디아실글리세롤키나제억제제II
디아실글리세롤키나제억제제II · R59949 · R59949 ，E0082 · R-59949(R-59-949) · DAG Kinase Inhibitor · R59949, 10 mM in DMSO · DAG Kinase Inhibitor II · DIACYLGLYCEROL KINASE INHIBITOR II
식별자 및 물리적 특성
| CAS No. | 120166-69-0 |
|---|---|
| 분자식 | C28H25F2N3OS |
| 평균 분자량 | 489.6 g/mol |
| 단동위원소 질량 | 489.16863986 g/mol |
| SMILES | O=c1c2ccccc2[nH]c(=S)n1CCN1CCC(=C(c2ccc(F)cc2)c2ccc(F)cc2)CC1 |
| InChIKey | ZCNBZFRECRPCKU-UHFFFAOYSA-N |
| PubChem CID | 657356 |
| ChEMBL | CHEMBL261131 |
| ChEBI | CHEBI:109551 |
| EC No. | 634-242-9 |
| DTXSID | DTXSID70152707 |
| 현지명 | 디아실글리세롤키나제억제제II |
화학 및 물리적 성질
| XLogP | 5.6 |
|---|---|
| 극성 표면적 | 67.7 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 35 |
| 형식 전하 | 0 |
| 복잡도 | 770 |
| 녹는점 | 228-230 °C |
| 끓는 점 | 637.1±65.0 °C(Predicted) |
| 밀도 | 1.36±0.1 g/cm3(Predicted) |
| 저장 조건 | -20°C |
| 용해도 | 0.1M HCl: 약간 용해됨 |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 11.24±0.20(Predicted) |
| 색상 | 옅은 노랑 |
| 생물학적 소스 | synthetic (organic) |
| InChI | 1S/C28H25F2N3OS/c29-22-9-5-19(6-10-22)26(20-7-11-23(30)12-8-20)21-13-15-32(16-14-21)17-18-33-27(34)24-3-1-2-4-25(24)31-28(33)35/h1-12H,13-18H2,(H,31,35) |
| InChIKey | ZCNBZFRECRPCKU-UHFFFAOYSA-N |
| SMILES | Fc1ccc(cc1)\C(=C2\CCN(CCN3C(=S)Nc4ccccc4C3=O)CC2)c5ccc(F)cc5 |
안전 및 규제
| GHS 분류 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 수질 위해 등급(WGK) | 3 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
R-59-949 is an inhibitor of diacylglycerol kinase α (DGK-α) with an IC50 value of 300 nM in isolated platelet plasma membranes using exogenous diacylglycerol as a substrate. DGK-α inhibition with R-59-949 increases diacylglycerol-dependent PKC activity, serotonin secretion, and aggregation of thrombin-stimulated platelets. R-59-949 inhibits DGK-α activity induced by platelet-derived growth factor (PDGF) in intact vascular smooth muscle cells (VSMCs). It inhibits high K+- and glucose-induced insulin secretion in MIN6 pancreatic β-cells in a dose-dependent manner. In vivo, administration of R-59-949 prevents retinal neovascularization in a mouse model of oxygen-induced retinopathy.
용도
Diacylglycerol Kinase Inhibitor II has been used to determine tumor-induced inhibition with genetically modified cytotoxic T cells expressing chimeric antigen receptors (CAR). It has also been used to induce pAkt and PKR-like extracellular signal-regulated kinase (pErk) signals in T-cell acute lymphoblastic leukemia (T-ALL) cells.