2-[(2S)-2-[[(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(1S)-1-acetyloxy-2-hydroxy-2-methylpropyl]-11-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]morpholin-4-yl]acetic acid | 1334043-77-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2-[(2S)-2-[[(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(1S)-1-acetyloxy-2-hydroxy-2-methylpropyl]-11-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]morpholin-4-yl]acetic acid
• CAS: 1334043-77-4
• 化学式: C₃₈H₆₁NO₉
• 分子量: 675.904
• InChiKey: TXWWASHXTCDWQL-GDOCHIRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  48
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  24-O-acetylhydroshengmanol 3-[beta]-D-xylopyranoside(delta16,17)-enol ether 在 sodium tetrahydroborate 、 sodium periodate 、 氯化锆(IV) 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 20.0h， 生成 2-[(2S)-2-[[(1S,4R,5R,6R,8R,10S,11R,12S,13R,16R,18S,21R)-8-[(1S)-1-acetyloxy-2-hydroxy-2-methylpropyl]-11-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]morpholin-4-yl]acetic acid
  参考文献：
  名称：

  Initial Optimization of a New Series of γ-Secretase Modulators Derived from a Triterpene Glycoside

  摘要：

  The discovery of a new series of gamma-secretase modulators is disclosed Starting from a triterpene glycoside gamma-secretase modulator that gave a very low brain-to-plasma ratio, initial SAR and optimization involved replacement of a pendant sugar with a series of morpholines. This modification led to two compounds with significantly improved central nervous system (CNS) exposure.

  DOI：

  10.1021/ml300256p

文献信息

• Initial Optimization of a New Series of γ-Secretase Modulators Derived from a Triterpene Glycoside
  作者：Nathan O. Fuller、Jed L. Hubbs、Wesley F. Austin、Steffen P. Creaser、Timothy D. McKee、Robyn M. B. Loureiro、Barbara Tate、Weiming Xia、Jeffrey L. Ives、Mark A. Findeis、Brian S. Bronk

  DOI：10.1021/ml300256p

  日期：2012.11.8

  The discovery of a new series of gamma-secretase modulators is disclosed Starting from a triterpene glycoside gamma-secretase modulator that gave a very low brain-to-plasma ratio, initial SAR and optimization involved replacement of a pendant sugar with a series of morpholines. This modification led to two compounds with significantly improved central nervous system (CNS) exposure.