) in a Ca2+ dependent manner.
More Information
| Parent CAS No. | 934593-90-5 |
|---|---|
| Chemical Name | methyl 3-[[2-[4-(1-adamantyl)phenoxy]acetyl]amino]-4-hydroxybenzoate |
| SMILES | C1C=C(OCC(NC2C=C(C(OC)=O)C=CC=2O)=O)C=CC=1C12CC3CC(C1)CC(C3)C2 |
| MFCD | N.A. |
| InChi | InChI=1S/C26H29NO5/c1-31-25(30)19-2-7-23(28)22(11-19)27-24(29)15-32-21-5-3-20(4-6-21)26-12-16-8-17(13-26)10-18(9-16)14-26/h2-7,11,16-18,28H,8-10,12-15H2,1H3,(H,27,29) |
| InChiKey | BJRPPNOJYFZSLY-UHFFFAOYSA-N |
| CID | 16124726 |
| Short Description | HIF-1 inhibitor |
References
- K. Lee et al. LW6, a novel HIF-1 inhibitor, promotes proteasomal degradation of HIF-1alpha via upregulation of VHL in a colon cancer cell line. Biochem Pharmacol. 2010 Oct 1;80(7):982-9.
- B.S. Kim et al. HIF-1α suppressing small molecule, LW6, inhibits cancer cell growth by binding to calcineurin b homologous protein 1. Biochem Biophys Res Commun. 2015 Feb 27;458(1):14-20.
- R. Naik et al. Synthesis and structure-activity relationship of (E)-phenoxyacrylic amide derivatives as hypoxia-inducible factor (HIF) 1α inhibitors. J Med Chem. 2012 Dec 13;55(23):10564-71.
- K. Lee et al. Identification of malate dehydrogenase 2 as a target protein of the HIF-1 inhibitor LW6 using chemical probes. Angew Chem Int Ed Engl. 2013 Sep 23;52(39):10286-9.
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