sodium 3β-hydroxycholest-4-en-6-one 3-sulfate | 1266358-94-4

• 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: sodium 3β-hydroxycholest-4-en-6-one 3-sulfate
• CAS: 1266358-94-4
• 化学式: C₂₇H₄₃O₅S*Na
• 分子量: 502.691
• InChiKey: BLDIBMNWVUZICY-KDBAWFRPSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  83.5
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  sodium 3β-hydroxycholest-4-en-6-one 3-sulfate 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以72%的产率得到sodium 3β-hydroxy-6-hydroximinocholest-4-ene 3-sulfate
  参考文献：
  名称：

  Syntheses and antiproliferative activity of some sulfated hydroximinosterols

  摘要：

  Four new sulfated steroidal compounds, sodium 3-hydroxy-6-hydroximinocholestane 3-sulfate (7a), sodium 3-hydroxy-6-hydroximinostigmastane 6-sulfate (7b), sodium 3-hydroxy-6-hydroximinocholest-4-ene 3-sulfate (10a), and sodium 6-hydroxy-3-hydroximinocholestane 6-sulfate (16) had been synthesized using cholesterol or stigmasterol as starting materials by different synthetic methods. The synthetic compounds were characterized by their analytical and spectral data, and their antiproliferative activity against MGC 7901 (human gastric carcinoma cell line), HeLa (human cervical carcinoma cell line), and SMMC 7404 (human liver carcinoma cell line) were investigated. The results showed that the compounds exhibited a remarkable cytotoxicity against HeLa tumor cells in vitro and 7a displayed a better cytotoxicity than cisplatin (a positive contrast).

  DOI：

  10.1007/s00044-012-0047-5
• 作为产物：
  描述：

  3β-hydroxycholest-4-en-6-one 在 三氧化硫-三乙胺复合物 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 反应 8.0h， 以85%的产率得到sodium 3β-hydroxycholest-4-en-6-one 3-sulfate
  参考文献：
  名称：

  Syntheses and antiproliferative activity of some sulfated hydroximinosterols

  摘要：

  Four new sulfated steroidal compounds, sodium 3-hydroxy-6-hydroximinocholestane 3-sulfate (7a), sodium 3-hydroxy-6-hydroximinostigmastane 6-sulfate (7b), sodium 3-hydroxy-6-hydroximinocholest-4-ene 3-sulfate (10a), and sodium 6-hydroxy-3-hydroximinocholestane 6-sulfate (16) had been synthesized using cholesterol or stigmasterol as starting materials by different synthetic methods. The synthetic compounds were characterized by their analytical and spectral data, and their antiproliferative activity against MGC 7901 (human gastric carcinoma cell line), HeLa (human cervical carcinoma cell line), and SMMC 7404 (human liver carcinoma cell line) were investigated. The results showed that the compounds exhibited a remarkable cytotoxicity against HeLa tumor cells in vitro and 7a displayed a better cytotoxicity than cisplatin (a positive contrast).

  DOI：

  10.1007/s00044-012-0047-5