(20R,22R)-20,22-dihydroxycholest-4-en-3-one | 94415-61-9

• 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: (20R,22R)-20,22-dihydroxycholest-4-en-3-one
• 英文别名: 20R,22R-dihydroxycholest-4-en-3-one；20,22-Dihydroxycholest-4-en-3-one；(8S,9S,10R,13S,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 94415-61-9
• 化学式: C₂₇H₄₄O₃
• 分子量: 416.645
• InChiKey: DCHUFDLUIZXFQS-ITWQDKSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (20R,22R)-22-(acetyloxy)-20-hydroxycholest-4-en-3-one 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以0.18 mg的产率得到(20R,22R)-20,22-dihydroxycholest-4-en-3-one
  参考文献：
  名称：

  三个新多氧类固醇从中国南海柳珊瑚属两种植物Muricella flexuosa和Menella疣状布伦丁

  摘要：

  三个新的多氧类固醇，muricesteroid（1），和menellsteroids A（2）和B（3），从两个物种中国南海柳的分离Muricella flexuosa和Menella疣状布伦丁分别。在广泛的光谱分析，化学方法和与已知相关化合物的比较的基础上，阐明了这些新化合物的结构。

  DOI：

  10.1002/hlca.200690073

文献信息

• STEROL SIDE CHAIN-CLEAVING ENZYME PROTEIN AND USE THEREOF
  申请人：Mitsubishi Chemical Corporation

  公开号：EP2386634A1

  公开（公告）日：2011-11-16

  It is an object of the present invention to obtain highly active P450scc enzyme protein which is is an important enzyme protein that catalyzes the first step of the biosynthesis of industrially useful steroid hormone. The present invention provides a sterol side chain cleavage enzyme protein having the following physicochemical properties: (1) action: the enzyme acts on sterol represented by formula (I) as defeined in the specifciatin and cleaves the carbon-carbon bond between positions 20 and 22 of a sterol side chain portion by its activity of cleaving the bonds, so as to generate a compound represented by formula (II) as defeined in the specifciatin; (2) substrate specificity: when microorganisms that produce the enzyme protein are allowed to react with an aqueous solution containing 100 µg/ml 4-cholesten-3-onc or cholesterol at 28°C for 5 hours, the conversion reaction rate from 4-cholesten-3-one to progesterone is 10% or more, and the conversion rate from cholesterol to pregnenolone is 10% or more;

  本发明的目的是获得高活性的 P450scc 酶蛋白，它是催化工业上有用的甾体激素生物合成第一步的重要酶蛋白。本发明提供的甾醇侧链裂解酶蛋白具有以下理化特性： (1)作用：该酶作用于式(I)代表的甾醇，通过其裂解键的活性，裂解甾醇侧链部分第 20 位和第 22 位之间的碳-碳键，从而生成式(II)代表的化合物； (2) 底物特异性：当让产生该酶蛋白的微生物与含有 100 µg/ml 4-胆甾烯-3-酮或胆固醇的水溶液在 28℃反应 5 小时时，从 4-胆甾烯-3-酮到孕酮的转化反应率为 10%或以上，从胆固醇到孕烯醇酮的转化率为 10%或以上；
• Three New Polyoxygenated Steroids from Two Species of the South China Sea GorgonianMuricella flexuosa andMenella verrucosaBrundin
  作者：Wen Zhang、Hui Huang、Yu Ding、Margherita Gavagnin、Ernesto Mollo、Guido Cimino、Yue-Wei Guo

  DOI：10.1002/hlca.200690073

  日期：2006.4

  Three new polyoxygenated steroids, muricesteroid (1), and menellsteroids A (2) and B (3), were isolated from two species of the South China Sea gorgonian Muricella flexuosa and Menella verrucosaBrundin, respectively. The structures of these new compounds were elucidated on the basis of extensive spectroscopic analysis, chemical methods and comparison with known related compounds.

  三个新的多氧类固醇，muricesteroid（1），和menellsteroids A（2）和B（3），从两个物种中国南海柳的分离Muricella flexuosa和Menella疣状布伦丁分别。在广泛的光谱分析，化学方法和与已知相关化合物的比较的基础上，阐明了这些新化合物的结构。