cholest-5-ene-3α,4β,21-triol | 117675-16-8

• 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: cholest-5-ene-3α,4β,21-triol
• 英文别名: Cholest-5-ene-3alpha,4beta,21-triol；(3R,4R,8S,9S,10R,13S,14S,17R)-17-[(2R)-1-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
• CAS: 117675-16-8
• 化学式: C₂₇H₄₆O₃
• 分子量: 418.66
• InChiKey: GUHFIBWFGKGODV-STTSHYNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  cholest-5-ene-3α,4β,21-triol 在 sodium periodate 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 以6 mg的产率得到Acetic acid (R)-2-[(3R,3aS,5aS,6R,9aS,9bS)-7-acetoxymethyl-6-(3-acetoxy-propyl)-3a,6-dimethyl-2,3,3a,4,5,5a,6,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-heptyl ester
  参考文献：
  名称：

  来自阿片类药物的类固醇化合物。一、来自Ophiura sarsi的新型类固醇硫酸盐

  摘要：

  类固醇多元醇的硫酸盐已从远东 ophiuroidOphiura sarsi 中分离出来，其结构已通过化学和光谱方法确定为 cholest-5-ene-3α,4β,21-diol 3-(sodiumsulfate)。以前没有描述过来自阿片类药物的具有这种结构的类固醇化合物。

  DOI：

  10.1007/bf00598577
• 作为产物：
  描述：

  cholest-5-ene-3α,4β,21-triol 3-(sodium sulfate) 以31 mg的产率得到cholest-5-ene-3α,4β,21-triol
  参考文献：
  名称：

  来自阿片类药物的类固醇化合物。一、来自Ophiura sarsi的新型类固醇硫酸盐

  摘要：

  类固醇多元醇的硫酸盐已从远东 ophiuroidOphiura sarsi 中分离出来，其结构已通过化学和光谱方法确定为 cholest-5-ene-3α,4β,21-diol 3-(sodiumsulfate)。以前没有描述过来自阿片类药物的具有这种结构的类固醇化合物。

  DOI：

  10.1007/bf00598577

文献信息

• ——
  作者：E. V. Levina、P. V. Andriyashchenko、A. I. Kalinovsky、P. S. Dmitrenok、V. A. Stonik

  DOI：10.1023/a:1015752119729

  日期：——

  Sodium salt of (20R)-3alpha,4beta-dihydroxycholest-5-ene-21-yl sulfate and disodium salts of (20R)-4beta-phydroxycholest-5-ene-3alpha,21-diyl disulfate, (20R)-24-methylcholest-5,24(28)-diene-3alpha,21-diyl disulfate, (20R)-24-methyl-5alpha-cholest-24(28)-ene-3alpha,21-diyl disulfate, (20R)-cholest-5-ene-3alpha,2 I-diyl disulfate, (20R)-5alpha-cholestane-3alpha,21-diyl disulfate, and (20R)-3alpha-hydroxycholest-5-ene-2p,21-diyl disulfate were isolated from the far eastern starfish Diplopteraster multipes and characterized. These compounds differ structurally from sulfated poly hydroxysteroids in other starfish species. At the same time, they are typical secondary metabolites of Ophiuroidea and have some structural features characteristic of the ophiuroid-isolated steroids. namely the 3alpha-hydroxy (or 3alpha-sulfoxy) and 21-sulfoxy groups. These data support the opinion of some taxonomists that starfishes and ophiuroids are phylogeneteically related classes and are closer to each other than to other classes of the Echinodermata phylum.