sodium;[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-5,6,16-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyheptan-2-yl]-3-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate | 149231-05-0

• 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: sodium;[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-5,6,16-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyheptan-2-yl]-3-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate
• CAS: 149231-05-0
• 化学式: C₄₇H₆₁F₆O₁₃S*Na
• 分子量: 1003.04
• InChiKey: LCPGQEMENJOJKV-YQUMDETASA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  68
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  207
• 氢给体数：
  3
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  sodium;[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-5,6,16-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyheptan-2-yl]-3-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate 以 1,4-二氧六环 、 吡啶 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Novel marine polyhydroxylated steroids from the starfish Myxoderma platyacanthum

  摘要：

  Nine polyhydroxy steroids and two steroid glycosides have been isolated from the starfish Myxoderma platyacanthum. The novel compounds 1-7 possess the same 3-beta, 5-alpha,6-beta,15-alpha-tetrol necleus (15-sulfated in 1 and 3) but differ in the side chains. Two levels of oxidation (CH2OH and CO2H) at the side chain methyls were encountered in this class of steroids; in 6 and 7 the 26-carboxylic acid function is found as amide derivative of taurine. The novel compound 8 is an asterosaponin assigned as myxodermoside A, consisting of a DELTA-9(11) 3-beta,6-alpha-dihydroxysteroidal moiety, a tetrasaccharide portion attached at C-6, and a sulfate group at C-3. Steroids 9-11 have known structures. The general structure of the novel compounds was determined from spectral data (H-1 and C-13 NMR and FAB MS), and the stereochemistry of the side chains was determined by correlating the respective spectral data with those of synthetic models of known configuration. The stereoselective synthesis of the steroid 4 side chain (DELTA-22E, 27-nor-24-methyl-26-carboxy) is also described.

  DOI：

  10.1021/jo00003a043
• 作为产物：
  描述：

  sodium (25S)-5α-cholestane-3β,5α,6β,15α,16β,26-hexol 15-sulphate 、 甲氧基-三氟甲基苯 以 吡啶 为溶剂， 反应 1.0h， 生成 sodium;[(3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-5,6,16-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyheptan-2-yl]-3-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate
  参考文献：
  名称：

  Novel marine polyhydroxylated steroids from the starfish Myxoderma platyacanthum

  摘要：

  Nine polyhydroxy steroids and two steroid glycosides have been isolated from the starfish Myxoderma platyacanthum. The novel compounds 1-7 possess the same 3-beta, 5-alpha,6-beta,15-alpha-tetrol necleus (15-sulfated in 1 and 3) but differ in the side chains. Two levels of oxidation (CH2OH and CO2H) at the side chain methyls were encountered in this class of steroids; in 6 and 7 the 26-carboxylic acid function is found as amide derivative of taurine. The novel compound 8 is an asterosaponin assigned as myxodermoside A, consisting of a DELTA-9(11) 3-beta,6-alpha-dihydroxysteroidal moiety, a tetrasaccharide portion attached at C-6, and a sulfate group at C-3. Steroids 9-11 have known structures. The general structure of the novel compounds was determined from spectral data (H-1 and C-13 NMR and FAB MS), and the stereochemistry of the side chains was determined by correlating the respective spectral data with those of synthetic models of known configuration. The stereoselective synthesis of the steroid 4 side chain (DELTA-22E, 27-nor-24-methyl-26-carboxy) is also described.

  DOI：

  10.1021/jo00003a043

文献信息

• FINAMORE, ESTER;MINALE, LUIGI;RICCIO, RAFFAELE;RINALDO, GAETANO;ZOLLO, FR+, J. ORG. CHEM., 56,(1991) N, C. 1464-1153
  作者：FINAMORE, ESTER、MINALE, LUIGI、RICCIO, RAFFAELE、RINALDO, GAETANO、ZOLLO, FR+

  DOI：——

  日期：——