(5S,8R,9R,10S,13S,14S,16S)-3,3,8,10,13-Pentamethyl-17-[(2E,4E)-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-tetradecahydro-2,4-dioxa-cyclopenta[a]phenanthren-16-ol | 1026741-69-4

• 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: (5S,8R,9R,10S,13S,14S,16S)-3,3,8,10,13-Pentamethyl-17-[(2E,4E)-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-tetradecahydro-2,4-dioxa-cyclopenta[a]phenanthren-16-ol
• 英文别名: (1R,2S,7S,10R,11S,13S,14Z,15S)-14-[(3E,5E)-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-2,5,5,10,15-pentamethyl-4,6-dioxatetracyclo[8.7.0.02,7.011,15]heptadecan-13-ol
• CAS: 1026741-69-4
• 化学式: C₃₃H₅₂O₃
• 分子量: 496.774
• InChiKey: NQXFXSVDNPGSCT-YQBBFUOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 (5S,8R,9R,10S,13S,14S,16S)-3,3,8,10,13-Pentamethyl-17-[(2E,4E)-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-tetradecahydro-2,4-dioxa-cyclopenta[a]phenanthren-16-ol 以 吡啶 为溶剂， 反应 0.5h， 生成 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (5S,8R,9R,10S,13S,14S,16S)-3,3,8,10,13-pentamethyl-17-[(2E,4E)-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-tetradecahydro-2,4-dioxa-cyclopenta[a]phenanthren-16-yl ester
  参考文献：
  名称：

  New Isomalabaricane Triterpenes from the Marine Sponge Stelletta globostellata That Induce Morphological Changes in Rat Fibroblasts

  摘要：

  Three new isomalabaricane triterpenes, 29-hydroxystelliferin D (2), 3-epi-29-hydroxystelliferin E (3), and 3-epi-29-hydroxystelliferin A (4), were isolated from the marine sponge Stelletta globostellata. Their structures, including absolute stereochemistry, were determined on the basis of spectral data and chemical methods. Rat fibroblasts treated with 0.2 mu M of 2-4 exhibited unusual morphological characteristics, followed by death in 5 days.

  DOI：

  10.1021/np990333d
• 作为产物：
  描述：

  29-hydroxystelliferin D 在 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.25h， 生成 (5S,8R,9R,10S,13S,14S,16S)-3,3,8,10,13-Pentamethyl-17-[(2E,4E)-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-tetradecahydro-2,4-dioxa-cyclopenta[a]phenanthren-16-ol
  参考文献：
  名称：

  New Isomalabaricane Triterpenes from the Marine Sponge Stelletta globostellata That Induce Morphological Changes in Rat Fibroblasts

  摘要：

  Three new isomalabaricane triterpenes, 29-hydroxystelliferin D (2), 3-epi-29-hydroxystelliferin E (3), and 3-epi-29-hydroxystelliferin A (4), were isolated from the marine sponge Stelletta globostellata. Their structures, including absolute stereochemistry, were determined on the basis of spectral data and chemical methods. Rat fibroblasts treated with 0.2 mu M of 2-4 exhibited unusual morphological characteristics, followed by death in 5 days.

  DOI：

  10.1021/np990333d