3-{4-[2-(2-methylphenyl)ethynyl]phenyl}propanoic acid

• ChemBase编号: 154377
• 分子式: C18H16O2
• 平均质量: 264.31844
• 单一同位素质量: 264.11502975
• SMILES: Cc1ccccc1C#Cc1ccc(cc1)CCC(=O)O
• Canonical SMILES: OC(=O)CCc1ccc(cc1)C#Cc1ccccc1C
• InChI: InChI=1S/C18H16O2/c1-14-4-2-3-5-17(14)12-10-15-6-8-16(9-7-15)11-13-18(19)20/h2-9H,11,13H2,1H3,(H,19,20)
• InChIKey: FODHWOBAQBTTFS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-{4-[2-(2-methylphenyl)ethynyl]phenyl}propanoic acid
• IUPAC传统名: 3-{4-[2-(2-methylphenyl)ethynyl]phenyl}propanoic acid
• 别名: 3-(4-(o-Tolylethynyl)phenyl)propanoic acid; TUG-424

登记号

• CAS号: 1082058-99-8
• MDL号: MFCD12912449
• PubChem SID: 162248516
• PubChem CID: 25150014

理论计算性质

• Acid pKa: 3.9124851
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.09639
• LogD (pH = 7.4): 1.4829574
• Log P: 4.6900535
• 摩尔折射率: 74.8444 cm^3
• 极化性: 30.29906 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

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

安全信息

• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 36-50/53
• 安全公开号: 26-60-61
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H319-H410
• GHS警示性声明: P273-P305 + P351 + P338-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H16O2

详细说明

Sigma Aldrich - T6829

Biochem/physiol Actions
TUG-424 is expected to be useful in the exploration of FFA1 and may also be valuable as a lead structure for new potential antidiabetic therapeutics. TUG-424 significantly increased glucose-stimulated insulin secretion at 100 nM and may serve to explore the role of FFA1 in metabolic diseases such as diabetes or obesity. It enhanced glucose-stimulated insulin secretion in a rat beta-cell line already at 100 nM and from isolated mouse islets through FFA1.GPR40 (now FFA1) was formerly an orphan GPCR whose endogenous ligands have recently been identified as free fatty acids (FFAs). The receptor appears to be involved in the pathophysiology of type 2 diabetes and is a drug target because of its role in FFA-mediated enhancement of glucose-stimulated insulin release.