A-nor-androstanone-(2) | 1028-59-7

• 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: A-nor-androstanone-(2)
• 英文别名: A-Nor-5α-androstan-2-on
• CAS: 1028-59-7
• 化学式: C₁₈H₂₈O
• 分子量: 260.42
• InChiKey: TTYWRTKFJILMKA-QGRPBXLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  A-nor-androstanone-(2) 在 吡啶 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 生成 2β-Acetoxy-2α-ethinyl-A-nor-5α-androstan
  参考文献：
  名称：

  Minssen,M.; Jacques,J., Bulletin de la Societe Chimique de France, 1965, p. 71 - 76

  摘要：

  DOI：
• 作为产物：
  描述：

  表雄酮 在 chromium(VI) oxide 、 甲醇 、 sodium methylate 、 一水合肼 、 溶剂黄146 作用下， 180.0 ℃ 、2.0 kPa 条件下， 生成 A-nor-androstanone-(2)
  参考文献：
  名称：

  D-Alpha-Tocopheryl Succinate (Vitamin E) Enhances Radiation-Induced Chromosomal Damage Levels in Human Cancer Cells, but Reduces it in Normal Cells

  摘要：

  Objective: The purpose of this study was to measure and compare the effect of d-alpha-tocopheryl succuiate (alpha-TS) in modifying radiation-induced chromosomal damage in human normal cells and cancer cells in culture.Methods: Three human normal fibroblast cell lines (GM2149, AG1522 and HF19) and three human cancer cell lines, cervical cancer (HeLa) and ovarian carcinoma cells (OVG1 and SKOV3) were treated with alpha-TS (37.6 AM) 20 hours before 100 cGy gamma-irradiation. After 30 minutes of irradiation, colcemid was added and cells were fixed. One hundred randomly selected metaphase cells were scored for the presence of chromatid gaps and breaks. To study the cellular accumulation of alpha-TS, cells were incubated in the presence of alpha-TS (18.8 and 37.6 AM) for 24 hours, and alpha-TS was extracted with hexane using alpha-tocopheryl acetate as an internal standard. The levels of alpha-TS were determined by HPLC.Results: Results showed that alpha-TS induced chromosomal damage in both human cervical cancer cells and ovarian cancer cells, but not in human normal fibroblasts in culture. In addition, alpha-TS enhanced the level of radiation-induced chromosomal damage in cancer cells, but it protected normal cells against such damage. Both cancer cells and normal cells accumulated similar levels of alpha-TS, suggesting that increased sensitivity of cancer cells to alpha-TS is acquired during transformation.Conclusion: The use of alpha-TS during radiation therapy may improve the efficacy of radiation therapy by enhancing tumor response and decreasing some of the toxicities on normal cells.

  DOI：

  10.1080/07315724.2002.10719232

文献信息

• Microbiological hydroxylation of steroids. Part IV. The pattern of dihydroxylation of mono-oxygenated 5α-androstanes with cultures of the fungus Calonectria decora
  作者：A. M. Bell、P. C. Cherry、I. M. Clark、W. A. Denny、Ewart R. H. Jones、G. D. Meakins、P. D. Woodgate

  DOI：10.1039/p19720002081

  日期：——

  concerned with the relation between the pattern of the dihydroxylation by Calonectria decora of mono-oxygenated 5α-androstane derivatives (mainly ketones), and the position of the oxygen function in the substrate. Terminal ring ketones (3, 4, 16, and 17) are converted, in useful yields, into one or two dihydroxy-ketones. (Ring B and C ketones are much less satisfactory as substrates.) The structures of most

  该工作涉及单加氧的5α-雄烷衍生物（主要是酮）的Calonectria decora的二羟基化的图案与底物中的氧官能团的位置之间的关系。将末端环酮（3、4、16和17）以有用的产率转化为一个或两个二羟基酮。（环丁酮和丙环酮作为底物要令人满意的多。）大多数产品的结构是通过光谱研究得出的。必要时通过化学相关性对这种方法进行补充
• Jacques,J. et al., Bulletin de la Societe Chimique de France, 1965, p. 77 - 87
  作者：Jacques,J. et al.

  DOI：——

  日期：——