(2S,3aS,5aR,7S,9aR,9bS)-3-[(2E,4E)-(S)-6-Hydroxy-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-3a,6,6,9a-tetramethyl-dodecahydro-cyclopenta[a]naphthalene-2,7-diol | 260436-32-6

• 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: (2S,3aS,5aR,7S,9aR,9bS)-3-[(2E,4E)-(S)-6-Hydroxy-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-3a,6,6,9a-tetramethyl-dodecahydro-cyclopenta[a]naphthalene-2,7-diol
• 英文别名: (2S,3Z,3aS,5aR,7S,9aR,9bS)-3-[(3E,5E,7S)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-2,7-diol
• CAS: 260436-32-6
• 化学式: C₃₀H₄₈O₃
• 分子量: 456.709
• InChiKey: ULXATCSLZGBUIT-UMFNYLICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 (2S,3aS,5aR,7S,9aR,9bS)-3-[(2E,4E)-(S)-6-Hydroxy-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-3a,6,6,9a-tetramethyl-dodecahydro-cyclopenta[a]naphthalene-2,7-diol 以 吡啶 为溶剂， 反应 0.5h， 生成 Jtjdljmvbzzacl-wymhveoqsa-
  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：

  stelliferin A 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.08h， 以6.9 mg的产率得到(2S,3aS,5aR,7S,9aR,9bS)-3-[(2E,4E)-(S)-6-Hydroxy-1,5,9-trimethyl-deca-2,4,8-trien-(Z)-ylidene]-3a,6,6,9a-tetramethyl-dodecahydro-cyclopenta[a]naphthalene-2,7-diol
  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