25-hydroxy-3-oxocholesta-1,4,6-trien-11α-yl acetate | 151922-25-7

• 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: 25-hydroxy-3-oxocholesta-1,4,6-trien-11α-yl acetate
• 英文别名: [(8S,9S,10R,11R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-oxo-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-11-yl] acetate
• CAS: 151922-25-7
• 化学式: C₂₉H₄₂O₄
• 分子量: 454.65
• InChiKey: KIGLBMRGNJASIG-HSKCSRMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  25-hydroxy-3-oxocholesta-1,4,6-trien-11α-yl acetate 在 咪唑 、 calcium borohydride 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 乙酸丁酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 3β-(tert-butyldimethylsiloxy)-3',5'-dioxo-4'-phenyl-3',5'-dihydro-5,8-<1,2>epi<1,2,4>triazolo-5α,8α-cholesta-1,6-diene-11α,25-diyl diacetate
  参考文献：
  名称：

  Syntheses of 11α-(3-carboxypropanoyloxy)-1α,25-dihydroxyvitamin D₃and 11α(4-carboxybutanoyloxy)-1α,25-dihydroxyvitarnin D₃: novel haptenic derivatives for production of highly specific antibodies to 1α,25-dihydroxyvitamin D₃¹

  摘要：

  The measurement of serum/plasma levels of 1 alpha,25-dihydroxyvitamin D-3 1a is important for the diagnosis of diseases influencing vitamin D metabolism. To obtain antibodies to the metabolite 1a which are highly specific and useful for development of immunoassays, two novel haptenic derivatives. 11 alpha-(3-carboxypropanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2a and 11 alpha-(4-carboxybutanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2b were synthesized each in 19 steps from a suitably protected derivative (3) of 11 alpha,25-dihydroxycholesterol.

  DOI：

  10.1039/p19940001809
• 作为产物：
  描述：

  3β-(tert-butyldimethylsiloxy)cholest-5-ene-11α,25-diol 在 吡啶 、 四丁基氟化铵 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 为溶剂， 生成 25-hydroxy-3-oxocholesta-1,4,6-trien-11α-yl acetate
  参考文献：
  名称：

  利用在11个alpha位置具有化学桥的新型半抗原衍生物，生产针对1 alpha，25-dihydroxyvitamin D3的高特异性抗体。

  摘要：

  已经报道了利用新型半抗原衍生物2产生针对1α，25-二羟基维生素D3 1a的高特异性抗体，该新半抗原衍生物由11个α，25-二羟基胆固醇经21个步骤合成。还描述了获得的抗体的特性。

  DOI：

  10.1248/cpb.41.1321

文献信息

• Syntheses of 11α-(3-carboxypropanoyloxy)-1α,25-dihydroxyvitamin D₃and 11α(4-carboxybutanoyloxy)-1α,25-dihydroxyvitarnin D₃: novel haptenic derivatives for production of highly specific antibodies to 1α,25-dihydroxyvitamin D₃¹
  作者：Norihiro Kobayashi、Junichi Kitahori、Hidetoshi Mano、Kazutake Shimada

  DOI：10.1039/p19940001809

  日期：——

  The measurement of serum/plasma levels of 1 alpha,25-dihydroxyvitamin D-3 1a is important for the diagnosis of diseases influencing vitamin D metabolism. To obtain antibodies to the metabolite 1a which are highly specific and useful for development of immunoassays, two novel haptenic derivatives. 11 alpha-(3-carboxypropanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2a and 11 alpha-(4-carboxybutanoyloxy)-1 alpha,25-dihydroxyvitamin D-3 2b were synthesized each in 19 steps from a suitably protected derivative (3) of 11 alpha,25-dihydroxycholesterol.
• Production of Highly Specific Antibodies to 1.ALPHA.,25-Dihydroxyvitamin D3 Utilizing a Novel Haptenic Derivative Having a Chemical Bridge at 11.ALPHA.-Position.
  作者：Norihiro KOBAYASHI、Junichi KITAHORI、Hidetoshi MANO、Kazutake SHIMADA

  DOI：10.1248/cpb.41.1321

  日期：——

  The production of highly specific antibodies to 1 alpha,25-dihydroxyvitamin D3 1a utilizing a novel haptenic derivative 2, which was synthesized from 11 alpha,25-dihydroxycholesterol via 21 steps, has been reported. The properties of the obtained antibodies are also described.

  已经报道了利用新型半抗原衍生物2产生针对1α，25-二羟基维生素D3 1a的高特异性抗体，该新半抗原衍生物由11个α，25-二羟基胆固醇经21个步骤合成。还描述了获得的抗体的特性。