pregnanediol 20-monoacetate | 77790-40-0

• 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: pregnanediol 20-monoacetate
• 英文别名: 20α(F)-Acetoxy-5β-pregnan-3α-ol；acetic acid-(3α-hydroxy-5β-pregnanyl-(20α_F)-ester)；Essigsaeure-(3α-hydroxy-5β-pregnanyl-(20α_F)-ester)；(10S)-3t-Hydroxy-10r.13c-dimethyl-17c-((S)-1-acetoxy-aethyl)-(5cH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren；20α_F-Acetoxy-5β-pregnanol-(3α)；20alpha-Acetoxy-5beta-pregnan-3alpha-ol；[(1S)-1-[(3R,5R,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] acetate
• CAS: 77790-40-0
• 化学式: C₂₃H₃₈O₃
• 分子量: 362.553
• InChiKey: GQXZPRCPDHVBKD-KWTODDMMSA-N

物化性质

• 沸点：
  448.2±18.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)
• 溶解度：
  溶于DCM、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  pregnanediol 20-monoacetate 在 chromium(VI) oxide 、 氢溴酸 、 溶剂黄146 、 铂 作用下， 生成 acetic acid-(3β-hydroxy-5β-pregnanyl-(20α_F)-ester)
  参考文献：
  名称：

  Sterols. XXII. The Pregnandiols and Pregnanolones

  摘要：

  DOI：

  10.1021/ja01290a057
• 作为产物：
  描述：

  [(1S)-1-[(3R,5R,8R,9S,10S,13S,14S,17S)-3-乙酰氧基-10,13-二甲基-2,3,4,5,6,7,8,9,11,12,14,15,16,17-十四氢-1H-环戊并[a]菲-17-基]乙基]乙酸酯 在 甲醇 、 氢氧化钾 作用下， 生成 pregnanediol 20-monoacetate
  参考文献：
  名称：

  Structure of selenium and tellurium clusters in cavities of NaX zeolite

  摘要：

  研究人员研究了将 Se 原子和 Te 原子从其蒸气中纳入结构的 NaX 沸石晶体的结构。研究表明，硒原子在结构框架的立方八面体空腔中形成了六元环和四元环形状的簇。单个 Se2 分子位于大空腔中，而 Te 原子则形成位于立方八面体中的四元环。大空腔由两个交替构型的 Te 原子占据，它们组成了一个由 16 个链节组成的链或一个八元环。

  DOI：

  10.1134/1.171130

文献信息

• Isolation and structural elucidation of the degradation products of pregnanediol disulfate obtained by hot acid hydrolysis (Clinical analysis on steroids. XXI).
  作者：ITSUO YOSHIZAWA、RYOKO OHUCHI、KYOKO NAGATA、SHINJI ITOH、NORIO KAWAHARA

  DOI：10.1248/cpb.30.2474

  日期：——

  Besides the main products, 17α-ethyl-17β-methyl-18-nor-5β-androst-13-en-3α-ol (7a), 17α-methyl-D-homo-5β-androstane-3α, 17aβ-diol (8), and 17α-methyl-17aβ-chloro-D-homo-5β-androstan-3α-ol (9), other minor degradation products of pregnanediol 3, 20-disulfate (2) were obtained under reflux in 3 N hydrochloric acid, and were structurally identified by comparison with synthetic specimens. The steroidal mono olefins isolated were 5β-pregn-3-en-20α-ol (10a), 5β-pregn-2-en-20α-ol (11a), 5β-pregn-20-en-3α-ol (12a), and 5β-pregn-17 (20)-en-3α-ol (13a). The Z-isomer of 13a, 5β-pregn-17 (20)-en-3α-ol (14a), was detected by gas chromatography and identified by gas chromatography-mass spectrometric comparison with synthetic compound. Steroidal dienes were obtained as a mixture of Δ2-and Δ3-compounds having partial D-ring structures corresponding to 7a, 12a, and 13a. Although it was a minor product, 5β-pregnane-3α, 20β-diol (16) was also obtained, and its isolation suggests the formation of a C20-carbonium ion in the course of the hydrolysis. The yield of intact steroid, pregnanediol (1), was only 18.4% of the total products obtained.

  除了主要产品17α-乙基-17β-甲基-18-去氢-5β-雄甾-13-烯-3α-醇（7a）、17α-甲基-D-同雄甾-5β-醇（8）和17α-甲基-17β-氯-D-同雄甾-5β-醇（9），在3 N盐酸回流条件下还获得了孕醇-3,20-二硫酸酯（2）的其他少量降解产物，并通过与合成样品的比较对其结构进行了鉴定。分离得到的类固醇单烯包括5β-孕-3-烯-20α-醇（10a）、5β-孕-2-烯-20α-醇（11a）、5β-孕-20-烯-3α-醇（12a）和5β-孕-17（20）-烯-3α-醇（13a）。以气相色谱法检测到的13a的Z异构体为5β-孕-17（20）-烯-3α-醇（14a），并通过与合成化合物的气相色谱-质谱比较进行了鉴定。分离的类固醇二烯作为混合物包括具有部分D环结构的Δ2和Δ3化合物，对应于7a、12a和13a。虽然它是一个少量产物，5β-孕烷-3α、20β-二醇（16）也被获得，其分离表明在水解过程中形成了C20碳正离子。完整类固醇孕醇（1）的产率仅为获得的总产品的18.4%。
• US2160719
  申请人：——

  公开号：——

  公开（公告）日：——
• Pregnandiols and method of obtaining them
  申请人：PARKE DAVIS & CO

  公开号：US02250962A1

  公开（公告）日：1941-07-29
• DE734434
  申请人：——

  公开号：——

  公开（公告）日：——
• Preschoolers' Inhibition in Their Home: Relation to Temperament
  作者：Anja Ullrich、Marjorie Carroll、Joyce Prigot、Jeffrey Fagen

  DOI：10.1080/00221320209598688

  日期：2002.9

  Researchers assessed 58 preschoolers' reactions to an unfamiliar person and unfamiliar objects in their familiar home environment. Children participated in a 30-min procedure designed to elicit behavioral inhibition, including (a) a free-play period with a stranger present, (b) a structured interaction with the stranger, and (c) uncertainty-eliciting tasks, Behaviors representing the child's reactions toward the mother, stranger, and novel objects were coded, Mothers completed a temperament scale. Preschoolers exhibited behaviors indicative of inhibition toward unfamiliar social and nonsocial stimuli; behaviors remained stable across increasingly intrusive episodes. The approach/withdrawal component of temperament was related to behavioral inhibition. Individual differences in mood did not appear to be related to differences in inhibition. Parent reported temperament was related to researcher-observed behaviors.