(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

• ChemBase编号: 165002
• 分子式: C19H18N2O3
• 平均质量: 322.35782
• 单一同位素质量: 322.13174245
• SMILES: c1c(cc2c(c1)[nH]cc2CCNC(=O)/C=C/c1ccc(cc1)O)O
• Canonical SMILES: O=C(/C=C/c1ccc(cc1)O)NCCc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+
• InChIKey: WLZPAFGVOWCVMG-FPYGCLRLSA-N

名称和登记号

名称

• IUPAC标准名: (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
• IUPAC传统名: (2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide
• 别名: N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)-2-propenamide; NSC 369503; p-Coumaroylserotonin; N-(p-Coumaroyl) Serotonin

登记号

• CAS号: 68573-24-0
• PubChem SID: 162259135
• PubChem CID: 5458879

理论计算性质

• Acid pKa: 9.181925
• 质子受体: 3
• 质子供体: 4
• LogD (pH = 5.5): 3.0574732
• LogD (pH = 7.4): 3.0504827
• Log P: 3.0575855
• 摩尔折射率: 94.1947 cm^3
• 极化性: 36.587364 Å^3
• 极化表面积: 85.35 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; Methanol
• 外观: Tan Solid
• 熔点: 192-194°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - C756300

Antibacterial agent.

参考文献

• Gribble, G.W., et al.: J. Med. Chem., 31, 1746 (1988)
• Maeda, U., et al.: Phytochemistry, 34, 1633 (1988)