(4aR,4bS,6aS,12aS,12bR,14aS)-4a-Hydroxymethyl-1,1,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysen-10-ol | 648883-31-2

• 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: (4aR,4bS,6aS,12aS,12bR,14aS)-4a-Hydroxymethyl-1,1,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysen-10-ol
• 英文别名: Strongylophorin-23；(1R,2S,11S,14S,15R,20S)-15-(hydroxymethyl)-1,11,19,19-tetramethyl-10-oxapentacyclo[12.8.0.02,11.04,9.015,20]docosa-4(9),5,7-trien-6-ol
• CAS: 648883-31-2
• 化学式: C₂₆H₃₈O₃
• 分子量: 398.586
• InChiKey: CAHFNXPSOKAXOL-SQRMQMBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4aR,4bS,6aS,12aS,12bR,14aS)-4a-Hydroxymethyl-1,1,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysen-10-ol 在 4 A molecular sieve 、 potassium carbonate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 23.5h， 生成 strongylophorine-24 methyl ether
  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：

  (4aR,4bS,6aS,12aS,12bR,14aS)-10-Hydroxy-1,1,6a,12b-tetramethyl-1,2,3,4,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-7-oxa-benzo[b]chrysene-4a-carbaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以99%的产率得到(4aR,4bS,6aS,12aS,12bR,14aS)-4a-Hydroxymethyl-1,1,6a,12b-tetramethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-7-oxa-benzo[b]chrysen-10-ol
  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

文献信息

• New Strongylophorines from the Okinawan Marine Sponge <i>Petrosia</i> (<i>Strongylophora</i>) <i>c</i><i>orticata</i>
  作者：Ayako Hoshino、Hidemichi Mitome、Hiroaki Miyaoka、Akinori Shintani、Yasuji Yamada、Rob W. M. van Soest

  DOI：10.1021/np030312q

  日期：2003.12.1

  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.