5α-androst-16-en-3-one | 52225-35-1

• 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-androst-16-en-3-one
• 英文别名: 5β-androst-16-en-3-one；androstenone；5β-androsten-(16)-one-(3)；5β-Androsten-(16)-on-(3)；5b-Androsta-16-ene-3-one；(5R,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: 52225-35-1
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: HFVMLYAGWXSTQI-PFFQMSPKSA-N

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

反应信息

• 作为反应物：
  描述：

  5α-androst-16-en-3-one 在 palladium-barium carbonate 、 乙醇 作用下， 生成 5beta-Androstan-3-one
  参考文献：
  名称：

  类固醇和性激素。（第113部分）。类固醇的组成与气味关系的研究

  摘要：

  DOI：

  10.1002/hlca.660280185
• 作为产物：
  描述：

  17α-benzoyloxy-5β-androstanone-(3) 生成 5α-androst-16-en-3-one
  参考文献：
  名称：

  类固醇和性激素。（第113部分）。类固醇的组成与气味关系的研究

  摘要：

  DOI：

  10.1002/hlca.660280185

文献信息

• Method for preparing and using water-based steroid pheromone compositions
  申请人：Avelino Norman

  公开号：US20060252738A1

  公开（公告）日：2006-11-09

  This invention relates to methods of formulating steroid pheromones as novel stable emulsions. These emulsions can be used for administration of the steroid pheromones to living organisms such as humans or pigs in place of current organic solvent or pressurized aerosol formulations that present hazards in both shipping and application. Uses relating to pigs are in stimulation of sexual maturation, diagnosis of the onset and timing of oestrus in female pigs, and inducing boars to accept dummy sows. The water-based emulsions can include 5α-androst-16-en-3-one and 3α-hydroxy-5α-androst-16-ene for administration to pigs. The use of water-based emulsions eliminates the need for formulation of the steroid pheromones in organic solvents, delivery of these pheromones as pressurized aerosols, and following the precautions required to reduce hazards during shipping and handling. The water-based emulsions allow for treatment of living organisms where a liquid organic solvent formulation or aerosol of the pheromones might be harmful to the organism or a substrate.

  本发明涉及将类固醇信息素配制成新型稳定乳剂的方法。这些乳剂可用于向人或猪等生物体施用类固醇信息素，以取代目前在运输和施用过程中都存在危险的有机溶剂或加压气溶胶制剂。与猪有关的用途包括刺激性成熟、诊断母猪发情的开始和时间，以及诱导公猪接受假母猪。水基乳剂可包括 5α 雄-16-烯-3-酮和 3α-羟基-5α-雄-16-烯，用于给猪用药。使用水基乳剂无需在有机溶剂中配制类固醇信息素，也无需将这些信息素作为加压气溶胶投递，更无需在运输和处理过程中采取减少危害的预防措施。在液态有机溶剂配方或信息素气溶胶可能对生物体或基质有害的情况下，水基乳剂可用于处理生物体。
• Cristofoli, Walter A.; Benn, Michael, Journal of the Chemical Society. Perkin transactions I, 1991, # 8, p. 1825 - 1831
  作者：Cristofoli, Walter A.、Benn, Michael

  DOI：——

  日期：——
• METHOD FOR PREPARING AND USING WATER-BASED STEROID PHEROMONE COMPOSITIONS
  申请人：Phero Tech Inc.

  公开号：EP1881836A1

  公开（公告）日：2008-01-30
• BED BUG ATTRACTANTS AND METHODS FOR TRAPPING BED BUGS
  申请人：Banfield Michael Gilbert

  公开号：US20120285076A1

  公开（公告）日：2012-11-15

  The present invention relates to compositions and methods for attracting bed bugs with novel attractants and new and improved methods to enable their use to attract, monitor or trap bed bugs for surveying, monitoring, mitigation and management purposes. Known mammal pheromones were discovered to be useful as bed bug kairomone attractants. A method of delivering non-volatile attractants by using the attractive heat source to heat and volatilize the attractants was discovered to be the optimal method to disseminate the kairomones. A new method of generating low levels of carbon dioxide is disclosed, and the combination of kairomones, carbon dioxide and heat is shown to attract bed bugs.
• [EN] METHOD FOR PREPARING AND USING WATER-BASED STEROID PHEROMONE COMPOSITIONS<br/>[FR] PROCÉDÉ SERVANT À PRÉPARER ET À UTILISER DES COMPOSITIONS DE PHÉROMONES STÉROÏDES À BASE D'EAU
  申请人：PHERO TECH INC

  公开号：WO2006119604A1

  公开（公告）日：2006-11-16

  [EN] This invention relates to methods of formulating steroid pheromones as novel stable emulsions. These emulsions can be used for administration of the steroid pheromones to living organisms such as humans or pigs in place of current organic solvent or pressurized aerosol formulations that present hazards in both shipping and application. Uses relating to pigs are in stimulation of sexual maturation, diagnosis of the onset and timing of oestrus in female pigs, and inducing boars to accept dummy sows. The water-based emulsions can include 5 -androst-16-en-3-one and 3 -hydroxy-5a-androst-16-ene for administration to pigs. The use of water-based emulsions eliminates the need for formulation of the steroid pheromones in organic solvents, delivery of these pheromones as pressurized aerosols, and following the precautions required to reduce hazards during shipping and handling. The water-based emulsions allow for treatment of living organisms where a liquid organic solvent formulation or aerosol of the pheromones might be harmful to the organism or a substrate.
  [FR] Cette invention concerne des procédés de formulation de phéromones stéroïdes sous forme de nouvelles émulsions stables. Ces émulsions peuvent être utilisées pour l'administration de phéromones stéroïdes à des organismes vivants tels que des êtres humains ou des porcs à la place des formulations dans un solvant organique ou en aérosol sous pression actuelles qui présentent des risques à la fois lors du transport et lors de l'application. Les utilisations concernant les porcs comprennent la stimulation de la maturation sexuelle, le diagnostic du début et de la date de l'oestrus chez des femelles de porcs et l'induction de l'acceptation de truies factices par des sangliers. Les émulsions à base d'eau peuvent comprendre du 5-androst-16-én-3-one et du 3-hydroxy-5a-androst-16-ène pour administration à des porcs. L'utilisation des émulsions à base d'eau élimine la nécessité de réaliser des formulations des phéromones stéroïdes dans des solvants organiques, d'administrer ces phéromones sous forme d'aérosols sous pression et de suivre les précautions requises pour réduire les risques au cours du transport et de la manipulation. Les émulsions à base d'eau permettent le traitement d'organismes vivants dans les cas où une formulation liquide dans un solvant organique ou un aérosol des phéromones pourraient être nocifs pour l'organisme ou un substrat.