(3alpha,5beta,7alpha,12alpha)-7-乙酰氧基-3,12-二羟基胆烷-24-酸甲酯 | 7432-44-2

• 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
• 中文名称: (3alpha,5beta,7alpha,12alpha)-7-乙酰氧基-3,12-二羟基胆烷-24-酸甲酯
• 英文名称: methyl 7α-acetoxy-3α,12α-dihydroxy-5β-cholan-24-oate
• 英文别名: 7α-acetoxy-3α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester；7α-Acetoxy-3α,12α-dihydroxy-5β-cholan-24-saeure-methylester；3α,12α-Dihydroxy-7α-acetoxy-5β-cholansaeure-(24)-methylester；Methyl (3alpha,5beta,7alpha,12alpha)-7-acetoxy-3,12-dihydroxycholan-24-oate；methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7-acetyloxy-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 7432-44-2
• 化学式: C₂₇H₄₄O₆
• 分子量: 464.643
• InChiKey: MQMDKPZWEWBJGP-FZMDYVDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3alpha,5beta,7alpha,12alpha)-7-乙酰氧基-3,12-二羟基胆烷-24-酸甲酯 在 氢氧化钾 、 potassium chromate 、 溶剂黄146 、 三乙二醇 作用下， 反应 2.0h， 生成 鹅去氧胆酸
  参考文献：
  名称：

  Oxidation of Steroids. III. Selective Oxidations and Acylations in the Bile Acid Series¹

  摘要：

  DOI：

  10.1021/ja01168a046
• 作为产物：
  描述：

  胆酸甲酯 在 吡啶 、 盐酸 、 苯 作用下， 生成 (3alpha,5beta,7alpha,12alpha)-7-乙酰氧基-3,12-二羟基胆烷-24-酸甲酯
  参考文献：
  名称：

  Oxidation of Steroids. III. Selective Oxidations and Acylations in the Bile Acid Series¹

  摘要：

  DOI：

  10.1021/ja01168a046

文献信息

• Steroidal guanidines as enantioselective receptors for N-acyl α-amino acids. Part 1. 3α-Guanylated carbamates derived from cholic acid
  作者：Laurence J. Lawless、Adrian G. Blackburn、Alan J. Ayling、M. Nieves Pérez-Payán、Anthony P. Davis

  DOI：10.1039/b009215k

  日期：——

  other functional groups, were synthesized from cholic acid 1. These cations were shown to extract chiral carboxylate anions from aqueous buffer into chloroform with significant enantioselectivities. The most successful receptors bore two carbamate substituents and achieved, in the best cases, ratios (L:D) of 7–10:1 for a series of five N-acetyl α-amino acids.

  胆碱酸1合成了带有胍基，氨基甲酸酯和（在某些情况下）其他官能团的5-11受体。这些阳离子显示出从水缓冲液中将手性羧酸根阴离子提取到氯仿中的对映体选择性很高。最成功的受体带有两个氨基甲酸酯取代基，在最佳情况下，一系列五个N-乙酰基α-氨基酸的比率（L：D）达到7–10：1 。
• NOVEL 7Beta-HYDROXYSTEROID DEHYDROGENASE MUTANTS AND PROCESS FOR THE PREPARATION OF URSODEOXYCHOLIC ACID
  申请人：Weuster-Botz Dirk

  公开号：US20140087421A1

  公开（公告）日：2014-03-27

  The invention relates to novel 7β-hydroxysteroid dehydrogenase mutants, to the sequences which encode these enzyme mutants, to processes for the preparation of the enzyme mutants and to their use in enzymatic reactions of cholic acid compounds, in particular in the preparation of ursodeoxycholic acid (UDCS). The invention also relates to novel processes for the synthesis of UDCS using the enzyme mutants; and to the preparation of UDCS using recombinant, multiply-modified microorganisms.

  本发明涉及新型7β-羟基类固醇脱氢酶突变体，编码这些酶突变体的序列，制备酶突变体的方法以及它们在胆酸化合物的酶促反应中的使用，特别是在制备熊去氧胆酸（UDCS）方面的使用。本发明还涉及使用这些酶突变体的新型UDCS合成方法；以及使用重组、多重修饰的微生物制备UDCS的方法。
• Novel 7beta-Hydroxysteroid Dehydrogenases and Their Use
  申请人：PharmaZell GmbH

  公开号：US20160194615A1

  公开（公告）日：2016-07-07

  The invention relates to novel 7β-hydroxysteroid dehydrogenases which are obtainable from bacteria of the genus Collinsella , especially of the strain Collinsella aerofaciens , to the sequences encoding said enzymes, to methods for producing said enzymes and to their use in the enzymatic conversion of cholic acid compounds, and especially in the production of ursodeoxycholic acid (UDCS). The invention also relates to novel methods for the synthesis UDCS.

  本发明涉及从Collinsella属的细菌中获得的新型7β-羟基类固醇脱氢酶，特别是从Collinsella aerofaciens菌株中获得的酶，以及编码该酶的序列，制备该酶的方法以及在胆酸化合物的酶转化中以及特别是在制备熊去氧胆酸（UDCS）中使用该酶。本发明还涉及UDCS的合成新方法。
• Niculescu-Duvaz; Elian; Ionescu, Journal fur praktische Chemie (Leipzig 1954), 1979, vol. 321, # 3, p. 522 - 528
  作者：Niculescu-Duvaz、Elian、Ionescu、Tarnauceanu

  DOI：——

  日期：——
• Wieland; Kapitel, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1932, vol. 212, p. 269,273
  作者：Wieland、Kapitel

  DOI：——

  日期：——