(24R)-3β-hydroxy-5α-stigmastan-6-one | 101046-94-0

• 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: (24R)-3β-hydroxy-5α-stigmastan-6-one
• 英文别名: (24S)-3Β-hydroxy-5α-stigmastan-6-one；3β-hydroxystigmastan-6-one；3β-hydroxy-5α-stigmastan-6-one；3β-Hydroxy-5α-stigmastan-6-on；(24r)-3b-Hydroxy-5a-stigmastan-6-one；(3S,5S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• CAS: 101046-94-0
• 化学式: C₂₉H₅₀O₂
• 分子量: 430.715
• InChiKey: MCPCIRVAOQETJH-NQGWCVFGSA-N

物化性质

• 熔点：
  77 °C
• 沸点：
  521.7±33.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (24R)-3β-hydroxy-5α-stigmastan-6-one 在 三氟化硼乙醚 迭氮酸 作用下， 以 苯 为溶剂， 反应 40.0h， 生成 3β-hydroxy-6-aza-B-homo-5α-stigmastano<6,7-d>tetrazole
  参考文献：
  名称：

  Ahmad, M. S.; Ansari, Imtiaz A.; Ansari, Shamim A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 664 - 666

  摘要：

  DOI：
• 作为产物：
  描述：

  豆甾醇 在 甲醇 、 Jones reagent 、 硫酸 、 palladium 10% on activated carbon 、 水 、 氢气 、 potassium hydrogencarbonate 、 三乙胺 、 potassium hydroxide 作用下， 以 水 、 溶剂黄146 、 乙酸乙酯 、 丙酮 、 甲苯 为溶剂， 反应 17.75h， 生成 (24R)-3β-hydroxy-5α-stigmastan-6-one
  参考文献：
  名称：

  Brassinosteroids and analogs as neuroprotectors: Synthesis and structure–activity relationships

  摘要：

  We have demonstrated previously that the brassinosteroid (BR) 24-epibrassinolide exerts neuroprotective effects deriving from its antioxidative properties. In this study, we synthesized 2 natural BRs and 5 synthetic analogs and analyzed their neuroprotective actions in neuronal PC12 cells, against 1-methyl-4-phenylpyridinium (MPP+), a neurotoxin known to induce oxidative stress and degenerescence of dopaminergic neurons characteristic of Parkinsonian brains. We also tested the neuroprotective potential of 2 commercially available BRs. Our results disclosed that 6 of the 9 BRs and analogs tested protected neuronal PC12 cells against MPP+ toxicity. In addition, our structure-activity study suggests that the steroid B-ring and lateral chain play an important role for their neuroprotective action. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2011.10.009

文献信息

• Steroidal oxidation product and method of obtaining same
  申请人：PARKE DAVIS & CO

  公开号：US02337564A1

  公开（公告）日：1943-12-28
• Keto-steroids and method of obtaining same
  申请人：PARKE DAVIS & CO

  公开号：US02366204A1

  公开（公告）日：1945-01-02
• Shafiullah,; Jamaluddin, Malik, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 973 - 974
  作者：Shafiullah,、Jamaluddin, Malik

  DOI：——

  日期：——
• Gloth,H.W., Diss.<Muenchen 1910>S.39
  作者：Gloth,H.W.

  DOI：——

  日期：——
• SHAFIULLAH;JAMALUDDIN, MALIK, INDIAN J. CHEM. B , 28,(1989) N1, C. 973-974
  作者：SHAFIULLAH、JAMALUDDIN, MALIK

  DOI：——

  日期：——