厄比内酯B | 76808-15-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 厄比内酯B
• 中文别名: 2-乙基-3,11-二羟基-4,6,8,10,12-五甲基-9-氧-6-十四碳烯酸-1,3-内酯
• 英文名称: Ebelactone B
• 英文别名: (3S,4S)-3-ethyl-4-[(E,2S,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one
• CAS: 76808-15-6
• 化学式: C₂₁H₃₆O₄
• 分子量: 352.514
• InChiKey: UNBMQQNYLCPCHS-VYNDPHDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• RTECS号：
  RQ7720000

反应信息

• 作为产物：
  描述：

  (3S,4S)-3-ethyl-4-((2S,6R,8S,9R,10R,E)-9-(4-methoxybenzyloxy)-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl)oxetan-2-one 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 以92%的产率得到厄比内酯B
  参考文献：
  名称：

  A synthesis of (−)-ebelactones A and B

  摘要：

  A synthesis of the beta-lactone esterase inhibitors (-)-ebelactones A and B is described. The synthesis features the use of a Hoppe homoaldol reaction and a Cu(I)-mediated 1,2-metallate rearrangement of a metallated enol carbamate as key fragment linkage reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.072

文献信息

• Method and composition for reducing sebum secretion in mammals
  申请人：——

  公开号：US20030054020A1

  公开（公告）日：2003-03-20

  This invention relates to reducing sebum production on the skin using methods and compositions containing a surfactant, a chylomicron disrupter, a skin penetration enhancer, and an anti-androgenic compound. In a preferred embodiment, the composition contains the surfactant as a mixture of polyoxyethylene compounds and the anti-androgenic agent as a mixture of saw palmetto extract and nettle extract.

  本发明涉及使用含有表面活性剂、乳糜微粒干扰物、皮肤渗透促进剂和抗雄激素化合物的方法和组合物减少皮肤皮脂分泌。在一个优选的实施方案中，组合物中的表面活性剂是聚氧乙烯化合物的混合物，抗雄激素剂是锯棕榈提取物和荨麻提取物的混合物。
• Disposable absorbent article having a skin care composition containing an enzyme inhibitor
  申请人：The Procter & Gamble Company

  公开号：US20030139711A1

  公开（公告）日：2003-07-24

  An absorbent article, at least a portion of which comprises a skin care composition that comprises an enzyme inhibitor and is at least partially transferred from the article to the skin of a wearer of the article as a result of normal contact, wearer motion and/or body heat. The enzyme inhibitor is transferred to the skin with the skin care composition and is available at the skin/urine and skin/feces interfaces to inhibit enzymatic activity on the skin and to reduce or prevent the occurrence of inflammation. Repeated application of similar treated articles to the wearer's skin provides an available source with which the enzyme inhibitor transfers onto the skin continuously over time and accumulates to provide a proactive defense against harmful enzymes for the treatment and/or prevention of diaper dermatitis.

  一种吸水性物品，其中至少有一部分包含一种护肤组合物，该组合物包含一种酶抑制剂，并且至少有一部分由于正常接触、穿戴者的运动和/或体热而从物品转移到物品穿戴者的皮肤上。酶抑制剂随护肤组合物转移到皮肤上，可在皮肤/尿液和皮肤/粪便界面上抑制皮肤上的酶活性，减少或防止炎症的发生。在穿戴者的皮肤上反复使用类似的处理过的物品提供了一个可用源，随着时间的推移，酶抑制剂会不断转移到皮肤上并积累起来，为治疗和/或预防尿布皮炎提供对有害酶的主动防御。
• Material for odor control
  申请人：Dutkiewicz K. Jacek

  公开号：US20060029567A1

  公开（公告）日：2006-02-09

  The present invention is directed to materials containing an enzyme inhibitor, including treated fibers, nonwovens, functional particles and processes for making these materials. These materials are useful in reducing or delaying onset of odor generation from various waste materials including human and animal elimination products.

  本发明涉及含有酶抑制剂的材料，包括经过处理的纤维、无纺布、功能性微粒以及制造这些材料的工艺。这些材料可用于减少或延缓包括人类和动物排泄物在内的各种废物产生臭味。
• Total Synthesis of (-)-Ebelactone A and B
  作者：Ian Paterson、Alison N. Hulme

  DOI：10.1021/jo00116a010

  日期：1995.6

  The beta-lactone enzyme inhibitors (-)-ebelactone A (1) and (-)-ebelactone B (2) have been prepared in 12 steps from diethyl ketone (4 and 3% overall yield, respectively). The synthetic strategy adopted for the ebelactones demonstrates the use of reagent- and substrate-derived stereocontrol and requires the minimal use of protecting groups. The stereocenters at C-2, C-3, C-8, C-10, and C-11 were constructed using boron aldol methodology. An asymmetric syn, aldol addition of diethyl ketone to 2-ethyl/acrolein gave adduct 8 in 86% ee, followed by a diastereoselective syn aldol reaction to give 11. Subsequently, an Ireland-Claisen rearrangement was used to relay 1,2-syn into 1,5-syn relative stereochemistry, as in 12 --> 14. In the anti aldol construction of the C-2-C-3 bond, the use of either a propionate or butyrate thioester enolate allowed for a divergent approach from aldehyde 17 to both (-)-ebelactone A and B. Several novel analogues of ebelactone A and B were also prepared with inverted stereochemistry at C-2, C-3, or C-12.
• ABSORBENT ARTICLE WITH SKIN CARE COMPOSITION
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1178846B1

  公开（公告）日：2009-09-02