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| Cas No.: | 934593-90-5 |
| Chemical Name: | methyl 3-[[2-[4-(1-adamantyl)phenoxy]acetyl]amino]-4-hydroxybenzoate |
| Synonyms: | 4-Hydroxy-3-[[2-(4-tricyclo[3.3.1.13,7]dec-1-ylphenoxy)acetyl]amino]-benzoic Acid Methyl Ester;LW 6 (This product is unavailable in the U.S.);CAY10585;methyl 3-[[2-[4-(2-adamantyl)phenoxy]acetyl]amino]-4-hydroxybenzoate;HIF-1α inhibitor;LW8;3-[[[4-(Adamantan-1-yl)phenoxy]acetyl]amino]-4-hydroxybenzoic Acid Methyl Ester (This product is unavailable in the U.S.);Methyl 3-[[[4-(adamantan-1-yl)phenoxy]acetyl]amino]-4-hydroxybenzoate (This product is unavailable in the U.S.);LW6;LW 6;C26H29NO5;methyl 3-[[2-[4-(1-adamantyl)phenoxy]acetyl]amino]-4-hydroxybenzoate;BJRPPNOJYFZSLY-UHFFFAOYSA-N;HIF-1;A inhibitor;OTAVA-BB;lw-6;A inhibitor;CAY10585;BCP20646;BDBM50400094;s8441;1793AH;Hypoxia inducible factor-1A inhibitor;AK688872;A12882;3-[2-(4-adamantan-1-yl-phenoxy)acetyla;CID 16124726 |
| SMILES: | O(C([H])([H])C(N([H])C1=C(C([H])=C([H])C(C(=O)OC([H])([H])[H])=C1[H])O[H])=O)C1C([H])=C([H])C(=C([H])C=1[H])C12C([H])([H])C3([H])C([H])([H])C([H])(C([H])([H])C([H])(C3([H])[H])C1([H])[H])C2([H])[H] |
| Formula: | C26H29NO5 |
| M.Wt: | 435.5122 |
| Sotrage: | 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO |
| Description: | LW6 is a novel HIF-1 inhibitor with an IC50 of 4.4 μM. |
| In Vivo: | In mice carrying xenografts of human colon cancer HCT116 cells, LW6 demonstrates strong anti-tumor efficacy in vivo and causes a decrease in HIF-1α expression in frozen-tissue immunohistochemical staining[2]. |
| In Vitro: | LW6 decreases HIF-1α protein expression without affecting HIF-1β expression. LW6 affects the stability of the HIF-1α protein. LW6 promotes the degradation of wild type HIF-1α, but not of a DM-HIF-1α with modifications of P402A and P564A, at hydroxylation sites in the oxygen-dependent degradation domain. LW6 induces the expression of von Hippel-Lindau (VHL), which interacts with prolyl-hydroxylated HIF-1α for proteasomal degradation. In the presence of LW6, knockdown of VHL does not abolish HIF-1α protein accumulation, indicating that LW6 degraded HIF-1α via regulation of VHL expression[2]. In MDCKII-BCRP cells overexpressing BCRP, LW6 enhances significantly the cellular accumulation of mitoxantrone, a BCRP substrate. LW6 also down-regulates BCRP expression at concentrations of 0.1-10 µM[3]. LW6 inhibits the expression of HIF 1α induced by hypoxia in A549 cells at 20 mM, independently of the von Hippel Lindau protein. LW6 induces hypoxia selective apoptosis together with a reduction in the mitochondrial membrane potential[4]. |