5.14-dihydroxy-3β-acetoxy-21-nor-5β.14β-pregnanoic acid-(20)-methyl ester | 96768-87-5

• 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: 5.14-dihydroxy-3β-acetoxy-21-nor-5β.14β-pregnanoic acid-(20)-methyl ester
• 英文别名: 3β-Acetoxy-5.14-dihydroxy-5β.14β.17αH-aetiansaeure-methylester；5.14-Dihydroxy-3β-acetoxy-21-nor-5β.14β-pregnansaeure-(20)-methylester；5.14-Dihydroxy-3β-acetoxy-5β.14β-androstan-carbonsaeure-(17β)-methylester
• CAS: 96768-87-5
• 化学式: C₂₃H₃₆O₆
• 分子量: 408.535
• InChiKey: RZQMWIPVHPMFAU-QCAVTQHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5.14-dihydroxy-3β-acetoxy-21-nor-5β.14β-pregnanoic acid-(20)-methyl ester 在 palladium on activated charcoal 吡啶 、 氢氧化钾 、 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 3β-Acetoxy-5.14-dihydroxy-5β.14β.17αH-aetiansaeure
  参考文献：
  名称：

  西诺布福林药典。ÜberKrötengifte，28岁。

  摘要：

  cinobufotalin的结构显示为3β，5-二羟基-14,15β-环氧16β-乙酰氧基-5β-bufa-20，22-二烯内酯。

  DOI：

  10.1002/hlca.19620450130
• 作为产物：
  描述：

  5.14.21-trihydroxy-3β-acetoxy-5β.14β-pregnanone-(20) 在 1,4-二氧六环 、 过碘酸 作用下， 生成 5.14-dihydroxy-3β-acetoxy-21-nor-5β.14β-pregnanoic acid-(20)-methyl ester
  参考文献：
  名称：

  该杠柳苷的配置和异体-periplogenin

  摘要：

  DOI：

  10.1002/hlca.19470300732

文献信息

• Supramolecular Ribbons. Crystal Structure and Spectroscopic Properties of 2,2′-Bipyrroyl
  作者：Matthew J. Bernett、Adrianne K. Tipton、Michael T. Huggins、Jonathan H. Reeder、David A. Lightner

  DOI：10.1007/pl00010308

  日期：2000.3

  A crystal structure determination of 2,2'-bipyrroyl (1; 2,2'-dipynyl-diketone, bis (2-pyrrolyl)ethanedione) and its spectroscopic properties in solution are reported. In the crystal, 1 self-assembles via hydrogen bonding into supramolecular ribbons that extend indefinitely through the crystal lattice. The observed molecular conformation is one where each pyrrole ring and adjacent carbonyl group are co-planar (torsion angle similar to 0.9 degrees), with the N-H pointing in the same direction as the C=O. The two carbonyls have a transoid but not co-planar geometry with a torsion angle of similar to 128 degrees. Adjacent molecules in the crystal are linked by pairs of intermolecular hydrogen bonds, pyrrole NH to carbonyl oxygen, to form a matrix of polymeric chains that lie like neatly stacked, parallel streams of ribbons. Molecular mechanics calculations on the monomer indicate an intramolecularly hydrogen bended planar conformation (sp, ap, sp) at the global energy minimum. In CHCl3, 1 is monomeric according to Vapor pressure osmometry (MWobs = 179+/-10 vs MWcalc = 188). In THF, the measured molecular weight is 340+/-15, which corresponds best to one molecule of 1 solvated by two THF molecules (MW = 322 for C10H8N2O4. 2 C4H8O) rather than to a dimer.