<6,7-3H>estradiol | 3416-23-7

• 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: <6,7-3H>estradiol
• 英文别名: [6,7-3H]-estradiol；(8R,9S,13S,14S,17S)-13-methyl-6,7-ditritio-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 3416-23-7
• 化学式: C₁₈H₂₄O₂
• 分子量: 276.371
• InChiKey: VOXZDWNPVJITMN-RZXNPJRZSA-N

物化性质

• 熔点：
  176-178 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <6,7-3H>estradiol 在 吡啶 、 氯磺酸 作用下， 反应 60.0h， 生成
  参考文献：
  名称：

  Metabolism of [6,7-3H, 35S] estradiol 17-sulfate in rats

  摘要：

  To confirm whether or not the sulfo group of estradiol 17-sulfate (ES) is removed during in vivo metabolism in rats, the doubly labeled conjugate [6,7-H-3,S-35] ES was injected into rats, and its biliary and urinary metabolites were determined by reverse isotope dilution method (RIDM). In male rats, the major radioactivity was detected in biliary disulfate fraction, which was composed of mainly ES and its two minor metabolites, 2-hydroxyestradiol 17-sulfate (2-OH-ES) and 2-methoxyestradiol 17-sulfate (2-MeO-ES). In female rats, in contrast, the radioactivity was dispersed into three fractions:biliary monosulfate, biliary disulfate, and urinary monosulfate fractions (Frs.) In both monosulfate Frs., 7beta-hydroxyestradiol 17-sulfate was detected as the major metabolite followed by 6alpha-, 6beta-, and 15beta-hydroxyestradiol 17-sulfates. Like male rats, 2-OH-ES and 2-Meo-ES as the minor products were detected in biliary disulfate fraction. The isotope ratios of ES and its metabolites in both sexes were essentially the same as that of the dose except that of 6alpha-hydroxylated metabolite, which may be derived from the loss of the tritium labeled at C6. These results confirm the occurrence of the direct metabolism of ES in rats. (C) 2003 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(03)00037-0
• 作为产物：
  描述：

  16α/β-fluoro-3-hydroxy-1,3,5(10)-[6,7-3H]estratrien-17-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 <6,7-3H>estradiol 、 16α-fluoro-1,3,5(10)-[6,7-3H]estratriene-3,17α-diol 、 16α-fluoro-1,3,5(10)-[6,7-3H]estratriene-3,17β-diol 、 16β-fluoro-1,3,5(10)-[6,7-3H]estratriene-3,17β-diol
  参考文献：
  名称：

  体内 16-氟雌二醇的代谢：限制雌激素受体显像剂氧化生物转化的化学策略

  摘要：

  16 α-氟-17 β-、16 α-氟-17 α- 和 16 β-氟-17 β-[6,7-3H] 雌二醇是由 [6,7-3H] 雌酮通过 3 的氟化制备的,17-双(叔丁基二甲基甲硅烷氧基)-[6,7-3H]雌三烯与 N-氟吡啶鎓三氟甲磺酸盐和 16 α/β-氟[6,7-3H]雌酮与 NaBH4 的还原。三种异构体通过硅胶相高效液相色谱分离。将它们静脉内给药（4 μmol/kg 给麻醉的雄性大鼠。它们的胆汁代谢物（6 小时内剂量的 90-97%）通过高效液相色谱-质谱法表征，并与 [6,7-3H] 17 β-雌二醇 四种雌激素及其羟基化和甲氧基化的代谢物以葡萄糖醛酸苷的形式排出体外。C-16 氟化阻止了 C-16 羟基化以及 C-17 羟基的脱氢。16 α-17 β 异构体在 C(O)3 处被广泛地葡糖醛酸化，但在结合前也经历了芳香族羟基化和甲氧基化。其 C-17 差向异构体发生更大的芳香羟基化，但儿茶酚雌激素的

  DOI：

  10.1016/s0039-128x(97)00116-5

文献信息

• Target directed chemotherapy of tumours of the sexual organs
  申请人：Forster Heinz

  公开号：US20070099876A1

  公开（公告）日：2007-05-03

  The invention relates to dialkyltriazene-bearing estrogens and anti-estrogens that are suited for use as chemotherapeutic drugs for treating carcinomas of the sexual organs of humans and animals.

  该发明涉及含有二烷基三氮烯的雌激素和抗雌激素，适用于作为化疗药物治疗人类和动物的生殖器癌症。