雌三醇 3,16a,17b-三乙酸酯 | 2284-32-4

• 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
• 中文名称: 雌三醇 3,16a,17b-三乙酸酯
• 中文别名: 雌三醇3,16a,17b-三乙酸酯；醋酸奥曲肽杂质
• 英文名称: estriol triacetate
• 英文别名: Oestratrien-(1,3,5,10)-triol-(3,16α,17β)-triacetat；[(8R,9S,13S,14S,16R,17R)-3,17-diacetyloxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl] acetate
• CAS: 2284-32-4
• 化学式: C₂₄H₃₀O₆
• 分子量: 414.499
• InChiKey: DKZPDNPWKHTWCC-YYTJJFCCSA-N

物化性质

• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  雌三醇 3,16a,17b-三乙酸酯 在 哌啶 、 硝酸 、 sodium nitrite 作用下， 生成 4-羟基雌三醇
  参考文献：
  名称：

  Convenient large scale preparation of catechol estrogens

  摘要：

  2-Hydroxyestrone, 2-hydroxyestradiol-17beta, 2-hydroxy-17alpha-ethynylestradiol, 2-hydroxyestriol, 4-hydroxyestrone, 4-hydroxyestradiol-17beta, 4-hydroxy-17alpha-ethynylestradiol and 4-hydroxyestriol are prepared on a preparative scale from the corresponding aminophenols using a new inverse oxidation procedure. By the synthesis described both the 2- and 4-hydroxylated estrogens are available in high yields.

  DOI：

  10.1016/0039-128x(76)90010-6
• 作为产物：
  描述：

  17-Beta-雌二醇 3-甲醚 在 氢溴酸 、 溶剂黄146 作用下， 生成 雌三醇 3,16a,17b-三乙酸酯
  参考文献：
  名称：

  Butenandt; Schaeffler, Zeitschrift fur Naturforschung, 1946, vol. 1, p. 82,85

  摘要：

  DOI：

文献信息

• Preparation of Some Estriol Esters.
  作者：Kiyoshi Tsuneda、Joji Yamada、Kikuo Yasuda、Hiromu Mori

  DOI：10.1248/cpb.11.510

  日期：——

  Estriol 16-monoacylates were obtained from estriol (I) by refluxing or warming estriol with carboxylic acids. A more drastic condition afforded estriol 16, 17-diacylates. Transesterification gave the same results. The reactions of estriol triacylates and estradiol diacylates with sodium borohydride gave estriol 16, 17-diacylates and estradiol 17-acylates, respectively. 3, 16α-Dihydroxyestra-1, 3, 5 (10)-trien-17-one diacetate (III) was transformed into estriol 16-acetate (IIa) by treatment with sodium borohydride. A milder condition afforded estriol 3, 16-diacetate (VI).

  通过将雌三醇与羧酸一起回流或加热，可从雌三醇（I）中获得雌三醇 16-单乙酸酯。在更苛刻的条件下，可以得到雌三醇 16、17-二乙酸酯。酯交换反应也得到了相同的结果。雌三醇三乙酸酯和雌二醇二乙酸酯与硼氢化钠反应，分别生成雌三醇 16、17-二乙酸酯和雌二醇 17-乙酸酯。3，16α-二羟基雌甾-1，3，5 (10)-三烯-17-酮二乙酸酯（III）经硼氢化钠处理转化为雌三醇 16-乙酸酯（IIa）。在较温和的条件下，可得到雌三醇 3，16-二乙酸酯（VI）。
• An efficient method for selective acetylation of alcoholic hydroxyl groups.
  作者：YOSHIMITSU NAGAO、EIICHI FUJITA、TATSUHIKO KOHNO、MASAHIRO YAGI

  DOI：10.1248/cpb.29.3202

  日期：——

  Acetylation of the C-6 hydroxyl group in oridonin (1), which is difficult by the use of acetic anhydride in pyridine, was investigated using acetic anhydride in the presence of some Lewis acids. A reagent system of acetic anhydride in the presence of a catalytic amount of boron trifluoride etherate was shown to be effective for this purpose. This reagent system was shown to be useful for selective acetylation of the alcoholic group (s) in compounds which have both alcoholic and phenolic hydroxyl groups.

  研究人员在一些路易斯酸存在的情况下，使用醋酸酐对奥里多宁（1）中的 C-6 羟基进行了乙酰化反应。结果表明，在催化量的三氟化硼醚酸存在下的醋酸酐试剂体系可以有效地实现这一目的。这种试剂体系对具有醇羟基和酚羟基的化合物中醇羟基的选择性乙酰化非常有用。
• Synthesis of 6.alpha.-functionalized estriol haptens and protein
  申请人：Bayer Corporation

  公开号：US05902888A1

  公开（公告）日：1999-05-11

  Disclosed are 6.alpha.-derivatized estriol compounds which, when conjugated to a protein, are useful in the in vivo preparation of antibodies specific to estriol. When labeled with a detectable label, the estriol derivatives are useful as haptens in a competitive immunoassay for estriol which demonstrate superior sensitivity with respect to estriol specific antibodies.

  本发明涉及6α-衍生化雌三醇化合物，当与蛋白质结合时，可用于体内制备特异于雌三醇的抗体。当标记有可检测标记时，这些雌三醇衍生物在竞争性免疫测定中作为半抗原物质非常敏感，相对于雌三醇特异性抗体表现出卓越的灵敏度。
• Total estriol fluorescence polarization immunoassay
  申请人：ABBOTT LABORATORIES

  公开号：EP0200960A1

  公开（公告）日：1986-11-12

  The present invention is directed to a homogeneous fluorescence polarization immunoassay for determining total estriol content in body fluids, to the various components needed for preparing and carrying out such an assay, and to methods of making these components. Specifically, tracers, immunogens and antibodies are disclosed, as well as methods for preparing them. The assay is conducted by measuring the degree of polarization of plane polarized light that has been passed through a sample containing antiserum and tracer. The combination of antiserum and tracer used will possess excellent cross-reactivity to estriol-3-sulfate, eliminating the need for enzyme hydrolysis of this conjugate to free estriol.

  本发明涉及一种测定体液中总雌三醇含量的均相荧光偏振免疫测定法，涉及制备和进行这种测定所需的各种成分，以及制备这些成分的方法。 具体地说，本发明公开了示踪剂、免疫原和抗体，以及制备它们的方法。 该测定法是通过测量穿过含有抗血清和示踪剂的样品的平面偏振光的偏振程度来进行的。 所使用的抗血清和示踪剂的组合将对雌三醇-3-硫酸盐具有极好的交叉反应性，从而无需用酶水解这种共轭物来生成游离雌三醇。
• Synthesis of 6 alpha-functionalized estriol haptens and protein conjugate thereof
  申请人：Bayer Corporation

  公开号：EP0916676A1

  公开（公告）日：1999-05-19

  Disclosed are 6α-derivatized estriol compounds which, when conjugated to a protein, are useful in the in vivo preparation of antibodies specific to estriol. When labeled with a detectable label, the estriol derivatives are useful as haptens in a competitive immunoassay for estriol which demonstrate superior sensitivity with respect to estriol specific antibodies.

  本发明公开了 6α 衍生物化的雌三醇化合物，当这些化合物与蛋白质连接时，可用于体内制备雌三醇特异性抗体。 当用可检测的标签标记时，雌三醇衍生物可用作雌三醇竞争性免疫测定中的触价物，其灵敏度优于雌三醇特异性抗体。