BETA-雌二醇 3-硫酸钠盐 | 4999-79-5

• 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: BETA-雌二醇 3-硫酸钠盐
• 中文别名: BETA-雌二醇3-硫酸钠盐；17-Β-雌二醇-3-O-硫酸钠盐
• 英文名称: (17β)-3-(sulfooxy)estra-1,3,5(10)-trien-17-ol sodium salt
• 英文别名: 17β-estradiol-3-O-sulfate sodium salt；17β-estradiol-3-sulfate sodium salt；β-estradiol 3-sulfate sodium salt；sodium estradiol-17β 3-sulfate；sodium 17β-estradiol sulfate；3-sulfooxy-estratrien-(1.3.5(10))-ol-(17β); sodium-salt；Sodium 17beta-estradiol sulfate；sodium;[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] sulfate
• CAS: 4999-79-5
• 化学式: C₁₈H₂₃O₅S*Na
• 分子量: 374.433
• InChiKey: LMJQCTISQYSLPF-CMZLOHJFSA-M

物化性质

• 熔点：
  207 °C
• 溶解度：
  DMSO（微溶）、乙醇（微溶）、甲醇（微溶）、水（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22
• 安全说明：
  S22,S36

制备方法与用途

17β-雌二醇硫酸盐（钠），又称β-雌二醇3-硫酸盐钠盐，是一种具有神经活性的类固醇。

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 phosphate-buffer solution 、 铂 作用下， 生成 BETA-雌二醇 3-硫酸钠盐
  参考文献：
  名称：

  Hormone derivative

  摘要：

  公开号：

  US02392660A1

文献信息

• PROCESS FOR SELECTIVE SULFATION OF AROMATIC HYDROXYL GROUPS
  申请人：MEGATI Sreenivasulu

  公开号：US20080194533A1

  公开（公告）日：2008-08-14

  The present invention relates to processes for selective sulfation of an aromatic hydroxyl group over an aliphatic hydroxyl group where both are present in the same molecule. This invention also relates to processes for selective sulfation of the aromatic hydroxyl group of equilin, equilenin, estradiol, estra(1,3,5-triene)-3,16,17-triol, dihydroequilenin or dihydroequilin. This invention further relates to alkali metal salts of dihydroequilenin sulfates, dihydroequilin sulfates, estradiol sulfates, and estriol sulfates, processes for making thereof, stable compositions comprising thereof, and the use thereof.

  本发明涉及一种对同一分子中同时存在的芳香羟基和脂肪族羟基进行选择性磺酸化的方法。该发明还涉及对equilin、equilenin、雌二醇、雌三烯-3,16,17-三醇、二氢equilenin或二氢equilin的芳香羟基进行选择性磺酸化的方法。此外，该发明还涉及二氢equilenin磺酸盐、二氢equilin磺酸盐、雌二醇磺酸盐和雌三醇磺酸盐的碱金属盐、制备方法、稳定组合物及其用途。
• Sulfation of Various Alcoholic Groups by an Arylsulfate Sulfotransferase from<i>Desulfitobacterium hafniense</i>and Synthesis of Estradiol Sulfate
  作者：Michael A. van der Horst、Johan F. T. van Lieshout、Aleksandra Bury、Aloysius F. Hartog、Ron Wever

  DOI：10.1002/adsc.201200564

  日期：2012.12.14

  that catalyse the transfer of a sulfate group from p-nitrophenyl sulfate (p-NPS) to a phenolic acceptor molecule. By screening of the NCBI protein database a gene coding for an AST was found in Desulfitobacterium hafniense. After expression the enzyme was purified and characterised. This AST efficiently sulfates various acceptor molecules (estrone, estradiol, enkephalin and non-phenolic alcohols) using

  细菌芳基硫酸盐磺基转移酶（AST）是催化硫酸基团从对硝基苯硫酸盐（p -NPS）转移到酚类受体分子的酶。通过筛选NCBI蛋白质数据库，在哈弗脱硫杆菌中发现了编码AST的基因。表达后，将酶纯化并鉴定。该AST使用对-氨基苯甲酸有效地硫酸化各种受体分子（雌酮，雌二醇，脑啡肽和非酚醇）NPS作为硫酸盐供体。纯化的AST的最适pH为9.6，在10％DMSO的存在下稳定，并且取决于条件，其熔融温度最高为47°C。出乎意料的是，与所有其他已知细菌AST形成鲜明对比的是，该酶能够使用多种非酚醇作为硫酸盐受体。由于这些特性，这种独特的酶是用于生物转化过程的有前途的工具，提供了一种绿色且简单的方法来专门硫酸盐化合物，而无需进行官能团保护。
• Preparation of trifluoroethyl- and phenyl-protected sulfates using sulfuryl imidazolium salts
  作者：Ahmed Y. Desoky、Jennifer Hendel、Laura Ingram、Scott Douglas Taylor

  DOI：10.1016/j.tet.2010.11.085

  日期：2011.2

  Sulfuryl imidazolium salts (SIS's), a new class of sulfating agents, were prepared bearing the trifluoroethyl (TFE) and phenyl groups, two functionalities that have been used for the protection of sulfate monoesters, by subjecting the corresponding sulfonyl imidazoles with methyl triflate. In contrast, SIS's bearing the electron donating neopentyl and isobutyl groups, two moieties that have also been used for the protection of sulfates, were found to be unstable and could not be isolated though SIS's bearing electron donating aryl groups, such as a p-methoxyphenyl or p-thiomethylphenyl group were readily prepared and are stable compounds. In most instances, TFE-protected phenolic and carbohydrate sulfates were obtained in good yield by reaction of the corresponding SIS's with steroids and carbohydrates. Phenyl-protected carbohydrates were also readily prepared using the corresponding SIS's. Those SIS's having a methyl group at the 2-position of the imidazole ring were, in general, superior sulfating agents to those, which lacked a methyl group at this position. The use of SIS's to prepare TFE-protected sulfates represents a significant improvement of the previous reported procedure, which involved treating unprotected sulfates with trifluorodiazoethane. The TFE protecting group was removed from steroidal sulfates and secondary sulfates in carbohydrates in high yields using NaN(3) in warm DMF, conditions that are less vigorous than those previously reported for removing this group. Deprotection of TFE-protected 6-sulfated carbohydrates using NaN3 in warm DMF proceeded in lower yields due to partial desulfation. (C) 2010 Elsevier Ltd. All rights reserved.
• Hormone derivative
  申请人：GRANT GORDON A

  公开号：US02392660A1

  公开（公告）日：1946-01-08