4-孕烯-7alpha-醇-3,20-二酮 | 27534-93-6

• 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: 4-孕烯-7alpha-醇-3,20-二酮
• 中文别名: 7-羟基孕-4-烯-3,20-二酮
• 英文名称: 7α-hydroxyprogesterone
• 英文别名: 7alpha-Hydroxyprogesterone；(7R,8S,9S,10R,13S,14S,17S)-17-acetyl-7-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 27534-93-6
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: QRDYCDIUGUAUBZ-SRWWVFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-孕烯-7alpha-醇-3,20-二酮 在 sodium hydroxide 作用下， 生成 6-去氢黄体酮
  参考文献：
  名称：

  Microbially Produced 7α- and 7β-Hydroxy-Δ⁴-3-keto Steroids

  摘要：

  DOI：

  10.1021/jo01101a005
• 作为产物：
  描述：

  progesterone 生成 4-孕烯-7alpha-醇-3,20-二酮
  参考文献：
  名称：

  Microbially Produced 7α- and 7β-Hydroxy-Δ⁴-3-keto Steroids

  摘要：

  DOI：

  10.1021/jo01101a005

文献信息

• 一种地屈孕酮中间体双烯缩酮物的制备方法
  申请人：浙江神洲药业有限公司

  公开号：CN110204591A

  公开（公告）日：2019-09-06

  本发明涉及双烯缩酮物制备技术领域，具体公开了一种地屈孕酮中间体双烯缩酮物的制备方法，包括7α‑羟基黄体酮,步骤一，取用7α‑羟基黄体酮放入玻璃烧杯中，步骤二，向玻璃烧杯中添加有机溶剂，并对玻璃烧杯进行水浴加热，步骤三，向步骤二中的玻璃烧杯加入酸催化剂，继续水浴加热，步骤四，进行放置反应，反应时间为4‑8小时，从而能够得到缩酮物，步骤五，向步骤四中得到的缩酮物中加入适量的反应溶剂，并进行浓缩和精制从而能够得到双烯缩酮物。该地屈孕酮中间体双烯缩酮物的制备方法，采用7α‑羟基黄体酮进行缩酮反应和去羟反应能够快速制备双烯缩酮物，制备方法简单高效，适合工业化大生产，便于人们使用。
• Mikrobiologisches Verfahren zur Herstellung 7-alpha-hydroxylierter Steroide
  申请人：F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft

  公开号：EP0014991A1

  公开（公告）日：1980-09-03

  Pregnen- und Androstanderivate speziel der Formel worin X eine Gruppe darstellt, können durch Fermentation mit Botryodiplodia sp. in 7α-Stellung hydroxyliert werden.

  孕烯和雄烯衍生物，具体式如下 其中 X 代表一个基团 代表一个基团 可通过 Botryodiplodia sp.发酵在 7α 位羟化。
• Anticoccidial composition, carbanilides and method of preparing them
  申请人：ELI LILLY AND COMPANY

  公开号：EP0015110A2

  公开（公告）日：1980-09-03

  Compositions containing a combination of a polyether antibiotic and a carbanilide are particularly effective in controlling coccidiosis in poultry.

  含有聚醚抗生素和卡巴内酯组合的复合物对控制家禽球虫病特别有效。
• Prevention of ovarian cancer by administration of products that induce biologic effects in the ovarian epithelium
  申请人：——

  公开号：US20040176336A1

  公开（公告）日：2004-09-09

  The present invention relates to compositions and methods for preventing the development of epithelial ovarian cancer. Enhanced HRT and OCP regimens and formulations are also disclosed.

  本发明涉及预防上皮性卵巢癌发生的组合物和方法。本发明还公开了增强型 HRT 和 OCP 方案及制剂。
• Novel metabolites of dehydroepiandrosterone and progesterone obtained in Didymosphearia igniaria KCH 6670 culture
  作者：Tomasz Janeczko、Alina Świzdor、Jadwiga Dmochowska-Gładysz、Agata Białońska、Zbigniew Ciunik、Edyta Kostrzewa-Susłow

  DOI：10.1016/j.molcatb.2012.05.009

  日期：2012.10

  Dehydroepiandrosterone (DHEA) (10) and its five derivatives: testosterone (1), androstenedione (2), 17 alpha-methyltestosterone (6), progesterone (13) and pregnenolone (14) were subjected to microbial transformation by the filamentous fungus Didymosphaeria igniaria KCH 6670. The predominant metabolism of the incubated 5-ene steroids (10 and 14) occurred through 3 beta-hydroxy-steroid dehydrogenase/5.4-en isomerase pathways resulting in the generation of a 4-en-3-oxo system on ring-A. The transformations of C-19 steroids (1, 2, and 10) included a hydroxylation at 7 alpha position, ketone-alcohol interconversion at C-17 and reduction of the double bond at C-4 and 3-keto group to the 3 beta-alcohol with 5 alpha-stereochemistry at A/B ring. D. igniaria also carried out 6(7)-dehydrogenation and 6,7 beta-epoxidation during transformation of DHEA. Under these conditions transformation of DHEA (10) gave four products: 7 alpha-hydroxyandrost-4-en-3,17-dione (4), 17 beta-hydroxyandrost-4,6-dien-3-one (11), 17 beta-hydroxyandrost-6 beta-epoxy-4-en-3-one (12) and 3 beta,17 beta-dihydroxy-5 alpha-androstane (5). The compounds 11 and 12 are identified as DHEA metabolites for the first time. The transformation of C-21 steroids (13 and 14) led to the mixture of mono-(mainly 11 alpha- and 15 beta-) and dihydroxy- (7 alpha,15 beta-: 14 alpha,15 beta-; 11 alpha,15 beta-; 11 alpha,14 alpha-) products. 7 alpha,15 beta-Dihydroxypregnan-4-en-3,20-dione (18) and 14 alpha,15 beta-dihydroxypregnan-4-en-320-dione (19) were found to be new compounds. The main product of transformation of 17 alpha-methyltestosterone (6) was 12 beta-hydroxy-17 alpha-methyltestosterone (7). The results of these transformations demonstrate the dependence of hydroxylation position on the structure of steroid nucleus. (c) 2012 Elsevier B.V. All rights reserved.