4-妊烯酮-6-Β,17,21-OL-3,11,20-三酮 | 16355-28-5

• 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: 4-妊烯酮-6-Β,17,21-OL-3,11,20-三酮
• 中文别名: 4-孕烯-6-Β,17,21-OL-3,11,20-三酮
• 英文名称: 6β,17,21-trihydroxypregn-4-ene-3,11,20-trione
• 英文别名: 6β-hydroxycortisone；6β,17,21-trihydroxy-pregn-4-ene-3,11,20-trione；6β,17,21-Trihydroxy-pregn-4-en-3,11,20-trion；6β,17α,21-Trihydroxy-pregn-4-en-3,11,20-trion；6beta-Hydroxycortisone；(6R,8S,9S,10R,13S,14S,17R)-6,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione
• CAS: 16355-28-5
• 化学式: C₂₁H₂₈O₆
• 分子量: 376.45
• InChiKey: BCHHPSBWEQCAPG-WTCKOWDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.761
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-妊烯酮-6-Β,17,21-OL-3,11,20-三酮 在 吡啶 、 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 21-acetoxy-17-hydroxy-pregn-4-ene-3,6,11,20-tetraone
  参考文献：
  名称：

  Steroids. LVI.¹ C-6 Oxygenated Derivatives of Cortical Hormones

  摘要：

  DOI：

  10.1021/ja01649a005
• 作为产物：
  描述：

  醋酸可的松 在 吡啶 、 盐酸 、 氢氧化钾 、 高氯酸 、 过氧化氢苯甲酰 、 氯仿 、 对甲苯磺酸 、 丙酮 作用下， 生成 4-妊烯酮-6-Β,17,21-OL-3,11,20-三酮
  参考文献：
  名称：

  Steroids. LVI.¹ C-6 Oxygenated Derivatives of Cortical Hormones

  摘要：

  DOI：

  10.1021/ja01649a005

文献信息

• Evaluation of 6β-Hydroxycortisol, 6β-Hydroxycortisone, and a Combination of the Two as Endogenous Probes for Inhibition of CYP3A4 In Vivo
  作者：C-C Peng、I Templeton、K E Thummel、C Davis、K L Kunze、N Isoherranen

  DOI：10.1038/clpt.2011.53

  日期：2011.6

  An endogenous probe for CYP3A activity would be useful for early identification of in vivo cytochrome P450 (CYP) 3A4 inhibitors. The aim of this study was to determine whether formation clearance (CL(f)) of the sum of 6 beta-hydroxycortisol and 6 beta-hydroxycortisone is a useful probe of CYP3A4 inhibition in vivo. In human liver microsomes (HLMs), the formation of 6 beta-hydroxycortisol and 6 beta-hydroxycortisone was catalyzed by CYP3A4, and itraconazole inhibited these reactions with half maximal inhibitory concentration (IC(50))(,u) values of 3.1 nmol/l and 3.4 nmol/l, respectively. The in vivo IC(50,u) value of itraconazole for the combined CL(f) of 6 beta-hydroxycortisone and 6 beta-hydroxycortisol was 1.6 nmol/l. The greater inhibitory potency in vivo is probably due to circulating inhibitory itraconazole metabolites. The maximum in vivo inhibition was 59%, suggesting that f(m,CYP3A4) for cortisol and cortisone 6 beta-hydroxylation is similar to 60%. Given the significant decrease in CL(f) of 6 beta-hydroxycortisone and 6 beta-hydroxycortisol after 200-mg and 400-mg single doses of itraconazole, this endogenous probe can be used to detect moderate and potent CYP3A4 inhibition in vivo.
• [EN] BASAL CELL CARCINOMA CULTURES, COMPOSITIONS AND METHODS RELATED THERETO<br/>[FR] CULTURES D'EPITHELIOMA CUTANE BASOCELLULAIRE, COMPOSITIONS ET METHODES ASSOCIEES
  申请人：CURIS INC

  公开号：WO2002044344A2

  公开（公告）日：2002-06-06

  The present invention relates to the discovery of methods for culturing basal cell carcinomas. In one aspect the invention provides basal cell carcinoma cultures. In other aspects, the invention provides media, screening assays and methods for making BCC cultures. The cultures, media, assays and methods of the invention will be useful, in part, for finding BCC therapeutics and allowing more sophisticated in vitro studies of BCCs.
• Steroids. LVI.¹ C-6 Oxygenated Derivatives of Cortical Hormones
  作者：Franz Sondheimer、O. Mancera、G. Rosenkranz

  DOI：10.1021/ja01649a005

  日期：1954.10