3β-butynyloxy-5,6-epoxycholestane | 1022911-48-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3β-butynyloxy-5,6-epoxycholestane
• CAS: 1022911-48-3
• 化学式: C₃₁H₅₀O₂
• 分子量: 454.737
• InChiKey: OIYQEIGCRWYIRJ-ZMCRVSLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.65
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  21.76
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3β-butynyloxy-5,6-epoxycholestane 在 chromium(VI) oxide 作用下， 以 水 、 丁酮 为溶剂， 反应 2.0h， 以60%的产率得到3β-butynyloxy-5α-hydroxycholestan-6-one
  参考文献：
  名称：

  6E-Hydroximinosteroid homodimerization by cross-metathesis processes

  摘要：

  A rapid and efficient synthesis of 6E-hydroximinosteroid homodimers is described. The two new compounds were linked at position 3 of the steroid nucleus via a ruthenium catalyzed cross -metathesis reaction. The cytotoxic activity of these compounds was evaluated in vitro on human lung carcinoma A549 (ATCC CCL-185), colon adenocarcinoma HCT-116 (ATCC CCL-247), human caucasian glioblastoma multiforme T98G (ECACC 92090213) and human pancreatic adenocarcinoma PSN1 (ECACC 94060601) tumour cells. Homodimer 10b presented selective activity against HCT-116, although they are not highly toxic when compared with the monomer counterparts. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.03.014
• 作为产物：
  描述：

  (3β)-3-(butyn-1-yloxy)cholest-5-ene 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以86%的产率得到3β-butynyloxy-5,6-epoxycholestane
  参考文献：
  名称：

  6E-Hydroximinosteroid homodimerization by cross-metathesis processes

  摘要：

  A rapid and efficient synthesis of 6E-hydroximinosteroid homodimers is described. The two new compounds were linked at position 3 of the steroid nucleus via a ruthenium catalyzed cross -metathesis reaction. The cytotoxic activity of these compounds was evaluated in vitro on human lung carcinoma A549 (ATCC CCL-185), colon adenocarcinoma HCT-116 (ATCC CCL-247), human caucasian glioblastoma multiforme T98G (ECACC 92090213) and human pancreatic adenocarcinoma PSN1 (ECACC 94060601) tumour cells. Homodimer 10b presented selective activity against HCT-116, although they are not highly toxic when compared with the monomer counterparts. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.03.014