雄烯酮 | 18339-16-7

• 物质功能分类: 有机原料 - 酮类化合物
• 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: 雄烯酮
• 中文别名: 男性酯酮
• 英文名称: 5α-androst-16-en-3-one
• 英文别名: 5alpha-Androstenone；[5,6,7-(2)H3]-5α-androst-16-en-3-one；androstenone；5α-Androst-16-en-3-on；5α-Androsten-(16)-on-(3)；5-α-androst-16-en-3-one；5alpha-Androst-16-en-3-one；(5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 18339-16-7
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: HFVMLYAGWXSTQI-QYXZOKGRSA-N

物化性质

• 熔点：
  140-145 °C(lit.)
• 沸点：
  371.6±42.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、甲醇（微溶、加热）
• LogP：
  5.568 (est)
• 物理描述：
  Solid
• 保留指数：
  2160

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 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

安全信息

• 储存条件：
  室温且干燥

反应信息

• 作为反应物：
  描述：

  雄烯酮 在 吡啶 、 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 5α-androst-16-en-3β-yl acetate
  参考文献：
  名称：

  Fajkos, Collection of Czechoslovak Chemical Communications, 1955, vol. 20, p. 312,331

  摘要：

  DOI：
• 作为产物：
  描述：

  雄诺龙 以 吡啶 、 甲苯 为溶剂， 反应 24.0h， 生成 雄烯酮
  参考文献：
  名称：

  类固醇感官过程的结构和构型依赖性†

  摘要：

  睾丸激素和19-去甲睾丸激素的结构修饰已导致合成了60多种雄甾烷和雌二醇衍生物，其感官评估已为释放“类固醇型”气味建立了分子参数。两种类别的含O化合物的气味感知都具有区域选择性1。C（3）处的渗透基团是最活跃和最特异的。C（2）处的功能在很大程度上伴随着原子缺陷，并且在特殊情况下，C（1）和C（4）处的含O取代基似乎会影响受体膜。

  DOI：

  10.1002/hlca.19830660121

文献信息

• INFANT FORMULA CONTAINING AN AROMA COMPOSITION FOR USE AS FRAGRANCE
  申请人：Büttner Andrea

  公开号：US20100129312A1

  公开（公告）日：2010-05-27

  The invention relates to a nutraceutical composition such as infant formula or infant food comprising a) a defined aroma composition; b) a methodology for developing, maintaining certain aroma constituents in the infant formula and an aroma or fragrance composition to be used to increase the acceptance of a person or an object by the baby or new born.

  这项发明涉及一种营养保健组合物，例如婴儿配方奶粉或婴儿食品，包括a) 一种明确定义的香气组合物；b) 一种用于开发、保持婴儿配方中某些香气成分的方法，以及一种用于增加婴儿或新生儿对个人或物体接受度的香气或芬芳组合物。
• Synthesis, x-ray structure and molecular mechanics studies of the boar taint steroid (5α -androst-16-en-3-one)
  作者：Philip J. Cox、Alan B. Turner

  DOI：10.1016/s0040-4020(01)82442-x

  日期：1984.1

  has been prepared from 5α-androstan-3β-ol-17-one in an overall yield of 34% by the vinyl iodide route. Accurate molecular dimensions have been determined by X-ray crystal structure analysis and by molecular mechanics calculations. There is significant twisting of the angular methyl groups in the molecule.

  由5α-雄烷-3β-ol-17-one制备的5α-Androst-16-en-3-one通过乙烯基碘化物路线的总产率为34％。通过X射线晶体结构分析和分子力学计算已经确定了准确的分子尺寸。分子中的甲基角明显扭曲。
• [EN] BENZONITRILE DERIVATIVES TO TREAT MUSCULOSKELETAL FRAILTY<br/>[FR] DERIVES DE BENZONITRILE DESTINES AU TRAITEMENT DE LA FRAGILITE MUSCULO-SQUELETTIQUE
  申请人：PFIZER PROD INC

  公开号：WO2005108351A1

  公开（公告）日：2005-11-17

  This invention relates to novel amino substituted benzonitrile derivatives and to pharmaceutical compositions containing the novel amino substituted benzonitrile derivatives. This invention also relates to methods of treatment using amino substituted benzonitrile derivatives to prevent and/or restore age-related decline in muscle mass and strength, treat a wasting disease, treat a condition that prevents with low bone mass, increase muscle mass, increase lean body mass, decrease fat body mass, and treat bone fracture and muscle damage in mammals, including humans.

  本发明涉及新型氨基取代苯甘脂衍生物以及含有该新型氨基取代苯甘脂衍生物的药物组合物。本发明还涉及使用氨基取代苯甘脂衍生物预防和/或恢复与年龄相关的肌肉量和力量下降的治疗方法，治疗消耗性疾病，治疗导致骨量减少的疾病，增加肌肉量，增加瘦体重，减少脂肪体重，并治疗哺乳动物，包括人类的骨折和肌肉损伤。
• [EN] NOVEL AROMA CHEMICALS HAVING A 1,2,2-TRIMETHYLCYCLOPENTAN-1-YL MOIETY<br/>[FR] NOUVEAUX ARÔMES CHIMIQUES PRÉSENTANT UNE FRACTION 1,2,2-TRIMÉTHYLCYCLOPENTAN-1-YLE
  申请人：BASF SE

  公开号：WO2016193133A1

  公开（公告）日：2016-12-08

  The present invention relates to novel compounds of general formulae (la), (lb) and (Ic) and to the stereoisomers thereof. The compounds are useful as a fragrance or as flavor as they have a sandalwood like scent. The invention also relates to a method for imparting or modifying a scent or a flavor to a composition by including said compounds into such composition, to a fragrance containing composition and/or a fragrance material containing said compound and to a process for preparing these compounds. X is C(R4)-OH or C=O; R1 is selected from the group consisting of hydrogen, C1-C4-alkyl, C2-C4- alkenyl and C3-C4-cycloalkyl, R2 is selected from the group consisting of hydrogen, C1-C4-alkyl, C2-C4- alkenyl and C3-C4-cycloalkyl, R3 is C1-C4-alkyl, R3a is selected from the group consisting of hydrogen and C1-C4-alkyl, R3b is hydrogen or together with R3a is CH2; R4 is selected from the group consisting of hydrogen and C1-C4-alkyl.

  本发明涉及一般式（Ia）、（Ib）和（Ic）的新化合物及其立体异构体。这些化合物可用作香精或调味剂，因为它们具有类似檀香的香味。该发明还涉及一种通过将这些化合物包含在组合物中来赋予或修改香味或口味的方法，涉及一种含有这些化合物的香精组合物和/或含有该化合物的香精材料，以及制备这些化合物的方法。X为C（R4）-OH或C=O；R1选自氢、C1-C4烷基、C2-C4烯基和C3-C4环烷基组成的群；R2选自氢、C1-C4烷基、C2-C4烯基和C3-C4环烷基组成的群；R3为C1-C4烷基，R3a选自氢和C1-C4烷基，R3b为氢或与R3a一起为CH2；R4选自氢和C1-C4烷基。
• [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。