3β,6α-dihydroxy-4-ene-cholestane | 15013-60-2

• 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
• 英文名称: 3β,6α-dihydroxy-4-ene-cholestane
• 英文别名: 3β,6α-dihydroxy-4-cholestene；cholest-4-ene-3β,6α-diol；cholest-4-en-3β,6α-diol；(10R)-3c.6t-Dihydroxy-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(8cH.9tH.14tH)-Δ⁴-tetradecahydro-1H-cyclopenta[a]phenanthren；3β.6α-Dihydroxy-10.13-dimethyl-17β-((R)-1.5-dimethyl-hexyl)-gonen-(4)；Cholest-4-ene-3b,6a-diol；(3S,6S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol
• CAS: 15013-60-2
• 化学式: C₂₇H₄₆O₂
• 分子量: 402.661
• InChiKey: LZHRRGGNNXYJOT-MEAJOKFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3β,6α-dihydroxy-4-ene-cholestane 在 silver(l) oxide 、 N-溴代乙酰胺 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 3β,6α-Dimethoxy-cholest-4-en
  参考文献：
  名称：

  Julia,S. et al., Bulletin de la Societe Chimique de France, 1966, p. 2277 - 2283

  摘要：

  DOI：
• 作为产物：
  描述：

  cholesterol 在 吡啶 、 氢氧化钾 、 四氧化锇 、 氯化亚砜 、 乙醚 作用下， 生成 3β,6α-dihydroxy-4-ene-cholestane
  参考文献：
  名称：

  Technical efficiency of European railways: a distance function approach

  摘要：

  This study has two principal objectives. The first objective is to measure and compare the performance of European railways. The second objective is to illustrate the usefulness of econometric distance functions in the analysis of production in multi-output industries, where behavioural assumptions such as cost minimization or profit maximization, are unlikely to be applicable. Using annual data on 17 railways companies during 1988-1993, multioutput distance functions are estimated using corrected ordinary least squares (COLS). The resulting technical efficiency estimates range from 0.980 for the Netherlands to 0.784 for Italy, with a mean of 0.863. The distance function results are also compared with those obtained from single-output production functions, where aggregate output measures are formed using either total revenue or a Tornqvist index. The results obtained indicate substantial differences in parameter estimates and technical efficiency rankings, casting significant doubt upon the reliability of these single-output models, particularly when a total revenue measure is used to proxy aggregate output.

  DOI：

  10.1080/00036840050155896

文献信息

• Studies on stereocontrolled epoxidations of bis-alicyclic alcohols in steroidal skeletons: preparation of eight diastereomerically pure epoxides from cholest-4-en-3β,6β-; -3β,6α-; -3α,6β- and -3α,6α-diols
  作者：Kejun Zhao、Yongfeng Wang、David C. Billington

  DOI：10.1016/s0957-4166(01)00174-4

  日期：2001.5

  Eight diastereomerically pure epoxides have been prepared from cholest-4-en-3β,6β; -3β,6α-; -3α,6β- and -3α,6α-diols via a combination of steric, protecting group and oxidant effects on stereocontrolled epoxidations of a bis-alicyclic alcohol system within the steroidal skeleton.

  从cholest-4-en-3β，6β制备了八种非对映体纯的环氧化物；-3β，6α-; -3α，6β-和-3α，6α-二醇通过空间，保护基和氧化剂的组合作用对甾体骨架内双脂环式醇系统的立体控制的环氧化作用。
• Axial selectivity of 1,2-nucleophilic additions to 2-(Alkylidene)cyclohexanones: Is it higher than that of 2-cyclohexenones?
  作者：Zhengqing You、Masato Koreeda

  DOI：10.1016/s0040-4039(00)73551-9

  日期：1993.4

  2-(Alkylidene)cyclohexanones embedded in steroid systems underwent 1,2-addition of both small and sterically demanding nucleophiles to yield exclusively the axial adducts, supporting the suggestion that 2-(alkylidene)cyclohexanones appear to have intrinsically higher axial selectivity than 2-cyclohexenones.

  嵌入类固醇系统中的2-（亚炔基）环己酮经历了1,2-加成反应，并向空间要求苛刻的亲核试剂中仅生成了轴向加合物，支持了2-（亚烷基）环己酮的内在轴向选择性要比2-高的建议。环己烯酮。
• Synthesis and biological evaluation of steroidal derivatives as selective inhibitors of AKR1B10
  作者：Wei Zhang、Ling Wang、Liping Zhang、Wenli Chen、Xinying Chen、Minyu Xie、Guangmei Yan、Xiaopeng Hu、Jun Xu、Jingxia Zhang

  DOI：10.1016/j.steroids.2014.04.010

  日期：2014.8

  AKR1B10 is a member of human aldo-keto reductase superfamily, and a promising anti-cancer therapeutic target. In this paper, androst-5-ene-3 beta-ol, dehydroepiandrosterone, pregnenolone and cholesterol were used as reactants, sixteen products were obtained through Jones reaction and reduction reaction using NaBH4. Their inhibitory activities against AKR1B10 and AKR1B1 were measured. The most active compound (3a) has the IC50 of 0.50 mu M for AKR1B10, and the most AKR1B10 selective compound (2a) has the IC50 of 0.81 mu M with AKR1B1/AKR1B10 selectivity of 195. In addition, the binding modes of 2a and 3a in the active site of human AKR1B10 were identified by docking. (C) 2014 Elsevier Inc. All rights reserved.
• Amendolla et al., Journal of the Chemical Society, 1954, p. 1226,1232
  作者：Amendolla et al.

  DOI：——

  日期：——
• Willingness to pay for publicly-financed health care: how should we use the numbers?
  作者：Phil Shackley、Cam Donaldson

  DOI：10.1080/00036840050155940

  日期：2000.12.1

  This paper addresses the question of how willingness to pay (WTP) values in health care evaluation can be used by policy makers. The way in which WTP values are used depends on from whom values are elicited and whether the good concerned is privately-financed or publicly-financed through taxation. Thus, four possible uses of WTP values are identified. The focus is on the two uses which arise in the publicly-financed situation. 'Conventional' use of WTP values, where the decision as to whether or not to provide a service depends upon whether or not WTP values are greater than total cost, applies only in the privately-financed, and not publicly-financed situations. The situations with publicly-financed goods are more complex. The use of WTP values for publicly-financed goods is justified and illustrated.