androst-5-en-16-one | 81694-69-1

• 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: androst-5-en-16-one
• 英文别名: (8S,9S,10R,13R,14S)-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• CAS: 81694-69-1
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: IEUIUMLODMQJQY-SPOLIRPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 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：

  androst-5-en-16-one 在 氢化钾 作用下， 以 四氢呋喃 、 氨 为溶剂， 反应 0.25h， 生成 (8S,9S,10R,13R,14S,16S)-10,13-Dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-ol 、 (8S,9S,10R,13R,14S,16R)-10,13-Dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-ol
  参考文献：
  名称：

  环烷烃aikali金属还原的立体化学及其机理

  摘要：

  对甾体16-酮的研究表明，尽管乙醇中碱金属还原环烷酮的立体化学与相应的酮基离子对的FMO图片有关，但无水氨中K还原可烯化酮的水平受所连接的空间因素控制带有二价阴离子从α到酮的质子抽象。

  DOI：

  10.1016/s0040-4039(01)82085-2

文献信息

• [EN] COMPOUNDS REDUCING MALODOUR PERCEPTION AND THE USE THEREOF<br/>[FR] COMPOSÉS RÉDUISANT LA PERCEPTION DES MAUVAISES ODEURS ET LEUR UTILISATION
  申请人：CHEMCOM SA

  公开号：WO2018138369A1

  公开（公告）日：2018-08-02

  The present invention relates to new malodour-counteracting agents of formula (I) or stereoisomers thereof, particularly useful in blocking the olfactory perception of androstenone, Formula (I), wherein R1, R2, R3,R4, R5, R6, R7 and X have the same meaning as that defined in the claims. The present invention also relates to consumer products comprising said agents. The present invention also relates to the use of said agents to suppress or attenuate undesirable odour, as well as to methods to suppress or attenuate undesirable odour employing said compounds.

  本发明涉及公式(I)或其立体异构体的新型恶臭对抗剂，特别适用于阻断雄烯酮的嗅觉感知，公式(I)中，R1、R2、R3、R4、R5、R6、R7和X的含义与索赔中定义的相同。本发明还涉及包含所述对抗剂的消费产品。本发明还涉及使用所述对抗剂来抑制或减弱不良气味，以及使用这些化合物来抑制或减弱不良气味的方法。
• Compounds reducing malodour perception and the use thereof
  申请人：CHEMCOM S.A.

  公开号：US11382848B2

  公开（公告）日：2022-07-12

  The present invention relates to new malodour-counteracting agents of formula (I) or stereoisomers thereof, particularly useful in blocking the olfactory perception of androstenone, Formula (I), wherein R1, R2, R3, R4, R5, R6, R7 and X have the same meaning as that defined in the claims. The present invention also relates to consumer products comprising said agents. The present invention also relates to the use of said agents to suppress or attenuate undesirable odour, as well as to methods to suppress or attenuate undesirable odour employing said compounds.

  本发明涉及式(I)或其立体异构体的新型恶臭抗衡剂，特别适用于阻断雄烯酮的嗅觉感知，式(I)，其中 R1、R2、R3、R4、R5、R6、R7 和 X 与权利要求书中定义的含义相同。本发明还涉及包含上述制剂的消费品。本发明还涉及使用所述制剂抑制或减弱不良气味，以及使用所述化合物抑制或减弱不良气味的方法。
• COMPOUNDS REDUCING MALODOUR PERCEPTION AND THE USE THEREOF
  申请人：ChemCom S.A.

  公开号：EP3573944B1

  公开（公告）日：2022-03-02
• Modified delta5-androstenes having improved bioavailability
  申请人：——

  公开号：US20040248861A1

  公开（公告）日：2004-12-09

  The hormone 7-keto-dehydroepiandrosterone (7-keto-dehydroepiandrosterone; &Dgr;5-androstene 3&bgr;-hydroxy, 17-one; referenced as “7-keto-DHEA”) is modified at the 3 rd carbon, the 17 th carbon, or at both 3 rd carbon and the 17 th carbons with one or more of the following: tetrahydropyranyl (both mono and di-ethers), 1-methoxycyclopentane (both mono and di-ethers), cyclopent-1′-enyl (both mono and di-ethers), or combinations thereof. This modification improves oral bioavailability and plasma half-life in humans and mammals.