[(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-3-(methoxymethoxy)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate | 316181-17-6

• 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: [(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-3-(methoxymethoxy)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
• CAS: 316181-17-6
• 化学式: C₃₇H₆₆O₅Si
• 分子量: 619.014
• InChiKey: OJJACLFFLSYYLV-WUFKPJIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.56
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-3-(methoxymethoxy)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到Acetic acid (3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-(tert-butyl-dimethyl-silanyloxy)-17-((R)-1,5-dimethyl-hexyl)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester
  参考文献：
  名称：

  Synthesis and evaluation of 4-deacetoxyagosterol A as an MDR-modulator

  摘要：

  4-Deacetoxyagosterol A was synthesized from ergosterol by utilizing reductive regioselective epoxy cleavage as a key reaction. This synthesized congener of agosterol A, a spongean MDR-modulator, showed similar MDR-modulating activity against KB CV-60 cells overexpressing MRP. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00502-3
• 作为产物：
  描述：

  (1S,2R,5R,6R,8R,10S,11S,14S,16S)-14-(methoxymethoxy)-6,11-dimethyl-5-[(2R)-6-methylheptan-2-yl]-19-phenyl-9-oxa-17,19,21-triazaheptacyclo[14.5.2.01,10.02,6.08,10.011,16.017,21]tricos-22-ene-18,20-dione 在 吡啶 、 2,6-二甲基吡啶 、 lithium aluminium tetrahydride 、 dimethyl sulfide borane 、 氯化二乙基铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 [(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-3-(methoxymethoxy)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
  参考文献：
  名称：

  Synthesis and evaluation of 4-deacetoxyagosterol A as an MDR-modulator

  摘要：

  4-Deacetoxyagosterol A was synthesized from ergosterol by utilizing reductive regioselective epoxy cleavage as a key reaction. This synthesized congener of agosterol A, a spongean MDR-modulator, showed similar MDR-modulating activity against KB CV-60 cells overexpressing MRP. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00502-3