3α,6α,7α-trihydroxy-5β-cholan-24-oic acid | 64898-86-8

• 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: 3α,6α,7α-trihydroxy-5β-cholan-24-oic acid
• 英文别名: hyocholic acid, sodium salt；hyocholic acid；HCA；hyocholic acid sodium salt；sodium;(4R)-4-[(3R,5R,6R,7S,8S,9S,10R,13R,14S,17R)-3,6,7-trihydroxy-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: 64898-86-8
• 化学式: C₂₄H₃₉O₅*Na
• 分子量: 430.56
• InChiKey: WJKXRKULCLFXOQ-MCQGIWNUSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.88
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  100.82
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3α,6α,7α-trihydroxy-5β-cholan-24-oic acid 在 1,4-dihydronicotinamide adenine dinucleotide 、 DL-dithiothreitol 、 β-烟酰胺腺嘌呤二核苷酸 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 70.0h， 生成 3β,6α,7α-trihydroxy-5β-cholan-24-oic acid
  参考文献：
  名称：

  Enzymic .alpha./.beta. inversion of C-3 hydroxyl of bile acids and study of the effects of organic solvents on reaction rates

  摘要：

  DOI：

  10.1021/jo00236a018

文献信息

• Regiospecific oxidoreductions catalyzed by a new Pseudomonas paucimobilis hydroxysteroid dehydrogenase
  作者：Ercolina Bianchini、Nicola Chinaglia、Mariangela Dean、Pier Paolo Giovannini、Alessandro Medici、Paola Pedrini、Silvia Poli

  DOI：10.1016/s0040-4020(98)01111-9

  日期：1999.1

  The preparative-scale regio- and stereo-specific oxidation of hydroxy groups and reduction of keto functions at C(3) of several C21 bile acids, catalyzed by a new 3α-hydroxysteroid dehydrogenase (3α-HSDH), is reported. The crude enzyme, isolated from the cells of Pseudomonas paucimobilis, revealed the presence of a further enzymatic fraction containing a secondary alcohol dehydrogenase (SADH), that

  据报道，一种新的3α-羟基类固醇脱氢酶（3α-HSDH）催化了羟基的制备规模区域和立体特异性氧化以及几种C 21胆汁酸在C（3）处的酮基功能降低。从古朴假单胞菌的细胞中分离出的粗酶显示存在另一种包含仲醇脱氢酶（SADH）的酶馏分，该酶已用于回收辅因子。
• New 9,10-Secosteroids from Biotransformations of Bile Acids with<i>Rhodococcus ruber</i>
  作者：Stefania Costa、Pier Paolo Giovannini、Giancarlo Fantin、Alessandro Medici、Paola Pedrini

  DOI：10.1002/hlca.201300114

  日期：2013.11

  chain is partially degraded, and the new 9,10‐secosteroids 4a (54%) and 4b (55%) are obtained from cholic and deoxycholic acids, respectively. The loss of H2O from C(11)C(12) of secosteroids 4a and 4b affords the compounds 5a (5%) and 5b (20%), respectively. On the other hand, in the biotransformation of hyocholic acid with R. ruber the 9,10‐secosteroid 4c is not detected, but, rearranging to an intramolecular

  报道了利用红球菌（Rhodococcus ruber）对胆酸，脱氧胆酸和胆酸的生物转化。在所有生物转化中，C 17侧链均被部分降解，新的9,10-类固醇4a（54％）和4b（55％）分别来自胆酸和脱氧胆酸。H的损失2 ö从C（11） secosteroids的C（12）图4a和4b中，得到化合物5A（5％）和5b中分别（20％）。另一方面，在R. ruber对猪胆酸的生物转化中，9,10-secosteroid 4c未被检测到，但重新排列为分子内半缩醛形式，通过轻松消除两个H 2 O分子而演变成最终的呋喃衍生物6c（35％）。新的类固醇具有IR，NMR和2D-NMR的特征光谱学和质谱学。
• PROCESS FOR THE PREPARATION OF CHOLANIC ACIDS
  申请人：ALLEGRINI Pietro

  公开号：US20080064888A1

  公开（公告）日：2008-03-13

  A process for the preparation of high purity cholanic acids, typically in purity equal to or higher than 99%.

  一种制备高纯度胆烷酸的方法，通常纯度等于或高于99%。
• Regioselective microbial oxidation of bile acids
  作者：Giancarlo Fantin、Sabina Ferrarini、Alessandro Medici、Paola Pedrini、Silvia Poli

  DOI：10.1016/s0040-4020(97)10408-2

  日期：1998.2

  High regioselectivity in the microbial oxidation of C-7, C-3 and C-12 hydroxyl groups of cholic, chenodeoxycholic, deoxycholic and hyocholic acids 1-4 is reported. The tested microrganisms have been isolated from 50 enviromental samples withdrawed from an industry that extracts and purify bile acids. (C) 1998 Elsevier Science Ltd. All rights reserved.
• A process for the preparation of cholanic acids
  申请人：Dipharma Francis S.r.l.

  公开号：EP1903050B1

  公开（公告）日：2015-09-16