7a-aza-B-homostigmast-5-eno[7a,7-d]tetrazole | 92910-86-6

• 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: 7a-aza-B-homostigmast-5-eno[7a,7-d]tetrazole
• 英文别名: (1S,13R,14R,17R,18R,21R)-18-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-13,17-dimethyl-2,3,4,5-tetrazapentacyclo[12.7.0.02,6.08,13.017,21]henicosa-3,5,7-triene
• CAS: 92910-86-6
• 化学式: C₂₉H₄₈N₄
• 分子量: 452.727
• InChiKey: KCVBTSNDGPNXDH-CJAQKTMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-oxostigmast-5-ene 在 迭氮酸 、 三氟化硼乙醚 作用下， 以 苯 为溶剂， 反应 35.0h， 以78%的产率得到7a-aza-B-homostigmast-5-eno[7a,7-d]tetrazole
  参考文献：
  名称：

  7a-Aza-B-homostigmast-5-eno [7a,7-d] 四唑的合成、表征、X 射线衍射、抗菌和体外细胞毒性研究

  摘要：

  摘要 已报道了新型合成分子 7a-Aza-B-homostigmast-5-eno [7a,7-d] 四唑 C29H48N4 的合成、光谱表征、晶体结构和抗菌活性。该结构也已使用直接法通过 X 射线衍射技术确定，并通过全矩阵最小二乘法在 F2 上进行细化。晶体为正交晶系，其空间群为 P212121，a = 7.230(3), b = 31.451(13), c = 11.974(5) (A), α = β = γ = 90°。可方便地由7-Oxostigmast-5-ene与肼酸反应制得。还筛选了该分子可能对金黄色葡萄球菌、变形链球菌、化脓性链球菌、表皮葡萄球菌、蜡状芽孢杆菌、干燥棒状杆菌、大肠杆菌、肺炎克雷伯菌、变形杆菌和铜绿假单胞菌 (MTCC 424)。还评估了合成化合物的最低抑菌浓度 (MIC)。观察到对干枯病菌和普通假单胞菌的最高活性。此外，还使用阿霉素作为标准筛选了该化合物对人结肠癌细胞系

  DOI：

  10.1016/j.crci.2012.12.018

文献信息

• DFT, Hirshfeld surfaces, spectral and in vivo cytotoxic studies of 7a-Aza-B-homostigmast-5-eno [7a,7-d] tetrazole
  作者：Mahboob Alam、Mohammad Jane Alam、Shahab A.A. Nami、Mohd Shoeb Khan、Shabbir Ahmad、Dong-Ung Lee

  DOI：10.1016/j.molstruc.2015.07.017

  日期：2015.11

  The DFT (B3LYP) calculations on a synthetic steroidal molecule 7a-Aza-B-homostigmast-5-eno [7a,7-d] tetrazole, C29H48N4, have been performed. The molecular structure, IR and NMR (C-13 and H-1) spectra of the present compound were interpreted using experiments (XRD, FTIR, NMR) as well as theoretical, B3LYP/6-311 G(2d,p), calculations. The vibrational bands appearing in FTIR are assigned with great accuracy using animated modes. Molecular properties like HOMO LUMO analysis, chemical reactivity descriptors, MEP mapping, dipole moment and Mullikan's atomic charges have been presented at the same level of theory. The theoretical results are found in good correlation with experimental data. Moreover, the Hirshfeld analysis was carried out to ascertain the secondary interactions and associated 2D fingerprint plots. The in vivo cytotoxicity of 7a-Aza-B-homostigmast-5-eno [7a,7-d] has also been carried out against brine shrimp nauplii by lethality bioassay. (C) 2015 Elsevier B.V. All rights reserved.