diosgenin p-nitrobenzoate | 4952-76-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: diosgenin p-nitrobenzoate
• CAS: 4952-76-5
• 化学式: C₃₄H₄₅NO₆
• 分子量: 563.734
• InChiKey: DPZIWCWOSZOUPD-DSSIOXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.49
• 重原子数：
  41.0
• 可旋转键数：
  3.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  87.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  薯蓣皂素 、 对硝基苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 甲苯 为溶剂， 以95%的产率得到diosgenin p-nitrobenzoate
  参考文献：
  名称：

  Synthesis of diosgenin p-nitrobenzoate by Steglich method, its crystal structure and quantum chemical studies

  摘要：

  In the present study, a novel one pot synthetic route for the synthesis of diosgenin p-nitrobenzoate (2) is described from cheap, commercially available naturally occurring sapogenin-diosgenin. The molecular geometry. IR frequencies, Gauge-including atomic orbital (CIAO), H-1 and C-13 NMR chemical shifts of compound 2 has been calculated in the ground state by using the Hartree-Fock (HF) and density functional method (DFT/B3LYP) using 6-31G(d,p) basis set. The structure of diosgenin p-nitrobenzoate (2) has been confirmed by single crystal X-ray diffraction. The compound crystallizes in monoclinic form having space group P21 with cell parameters a = 7.719(2) angstrom, b = 8.425(2) angstrom and c = 22.578(6) angstrom, alpha = 90.00, beta = 98.46 and gamma = 90.00. The oxygen atoms O5 and O4 of the nitro and carbonyl ester, respectively display weak intermolecular N1-O5 center dot center dot center dot H7' and C1'=O4 center dot center dot center dot H4' interactions having dimensions of 2.61 and 2.59 angstrom, respectively to form intricate 1D network. The study of the electronic properties such as HOMO and LUMO energy were performed using time dependent DFT (TD-DFT) calculations. The calculated HOMO and LUMO energy values indicate that charge transfer takes place within the molecule. The compound was screened for cytotoxicity and anti-adipogenic activity. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.05.057