4-(3-{[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl}phenyl)benzoic acid

• ChemBase编号: 154915
• 分子式: C30H30O4
• 平均质量: 454.5568
• 单一同位素质量: 454.21440944
• SMILES: Cc1c(c2c(cc1OCc1cccc(c1)c1ccc(cc1)C(=O)O)CC(C2=O)C1CCCC1)C
• Canonical SMILES: Cc1c(OCc2cccc(c2)c2ccc(cc2)C(=O)O)cc2c(c1C)C(=O)C(C2)C1CCCC1
• InChI: InChI=1S/C30H30O4/c1-18-19(2)28-25(15-26(29(28)31)22-7-3-4-8-22)16-27(18)34-17-20-6-5-9-24(14-20)21-10-12-23(13-11-21)30(32)33/h5-6,9-14,16,22,26H,3-4,7-8,15,17H2,1-2H3,(H,32,33)
• InChIKey: KMKBEESNZAPKMP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(3-{[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl}phenyl)benzoic acid
• IUPAC传统名: biphenylindanone A
• 别名: 3′-[[(2-cyclopentyl-6,7-dimethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]methyl]biphenyl-4-carboxylic acid; BINA; Biphenylindanone A; Biphenyl-indanone A

登记号

• CAS号: 866823-73-6
• MDL号: MFCD19440914
• PubChem SID: 162249053
• PubChem CID: 9868580

理论计算性质

• Acid pKa: 4.0701714
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 5.9927554
• LogD (pH = 7.4): 4.317545
• Log P: 7.434994
• 摩尔折射率: 134.4002 cm^3
• 极化性: 52.58587 Å^3
• 极化表面积: 63.6 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: ≥18 mg/mL
• 外观: white to tan powder

安全信息

• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C30H30O4

详细说明

Sigma Aldrich - B8688

Biochem/physiol Actions
Biphenyl-indanone A (BINA) is a potent selective positive allosteric modulator for the group II metabotropic glutamate receptor subtype mGluR2. In animal studies BINA showed anxiolytic and antipsychotic effects, and blocked the effects produced by the hallucinogenic drug DOB. It decreased cocaine self-administration in rats, with no effect on food self-administration. In recombinant systems, BINA selectively potentiated the response of mGluR2 to glutamate with no effect on the glutamate response of other mGluR receptor subtypes tested.