(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-羟基-10,13- | 10538-66-6

• 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: (R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-羟基-10,13-
• 英文名称: methyl 3α-hydroxy-7,12-dioxo-5β-cholan-24-oate
• 英文别名: methyl 3α-hydroxy-7,12-dioxo-5β-cholanoate；methyl 7,12-dioxo-3α-hydroxy-5β-cholan-24-oate；3α-hydroxy-7,12-dioxo-5β-cholanoic acid-(24)-methyl ester；3α-Hydroxy-7,12-dioxo-5β-cholansaeure-(24)-methylester；7,12 Diketolithocholic acid methyl ester；methyl (4R)-4-[(3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 10538-66-6
• 化学式: C₂₅H₃₈O₅
• 分子量: 418.574
• InChiKey: PMCNWQOSYVVSNW-YPFJJNLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-羟基-10,13- 在 alkaline solution 作用下， 生成 胆酸杂质
  参考文献：
  名称：

  Kuwada; Yoshiki; Kawashima, Takeda Kenkyusho Nenpo, 1949, vol. 8, p. 50,59

  摘要：

  DOI：
• 作为产物：
  描述：

  去氢胆酸 在 硫酸 、 钯 、 溶剂黄146 作用下， 生成 (R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-羟基-10,13-
  参考文献：
  名称：

  Borsche; Hallwass, Chemische Berichte, 1922, vol. 55, p. 3318,3323

  摘要：

  DOI：

文献信息

• Regio- and stereoselective reductions of dehydrocholic acid
  作者：Giancarlo Cravotto、Arianna Binello、Luisa Boffa、Ornelio Rosati、Marco Boccalini、Stefano Chimichi

  DOI：10.1016/j.steroids.2006.01.004

  日期：2006.6

  12-diketo-5 beta-cholan-24-oic acid (7,12-diketolithocolic acid) as the main product. A number of different chemical reductions were carried out on DHCA; among them hydrogenation with Raney Nickel in water under high-intensity ultrasound proved highly regio- and stereoselective, yielding 7,12-diketolithocolic acid exclusively. (1)H and (13)C resonances were assigned in details thanks to a series of 1D and 2D

  脱氢胆酸 (DHCA) 是一种非天然胆汁酸，由胆酸氧化制成。据报道，它通过两种担子菌（Trametes hirsuta 和 Collybia velutipes）进行生物转化。这些菌丝体对底物和攻击选择性表现出不同的亲和力：T. hirsuta 特别是区域选择性和立体选择性还原 3-keto 基团以产生 3 alpha-hydroxy-7,12-diketo-5 beta-cholan-24-oic acid (7,12-diketolithocolic acid) 为主要产品。对 DHCA 进行了许多不同的化学还原；其中，在高强度超声下与雷尼镍在水中的氢化证明具有高度的区域和立体选择性，仅产生 7,12-二酮基乙醇酸。由于一系列 1D 和 2D NMR 运行，包括 DEPT、NOESY、HH COSY、gHSQC 和 gHMBC，详细指定了 (1)H 和 (13)C 共振。
• Synthesis of Steroid−Biaryl Ether Hybrid Macrocycles with High Skeletal and Side Chain Variability by Multiple Multicomponent Macrocyclization Including Bifunctional Building Blocks
  作者：Ludger A. Wessjohann、Daniel G. Rivera、Francisco Coll

  DOI：10.1021/jo0608570

  日期：2006.9.1

  Utilizing the multiple multicomponent macrocyclization including bifunctional building blocks (MiB) strategy, a library of nonracemic, nonrepetitive peptoid-containing steroid−biaryl ether hybrid macrocycles was built. Up to 16 new bonds, including those of the macrocyclization, can be formed in one pot simultaneously while introducing varied elements of diversity. Functional diversity is generated

  利用包括双功能构件（MiB）策略在内的多组分大环化，建立了一个非外消旋，非重复的类肽类固醇-二芳基醚杂化大环化合物库。一个锅中最多可以同时形成多达16个新键，包括大环化键，同时引入了多样性的多样性。功能多样性的产生主要是通过选择带有相应识别或催化基序的Ugi反应性功能构件。它们似乎附着在大环腔的拟肽骨架上，类似于在酶活性位点发现的氨基酸侧链。同样地，骨骼多样性是基于定义的双功能结构单元的变化而来的，它们允许平行形成形状和大小各异，从而在功能上高度不同的大环腔。这种简单的方法适用于生成多功能大环化合物，用于催化，超分子或生物化学。
• Construction of cDNA library from iron-deficiency induced maize roots and screening and identification of iron-stress geneFdr3
  作者：Liping Yin、Xiaoting Qi、Xianglin Liu、Chunyan Huo、Yanxia Bai、Zesheng Qiu、Fusuo Zhang

  DOI：10.1007/bf02887187

  日期：2000.6

  To isolate Fe-deficient related (Fdr) genes, an expression cDNA library of 4.5x10(5) pfu/mu g has been constructed from maize roots in iron-stress. 6 clones have been screened from the cDNA library by differential hybridization screening. It is proved that an Fdr3 cDNA clone expressed stronger under iron-deficient condition than under iron-sufficient one by Northern blot and Western blot.
• Supramolecular Compounds from Multiple Ugi Multicomponent Macrocyclizations:  Peptoid-based Cryptands, Cages, and Cryptophanes
  作者：Daniel G. Rivera、Ludger A. Wessjohann

  DOI：10.1021/ja060720r

  日期：2006.6.1

  The first 3-fold multicomponent macrocyclizations of trifunctional building blocks were developed to produce, in one pot, cryptands, cages, and cryptophanes with peptoid tethers carrying additional recognition motifs. The straightforward, efficient, and diversity-oriented fashion by which these complex macromulticycles are obtained is suitable for building combinatorial libraries of synthetic receptors with potential applicability in catalysis and supramolecular and coordination chemistry. The strategy also easily allows creation of asymmetric macromulticyclic cavities, with up to 20 new bonds formed in one pot.
• Hadacek; Michalsky, 1949, vol. 62, p. 120,123
  作者：Hadacek、Michalsky

  DOI：——

  日期：——