(5α)-pregnan-3-one | 14778-11-1

• 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: (5α)-pregnan-3-one
• 英文别名: 5α-Pregnan-3-on；5alpha-pregnan-3-one；Pregnan-3-one, (5alpha)-；(5S,8S,9S,10S,13R,14S,17S)-17-ethyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
• CAS: 14778-11-1
• 化学式: C₂₁H₃₄O
• 分子量: 302.5
• InChiKey: JMAPHBFIBIHSIT-PMJYHDSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (5α)-pregnan-3-one 在 三氟乙酸 、 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 17.0h， 以91%的产率得到5α-pregn-1-en-3-one
  参考文献：
  名称：

  Regioselective dehydrogenation of 3-keto-steroids to form conjugated enones using o-iodoxybenzoic acid and trifluoroacetic acid catalysis

  摘要：

  Mild and regioselective conversion of 3-keto-5 alpha- and 3-keto-5 beta-steroids (trans A/B- and cis A/B-ring juncture, respectively) to the corresponding enones (Delta(1)- and Delta(4)-3-ketones) by treatment with oiodoxybenzoic acid (IBX) catalyzed by trifluoroacetic acid (TFA) in DMSO, is described. The IBX-mediated reaction involved dehydrogenation of the alpha- and beta-hydrogen atoms of the 3-ketones to give the enones regioselectively in good isolated yields without concomitant formation of related dienones and trienones. (C) 2013 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2013.11.007
• 作为产物：
  描述：

  5α-pregnan-3β-ol 在 chromium(VI) oxide 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 生成 (5α)-pregnan-3-one
  参考文献：
  名称：

  梨形肉球菌生物碱C

  摘要：

  摘要 早先从梨形肉球菌中分离的生物碱 C 已被证明是 3 a -甲氧基-20 a -二甲氨基-孕-5-烯。

  DOI：

  10.1016/s0031-9422(00)94070-6

文献信息

• Alkaloid C of Sarcococca pruniformis
  作者：J.M. Kohli、A. Zaman、A.R. Kidwai

  DOI：10.1016/s0031-9422(00)94070-6

  日期：1971.2

  Abstract Alkaloid C isolated earlier from Sarcococca pruniformis has been shown to be 3 a -methoxy-20 a -dimethylamino-pregn-5-ene.

  摘要 早先从梨形肉球菌中分离的生物碱 C 已被证明是 3 a -甲氧基-20 a -二甲氨基-孕-5-烯。
• Reactions photochimiques d'amines tertiaires et d'alcaloides—III
  作者：D. Herlem、Y. Hubert-Brierre、F. Khuong-Huu、R. Goutarel

  DOI：10.1016/0040-4020(73)80164-4

  日期：1973.1

  Photo-oxidation reactions, sensitized by methylene blue, of various tertiary amines and alkaloids have been studied. An immonium ion is postulated as an intermediate in the formation of secondary amines and of some cyclization and dimerization products.

  已经研究了由亚甲基蓝敏化的各种叔胺和生物碱的光氧化反应。假定铵离子是仲胺形成以及某些环化和二聚产物中的中间体。
• Facilitating Children's Understanding of Misinterpretation: Explanatory Efforts and Improvements in Perspective Taking
  作者：Bradford H. Pillow、Clay Mash、Samuel Aloian、Valerie Hill

  DOI：10.1080/00221320209598673

  日期：2002.6

  The authors investigated children's understanding of how mistaken beliefs can arise through misinterpretation of ambiguous information. Children (N = 91), aged 4 to 5 years, were given pre- and posttests on their ability to infer a puppet's interpretation of a restricted-view drawing after the puppet had been led to an erroneous expectation about the drawing's identity. Before the posttest, the children received either self-explanation training or other-explanation training in which they explained the source of their own or a puppet's misinterpretations of drawings; a control group received no training. The children who received training improved from pre- to posttest, and those who had practiced explaining misinterpretations by referring to previously viewed pictures or to features of a target picture showed the greatest improvement. These results indicate that learning to explain misinterpretations can help children recognize situations in which misinterpretations are likely to occur.
• Janot,M.-M. et al., Bulletin de la Societe Chimique de France, 1961, p. 2109 - 2113
  作者：Janot,M.-M. et al.

  DOI：——

  日期：——
• Über Steroide und Sexualhormone (58. Mitteilung) Umwandlung von 17-Äthinyl-androstendiol-(3,17) in Pregnadienol-(3)
  作者：L. Ruzicka、M. W. Goldberg、E. Hardegger

  DOI：10.1002/hlca.193902201165

  日期：——