3-[2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid

• ChemBase编号: 154436
• 分子式: C28H22Cl3NO4
• 平均质量: 542.83758
• 单一同位素质量: 541.06144123
• SMILES: CC(C)c1c(c(no1)c1c(cccc1Cl)Cl)COc1ccc(c(c1)Cl)/C=C/c1cccc(c1)C(=O)O
• Canonical SMILES: Clc1cc(ccc1/C=C/c1cccc(c1)C(=O)O)OCc1c(onc1c1c(Cl)cccc1Cl)C(C)C
• InChI: InChI=1S/C28H22Cl3NO4/c1-16(2)27-21(26(32-36-27)25-22(29)7-4-8-23(25)30)15-35-20-12-11-18(24(31)14-20)10-9-17-5-3-6-19(13-17)28(33)34/h3-14,16H,15H2,1-2H3,(H,33,34)
• InChIKey: BYTNEISLBIENSA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-[2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid; 3-[(E)-2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid
• IUPAC传统名: 3-[2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid; 3-[(E)-2-(2-chloro-4-{[3-(2,6-dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methoxy}phenyl)ethenyl]benzoic acid
• 别名: 3-(2,6-Dichlorophenyl)-4-(3’-carboxy-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole; GW4064; 3-[2-[2-Chloro-4-[[3-(2,6-Dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methoxy]phenyl]ethenyl]-benzoic Acid; GW 4064

登记号

• CAS号: 278779-30-9
• MDL号: MFCD09971006
• PubChem SID: 162248575
• PubChem CID: 9893571

理论计算性质

• Acid pKa: 4.0139914
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 7.33821
• LogD (pH = 7.4): 5.683282
• Log P: 8.834283
• 摩尔折射率: 144.6107 cm^3
• 极化性: 55.96626 Å^3
• 极化表面积: 72.56 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL; H2O: insoluble
• 外观: white powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H319-H413
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 作用靶点: FXR

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C28H22Cl3NO4

详细说明

Sigma Aldrich - G5172

Biochem/physiol Actions
GW4064 is a FXR agonist. GW4064 is a potent (EC50 = 15 nM), non-steroidal agonist of the orphan nuclear receptor FXR. It shows no activity on other nuclear receptors including RAR up to 1 mM. This is an important tool for the study of the involvment of FXR in a variety of biological activities.

Toronto Research Chemicals - G931000

A novel nonsteroidal FXR nuclear receptor agonist.

参考文献

• Makishima, M., et al.: Science, 284, 1362 (1999)
• Wang, H., et al.: Mol. Cell, 3, 543 (1999)
• Zhang, Y., et al.: J. Biol. Chem., 276, 43018 (1999)
• Carlton, V.E., et al.: Nat. Genet., 34, 91 (1999)