estradiol-17β 3-β-D-glucopyranoside | 31299-96-4

• 分子结构分类: 有机化合物
• 英文名称: estradiol-17β 3-β-D-glucopyranoside
• 英文别名: 3β-D-glucopyranosyl-17β-estradiol；(17β-hydroxy-estra-1,3,5(10)-trien-3-yl)-β-D-glucopyranoside；(17β-Hydroxy-oestra-1,3,5(10)-trien-3-yl)-β-D-glucopyranosid；17β-estradiol-3-(β-D-glucoside)；Estradiol-3b-glucoside；(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
• CAS: 31299-96-4
• 化学式: C₂₄H₃₄O₇
• 分子量: 434.53
• InChiKey: NBTNMFAIKGGNJL-HWSDENIXSA-N

物化性质

• 熔点：
  234 °C
• 沸点：
  662.3±55.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-(tetra-O-acetyl-β-D-glucopyranosyloxy)-estra-1,3,5(10)-trien-17-one 在 甲醇 、 铂 作用下， 生成 estradiol-17β 3-β-D-glucopyranoside
  参考文献：
  名称：

  DE654652

  摘要：

  公开号：

文献信息

• [EN] METHOD FOR DELIVERING ESTROGEN<br/>[FR] PROCEDE D'ADMINISTRATION D'OESTROGENE
  申请人：HOLICK, Michael, F.

  公开号：WO1996003995A1

  公开（公告）日：1996-02-15

  (EN) The present invention relates to methods for the treatment or prevention of osteoporosis and the alleviation of the symptoms of menopause by the administration of an estrogen glycoside or estrogen orthoester glycoside.(FR) Procédés de traitement ou de prévention de l'ostéoporose et de soulagement des symptômes de la ménopause par l'administration d'un glycoside d'÷strogène ou d'un glycoside d'orthoester d'÷strogène.

  (中文) 本发明涉及通过给予雌激素糖苷或雌激素正酯糖苷来治疗或预防骨质疏松症和缓解更年期症状的方法。
• Efficiently regioselective glucosylation of estrogen analogues mediated by fungus Rhizopus oryzae AS 3.2380
  作者：Ping Li、Chengpeng Sun、Yan Wang、Shumei Wang、Chunyan Yan、Sa Deng、Xiaokui Huo、Lei Feng、Chao Wang、Yan Tian、Baojing Zhang、Xiaochi Ma

  DOI：10.1016/j.catcom.2017.04.027

  日期：2017.7

  Compared with estrogens, estrogen 3 beta-glucosides display more superiority in uptake and metabolism, which are thought to be potential replacement therapy agents for female. In the present research, various estrogen 3 beta-glucosides (1a-6a) were obtained using the biotransformation experiment of estrogen substrates mediated by Rhizopus oryzae AS 3.2380. The characteristics of estrogens glucosylation with high specificity and regioselectivity were observed. An optimal incubation medium was determined as the pH 7.0 (sodium phosphate buffer), 20 g/L (D-glucose) and 24 h incubation time with the yields > 70%. A environment friendly preparative method for these glucosides was also established using MCI (Middle chromatogram isolated gel) column chromatography eluted with ethanol aqueous, which could give estrogen 3 beta-glucosides with the purity > 95%. This study suggested that R. oryzae AS 3.2380 could be an efficient engineering bacteria for the glucosylation of chemical substance. Glucosyltransferase also could be prepared from R. oryzae AS 3.2380.
• DE725151
  申请人：——

  公开号：——

  公开（公告）日：——
• Hagedorn et al., Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1940, vol. 264, p. 23,24, 25
  作者：Hagedorn et al.

  DOI：——

  日期：——
• METHOD FOR DELIVERING ESTROGEN
  申请人：HOLICK, Michael F

  公开号：EP0894000A1

  公开（公告）日：1999-02-03