CAS 18228-17-6|KG-501
| Common Name | KG-501 | ||
|---|---|---|---|
| CAS Number | 18228-17-6 | Molecular Weight | 377.71600 |
| Density | 1.567g/cm3 | Boiling Point | / |
| Molecular Formula | C17H13ClNO5P | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | / |
Names
| Name | Naphthol AS-E phosphate |
|---|---|
| Synonym | More Synonyms |
KG-501 BiologicalActivity
| Description | KG-501 is a CREB inhibitor, with an IC50 of 6.89 μM. |
|---|---|
| Related Catalog | Signaling Pathways >>Epigenetics >>Epigenetic Reader DomainResearch Areas >>Inflammation/Immunology |
| Target | IC50: 6.89 μM (CREB)[1]. |
| In Vitro | KG-501, which directly targets the KIX domain of CBP, results in a disrupted CREB-CBP complex, inhibits CREB-target gene induction, and inhibits IL-1β-mediated angiogenic activity in NSCLC[1]. KG-501 disrupts phospho (Ser-133) CREB binding to KIX with a Ki of ~90 μM, using concentrations of CREB that are within the linear range of the binding assay. Treatment of HEK293T cells with KG-501 also blocks induction of endogenous CREB target genes (NR4A2, αCG, c-fos, and RGS2) by forskolin, indicating that KG-501 likely exerts a general effect on CREB activity[2]. KG-501 can also inhibit NF-κB transcription activity because NF-κB also uses CBP as a cofactor to regulate gene expression. The migration of HUVECs induced by CM from A549 cells treated with IL-1β plus 10 μM of KG-501 is significantly lower than that induced by CM from A549 cells treated with IL-1β alone. At 10 μM, KG-501 suppresses the expression of all of the IL-1β–induced CXC chemokine genes except CXCL8. For the protein level, KG-501 significantly suppresses IL-1β–induced CXCL5 protein secretion. Similar effects of KG-501 are also observed in the H1734 cell line[3]. |
| References | [1]. Lee JW, et al. A Novel Small-Molecule Inhibitor Targeting CREB-CBP Complex Possesses Anti-Cancer Effects along with Cell Cycle Regulation, Autophagy Suppression and Endoplasmic Reticulum Stress. PLoS One. 2015 Apr 21;10(4):e0122628. [2]. Best JL et al. Identification of small-molecule antagonists that inhibit an activator: coactivator interaction. Proc Natl Acad Sci U S A. 2004 Dec 21;101(51):17622-7 [3]. Sun H, et al. Cyclic AMP-responsive element binding protein- and nuclear factor-kappaB-regulated CXC chemokine gene expression in lung carcinogenesis. Cancer Prev Res (Phila). 2008 Oct;1(5):316-28. |
Chemical & Physical Properties
| Density | 1.567g/cm3 |
|---|---|
| Molecular Formula | C17H13ClNO5P |
| Molecular Weight | 377.71600 |
| Exact Mass | 377.02200 |
| PSA | 105.67000 |
| LogP | 4.29000 |
| Index of Refraction | 1.723 |
| InChIKey | RQAQWBFHPMSXKR-UHFFFAOYSA-N |
| SMILES | O=C(Nc1ccc(Cl)cc1)c1cc2ccccc2cc1OP(=O)(O)O |
| Storage condition | -20℃ |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles8
More Articles| Fungal recognition enhances mannose receptor shedding through dectin-1 engagement. J. Biol. Chem. 286(10) , 7822-9, (2011) The mannose receptor (MR) is an endocytic type I membrane molecule with a broad ligand specificity that is involved in both hemostasis and pathogen recognition. Membrane-anchored MR is cleaved by a me... | |
| Development of a pluripotent stem cell derived neuronal model to identify chemically induced pathway perturbations in relation to neurotoxicity: effects of CREB pathway inhibition. Toxicol. Appl. Pharmacol. 280(2) , 378-88, (2014) According to the advocated paradigm shift in toxicology, acquisition of knowledge on the mechanisms underlying the toxicity of chemicals, such as perturbations of biological pathways, is of primary in... | |
| Transcription factor cyclic adenosine monophosphate responsive element binding protein negatively regulates tumor necrosis factor alpha-induced protein 1 expression. Mol. Med. Report. 12 , 7763-9, (2015) Tumor necrosis factor alpha (TNFα)-induced protein 1 (TNFAIP1) was originally identified as a protein involved in DNA replication, DNA damage repair, apoptosis and the progression of certain diseases,... |
Synonyms
| naphthol as-e phosphate |
| KG-501 |
