(1S,4aR,4bR,6aS,12aS,12bR,14aR)-10-Methoxy-1,4a,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysene-1-carboxylic acid methyl ester | 70214-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (1S,4aR,4bR,6aS,12aS,12bR,14aR)-10-Methoxy-1,4a,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysene-1-carboxylic acid methyl ester
• 英文别名: methyl (1R,2S,11S,14R,15R,19S,20R)-6-methoxy-1,11,15,19-tetramethyl-10-oxapentacyclo[12.8.0.02,11.04,9.015,20]docosa-4(9),5,7-triene-19-carboxylate
• CAS: 70214-94-7
• 化学式: C₂₈H₄₀O₄
• 分子量: 440.623
• InChiKey: NYXRIZNPPMGJOL-PCYQIRQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,4aR,4bR,6aS,12aS,12bR,14aR)-10-Methoxy-1,4a,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysene-1-carboxylic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以98%的产率得到((1S,4aR,4bR,6aS,12aS,12bR,14aR)-10-Methoxy-1,4a,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysen-1-yl)-methanol
  参考文献：
  名称：

  New Strongylophorines from the Okinawan Marine Sponge Petrosia (Strongylophora) corticata

  摘要：

  New strongylophorines-22 (1), -23 (2), -24 (3), and -25 (4) were isolated from the Okinawan sponge Petrosia (Strongylophora) corticata along with other known strongylophorines. The structures of these strongylophorines were determined on the basis of spectroscopic analysis and chemical conversions. Assessment was also made of the cytotoxicity of strongylophorines-1, -2, -3, -4, -22 (1), -23 (2), and -24 (3) toward HeLa cells.

  DOI：

  10.1021/np030312q
• 作为产物：
  描述：

  strongylophorine-3 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 53.0h， 以73%的产率得到(1S,4aR,4bR,6aS,12aS,12bR,14aR)-10-Methoxy-1,4a,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  New Strongylophorines from the Okinawan Marine Sponge Petrosia (Strongylophora) corticata

  摘要：

  New strongylophorines-22 (1), -23 (2), -24 (3), and -25 (4) were isolated from the Okinawan sponge Petrosia (Strongylophora) corticata along with other known strongylophorines. The structures of these strongylophorines were determined on the basis of spectroscopic analysis and chemical conversions. Assessment was also made of the cytotoxicity of strongylophorines-1, -2, -3, -4, -22 (1), -23 (2), and -24 (3) toward HeLa cells.

  DOI：

  10.1021/np030312q