| Chemical & Physical Properties | |
|---|---|
| CAS Number | 18228-17-6 |
| Catalog No. | 2A-9087094 |
| Chinese Name | 色酚AS-E磷酸盐 |
| Synonyms | naphthol as-e phosphate; KG-501 |
| Molecular Formula | C17H13ClNO5P |
| Molecular Weight | 377.72 |
| Purity | ≥80 (HPLC) |
| Density | 1.567g/cm3 |
| Appearance | powder |
| Storage Condition | -20℃ |
| Application | KG-501 is an inhibitor of CREB with an IC50 value of 6.89 μM. |
| EINECS | 242-106-1 |
| PubChem ID | 329762485 |
| MDL Number | MFCD00042718 |
| SMILES | OP(O)(=O)Oc1cc2ccccc2cc1C(=O)Nc3ccc(Cl)cc3 |
| InChI | 1S/C17H13ClNO5P/c18-13-5-7-14(8-6-13)19-17(20)15-9-11-3-1-2-4-12(11)10-16(15)24-25(21,22)23/h1-10H,(H,19,20)(H2,21,22,23) |
| InChI Key | RQAQWBFHPMSXKR-UHFFFAOYSA-N |
| Beilstein/REAXYS | 6664478 |
| NACRES Code | NA.83 |
| UNSPSC | 12352204 |
| Hazard Symbols | transportation |
| MSDS | msds/87094_1_18228_17_6.pdf |
| Bioactivity | KG-501 is a CREB inhibitor, with an IC50 of 6.89 μM. Related Catalog Signaling Pathways >> Epigenetics >> Epigenetic Reader Domain Research 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℃ |
| Use of | KG-501 is a CREB inhibitor, with an IC50 of 6.89 μM. Properties Name Naphthol AS-E phosphate Synonym More Synonyms KG-501 Biological Activity Description KG-501 is a CREB inhibitor, with an IC50 of 6.89 μM. Related Catalog Signaling Pathways >> Epigenetics >> Epigenetic Reader Domain Research Areas >> Inflammation/Immunology IC50: 6.89 μM (CREB)[1]. 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 Exact Mass 377.02200 PSA 105.67000 LogP 4.29000 Index of Refraction 1.723 InChIKey RQAQWBFHPMSXKR-UHFFFAOYSA-N Storage condition -20℃ |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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