3β-tetrahydropyran-2-yloxy-11-oxo-18β-olean-12-en-30-ol | 757219-02-6

• 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: 3β-tetrahydropyran-2-yloxy-11-oxo-18β-olean-12-en-30-ol
• CAS: 757219-02-6
• 化学式: C₃₅H₅₆O₄
• 分子量: 540.827
• InChiKey: JELXSJLODDLDMA-OGLITKPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.87
• 重原子数：
  39.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3β-tetrahydropyran-2-yloxy-11-oxo-18β-olean-12-en-30-ol 在 pyridium para-toluenesulfonate 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 3β,30-dihydroxy-18β-olean-12-en-11-one-30-chloroacetyl ester
  参考文献：
  名称：

  Novel 18β-glycyrrhetinic acid analogues as potent and selective inhibitors of 11β-hydroxysteroid dehydrogenases

  摘要：

  Extensive structural modifications to the 18beta-glycyrrhetinic acid template are described and their effects on the SAR of the 11beta-hydroxysteroid dehydrogenase isozymes type 1 and 2 from the rat are investigated. Isoform selective inhibitors have been discovered and compound 7 N-(2-hydroxyethyl)-3beta-hydroxy-11-oxo-18beta-olean-12-en-30-oic acid amide is highlighted as a very potent selective inhibitor of 11beta-hydroxysteroid dehydrogenase 2 with an IC50 = 4 pM. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.008
• 作为产物：
  描述：

  3β-tetrahydropyran-2-yloxy-11-oxo-18β-olean-12-en-30-oic acid methyl ester 在 lithium aluminium tetrahydride 、 manganese(IV) oxide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 28.0h， 以58%的产率得到3β-tetrahydropyran-2-yloxy-11-oxo-18β-olean-12-en-30-ol
  参考文献：
  名称：

  Novel 18β-glycyrrhetinic acid analogues as potent and selective inhibitors of 11β-hydroxysteroid dehydrogenases

  摘要：

  Extensive structural modifications to the 18beta-glycyrrhetinic acid template are described and their effects on the SAR of the 11beta-hydroxysteroid dehydrogenase isozymes type 1 and 2 from the rat are investigated. Isoform selective inhibitors have been discovered and compound 7 N-(2-hydroxyethyl)-3beta-hydroxy-11-oxo-18beta-olean-12-en-30-oic acid amide is highlighted as a very potent selective inhibitor of 11beta-hydroxysteroid dehydrogenase 2 with an IC50 = 4 pM. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.008