中文名 | GW9508 |
英文名 | 3-(4-((3-phenoxybenzyl)amino)phenyl)propanoic acid |
别名 | 化合物GW 9508 4-[[(3-苯氧苯基)甲基]氨基]苯乙酸 4-[[(3-苯氧苯基)甲基]氨基]苯基乙酸 4-[[(3-苯氧基苯基)甲基]氨基]苯丙酸 3-(4-((3-苯氧基苄基)氨基)苯基)丙酸 |
英文别名 | GW9508 885101-89-3(GW9508) 3-(4-((3-Phenoxybenzyl)aMino)phenyl)propanoic acid 3-(4-((3-phenoxybenzyl)amino)phenyl)propanoic acid 4-[[(3-Phenoxyphenyl)methyl]amino]benzenepropanoicacid Benzenepropanoic acid, 4-[[(3-phenoxyphenyl)methyl]amino]- GW 9508 4-[[(3-Phenoxyphenyl)methyl]amino]benzenepropanoic acid 4-[[(3-Phenoxyphenyl)methyl]amino]benzenepropanoic acid GW9508 |
CAS | 885101-89-3 |
化学式 | C22H21NO3 |
分子量 | 347.41 |
熔点 | 90-92°C |
溶解度 | DMSO: >20 mg/mL |
存储条件 | 2-8°C |
稳定性 | 从提供的购买之日起稳定1年。DMSO或乙醇中的溶液可以在-20 °C下储存长达3个月。 |
外观 | 白色粉末 |
颜色 | Off-white |
MDL号 | MFCD09753282 |
靶点 | GPR120;GPR40(FFA1) |
体外研究 | GW9508 stimulates intracellular Ca 2+ mobilization in HEK-293 cells expressing GPR40 (pEC 50 of 7.32) or GPR120 (pEC 50 of 5.46), but not in the parent HEK-293 cell line. GW9508 produces a concentration-dependent increase (pEC 50 of 6.14) in glucose-stimulated insulin secretion at high glucose levels (25 mM). This resulted in a 1.52-fold increase in insulin secretion with 20 μM GW9508 in the presence of 25 mM glucose, compared with 25 mM glucose alone. The ability of GW9508 (10 μM) to enhance insulin secretion from MIN6 cells is significantly enhanced as glucose concentrations are increased. GW9508 inhibits CCL17 and CCL5 expression in a pertussis toxin-sensitive manner. The inhibitory effect by GW9508 is abrogated by depletion of GPR40 with RNA interference. GW9508 further suppresses expression of IL-11, IL-24, and IL-33 induced in HaCaT cells by TNF-α and IFN-γ. GW9508 also inhibits CCL5 and CXCL10 production by normal human epidermal keratinocytes. |
体内研究 | Administration of GW9508 200 (μM) topically to the skin suppresses ear swelling in a repeated hapten application model (BALB/c and C57BL/6 mice) and contact hypersensitivity with downregulation of CCL5 and CXCL10, respectively. |
危险品标志 | Xn - 有害物品 N - 危害环境的物品 |
风险术语 | R22 - 吞食有害。 R37/38 - 刺激呼吸系统和皮肤+B52。 R41 - 对眼睛有严重伤害。 R50/53 - 对水生生物有极高毒性,可能对水体环境产生长期不良影响。 |
安全术语 | S26 - 不慎与眼睛接触后,请立即用大量清水冲洗并征求医生意见。 S39 - 戴护目镜或面具。 S60 - 该物质及其容器须作为危险性废料处置。 S61 - 避免释放至环境中。参考特别说明/安全数据说明书。 |
危险品运输编号 | UN 3077 9 / PGIII |
WGK Germany | 3 |
参考资料 展开查看 | 1: Philippe C, Wauquier F, Léotoing L, Coxam V, Wittrant Y. GW9508, a free fatty acid receptor agonist, specifically induces cell death in bone resorbing precursor cells through increased oxidative stress from mitochondrial origin. Exp Cell Res. 2013 Nov 15;319(19):3035-41. doi: 10.1016/j.yexcr.2013.08.013. Epub 2013 Aug 22. PubMed PMID: 23973666. 2: Zhao YF, Wang L, Zha D, Qiao L, Lu L, Yu J, Qu P, Sun Q, Qiu J, Chen C. GW9508 inhibits insulin secretion by activating ATP-sensitive potassium channels in rat pancreatic β-cells. J Mol Endocrinol. 2013 Jun 1;51(1):69-77. doi: 10.1530/JME-13-0019. Print 2013. PubMed PMID: 23628491. 3: Fujita T, Matsuoka T, Honda T, Kabashima K, Hirata T, Narumiya S. A GPR40 agonist GW9508 suppresses CCL5, CCL17, and CXCL10 induction in keratinocytes and attenuates cutaneous immune inflammation. J Invest Dermatol. 2011 Aug;131(8):1660-7. doi: 10.1038/jid.2011.123. Epub 2011 May 19. PubMed PMID: 21593768. 4: Lu SY, Jiang YJ, Zou JW, Luo HB, Wu TX. Insight into analysis of interactions of GW9508 to wild-type and H86F and H137F GPR40: a combined QM/MM study and pharmacophore modeling. J Mol Graph Model. 2011 Apr;29(6):818-25. doi: 10.1016/j.jmgm.2011.01.006. Epub 2011 Feb 1. PubMed PMID: 21334233. |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 2.878 ml | 14.392 ml | 28.784 ml |
5 mM | 0.576 ml | 2.878 ml | 5.757 ml |
10 mM | 0.288 ml | 1.439 ml | 2.878 ml |
5 mM | 0.058 ml | 0.288 ml | 0.576 ml |
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