3β-hydroxy-23,24-bisnorchola-5,7-dien-22-yl phenyl sulfone | 104729-36-4

• 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-hydroxy-23,24-bisnorchola-5,7-dien-22-yl phenyl sulfone
• 英文别名: 3β-hydroxy-22-phenylsulfonyl-23,24-bisnorchola-5,7-diene；(20S)-22-phenylsulfonyl-23,24-dinorchola-5,7-dien-3β-ol；phenylsulfonyl-22 bis-nor-23,24 choladiene-5,7 ol-3β；(3S,9S,10R,13R,14R,17R)-17-[(2S)-1-(benzenesulfonyl)propan-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 104729-36-4
• 化学式: C₂₈H₃₈O₃S
• 分子量: 454.674
• InChiKey: BBWWKOOFPKQJOU-LCUQGSPNSA-N

物化性质

• 沸点：
  624.3±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-hydroxy-23,24-bisnorchola-5,7-dien-22-yl phenyl sulfone 在 吡啶 、 disodium hydrogenphosphate 、 sodium amalgam 、 水 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 10.16h， 生成 (24R,6Z)-<25-hydroxy-9,10-secocholesta-5(10),6,8(9)-trien-3β,24-diyl> diacetate
  参考文献：
  名称：

  Bogoslovskii, N. A.; Samokhvalova, N. G.; Isaeva, T. A., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 11, p. 2070 - 2081

  摘要：

  DOI：
• 作为产物：
  描述：

  (3R,3aR,5aR,5bR,8S,9aS,17aS,17bR)-3-((S)-1-hydroxypropan-2-yl)-3a,5b-dimethyl-11,16-dioxo-2,3,3a,4,5,5a,5b,6,7,8,9,11,16,17b-tetradecahydro-1H-9a,17a-ethenobenzo[c]cyclopenta[h]phthalazino[2,3-a]cinnolin-8-yl acetate 在 吡啶 、 lithium bromide 、 calcium bromide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 26.0h， 生成 3β-hydroxy-23,24-bisnorchola-5,7-dien-22-yl phenyl sulfone
  参考文献：
  名称：

  Bogoslovskii, N. A.; Samokhvalova, N. G.; Isaeva, T. A., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 11, p. 2070 - 2081

  摘要：

  DOI：

文献信息

• Barton; Lusinchi; Sandoval Ramirez, Bulletin de la Societe Chimique de France, 1985, vol. NO. 5, # 5, p. 849 - 858
  作者：Barton、Lusinchi、Sandoval Ramirez

  DOI：——

  日期：——
• Schrotter; Schonecker; Hauschild, Synthesis, 1990, # 3, p. 193 - 195
  作者：Schrotter、Schonecker、Hauschild、Droescher、Schick

  DOI：——

  日期：——
• In vitro and in vivo glucuronidation of 24,25-dihydroxyvitamin D3
  作者：Tatsuya Higashi、Maki Horike、Ryuta Kikuchi、Kazutake Shimada

  DOI：10.1016/s0039-128x(99)00057-4

  日期：1999.10

  Glucuronidation of 24,25-dihydroxyvitamin D-3 has been investigated in in vitro and in vivo experiments. Three positional isomers of 24,25-dihydroxyvitamin D-3 monoglucuronide were synthesized from 24,25-dihydroxyprovitamin D-3 derivatives with Koenigs-Knorr reaction and used as standard samples. In the presence of the rat liver microsomal fraction and uridine-5'-diphosphoglucuronic acid, 24,25-dihydroxyvitamin D-3 gave 3- and 24-glucuronides as the main products in almost equal amounts, but only a small amount of the corresponding 25-glucuronide was obtained. 24,25-Dihydroxyvitamin D-3 monoglucuronide was deconjugated with rat intestine homogenate, which indicated the entero-hepatic circulation of 24,25-dihydroxyvitamin D-3. After the administration of 24,25-dihydroxyvitamin D-3 to rats, its 3- and 24-glucuronides were identified from the bile as inferred from the in vitro experiment. However, the in vivo glucuronidation occurred at the 24-position in preference to the 3-position, and the corresponding 25-glucuronide was not detected. These glucuronides were identified in comparison with standard samples based on their chromatographic behavior during high-performance liquid chromatography and data obtained from liquid chromatography-electrospray ionization-mass spectrometry, which was helpful in identifying these compounds. (C) 1999 Elsevier Science Inc. All rights reserved.
• BOGOSLOVSKIJ, N. A.;SAMOXVALOVA, N. G.;ISAEVA, T. A.;VALASHEK, I. E.;FILI+, ZH. ORGAN. XIMII, 26,(1990) N1, S. 2398-2411
  作者：BOGOSLOVSKIJ, N. A.、SAMOXVALOVA, N. G.、ISAEVA, T. A.、VALASHEK, I. E.、FILI+

  DOI：——

  日期：——
• (ANDROST-5-EN-17BETA-YL)ALKYL SULFOXIDES AND SULFONES AND THEIR USE FOR THE CONTROL OF FERTILITY
  申请人：Akzo Nobel N.V.

  公开号：EP1162977A1

  公开（公告）日：2001-12-19