(1R)-1-[(3R,4aS,5S,6aS,10aS,10bR)-十二氢-5-羟基-3,4a,7,7,10a-五甲基-1H-萘并[2,1-b]吡喃-3-基]-1,2-乙二醇 | 52591-03-4

• 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: (1R)-1-[(3R,4aS,5S,6aS,10aS,10bR)-十二氢-5-羟基-3,4a,7,7,10a-五甲基-1H-萘并[2,1-b]吡喃-3-基]-1,2-乙二醇
• 中文别名: (1R)-1-[(3R,4aS,5S,6aS,10aS,10bR)-5-羟基-3,4a,7,7,10a-五甲基十二氢-1H-苯并[f]色烯-3-基]乙烷-1,2-二醇
• 英文名称: Borjatriol
• 英文别名: (1R)-1-[(3R,4aS,5S,6aS,10aS,10bR)-5-hydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]ethane-1,2-diol
• CAS: 52591-03-4
• 化学式: C₂₀H₃₆O₄
• 分子量: 340.503
• InChiKey: YWTBYYFVZRIQQE-OCDWHGDGSA-N

物化性质

• LogP：
  3.276 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Δ⁸⁽¹⁴⁾-podocarpen-13-one 在 chromium(VI) oxide 、 叔丁基过氧化氢 、 sodium hydroxide 、 sodium tetrahydroborate 、 sodium hydrogen sulfate 、 copper(l) iodide 、 四氧化锇 、 bis(acetylacetonate)oxovanadium 、 camphor-10-sulfonic acid 、 双氧水 、 silica gel 、 二异丁基氢化铝 、 对甲苯磺酰肼 作用下， 以 吡啶 、 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 环己烷 、 苯 为溶剂， 反应 210.0h， 生成 (1R)-1-[(3R,4aS,5S,6aS,10aS,10bR)-十二氢-5-羟基-3,4a,7,7,10a-五甲基-1H-萘并[2,1-b]吡喃-3-基]-1,2-乙二醇
  参考文献：
  名称：

  Synthesis of (-)-borjatriol

  摘要：

  The enantioselective synthesis of (-)-borjatriol ((14R)-8,13-epoxylabdane-7-beta,14,15-triol (1)) from (+)-podocarp-8(14)-en-13-one (2) is described using as a key step the regioselective intramolecular epoxide ring opening of 13.

  DOI：

  10.1021/jo00027a013

文献信息

• Topical formulations and methods of use
  申请人：Morariu Marius

  公开号：US20060216251A1

  公开（公告）日：2006-09-28

  A topical composition comprising a lipoic acid, a carnitine, and a carnosine in a suitable vehicle for topical application and a method for treating skin is provided. The present compositions are useful in improving the appearance of aged skin characterized by wrinkles and loss of elasticity. Preferred components include R-lipoic acid or R-dihydrolipoic acid, acetyl-1-carnitine, and 1-carnosine.

  本发明提供了一种外用组合物，该组合物包含硫辛酸、肉毒碱和肉毒碱，并以适合外用的载体形式存在，还提供了一种治疗皮肤的方法。本组合物有助于改善以皱纹和失去弹性为特征的老化皮肤的外观。优选成分包括 R-硫辛酸或 R-二氢硫辛酸、乙酰基-1-肉碱和 1-肉碱。
• Methods of Treating Skin
  申请人：Morariu Marius

  公开号：US20100272790A1

  公开（公告）日：2010-10-28

  A topical composition comprising a lipoic acid, a carnitine, and a carnosine in a suitable vehicle for topical application and a method for treating skin is provided. The present compositions are useful in improving the appearance of aged skin characterized by wrinkles and loss of elasticity. Preferred components include R-lipoic acid or R-dihydrolipoic acid, acetyl-l-carnitine, and l-carnosine.
• METHODS OF TREATING SKIN
  申请人：Tracie Martyn International, Inc.

  公开号：US20140155961A1

  公开（公告）日：2014-06-05

  A topical composition comprising a lipoic acid, a carnitine, and a carnosine in a suitable vehicle for topical application and a method for treating skin is provided. The present compositions are useful in improving the appearance of aged skin characterized by wrinkles and loss of elasticity. Preferred components include R-lipoic acid or R-dihydrolipoic acid, acetyl-l-carnitine, and l-carnosine.
• US7776915B2
  申请人：——

  公开号：US7776915B2

  公开（公告）日：2010-08-17
• Synthesis of (-)-borjatriol
  作者：Antonio Abad、Consuelo Agullo、Manuel Arno、Ana C. Cunat、Ramon J. Zaragoza

  DOI：10.1021/jo00027a013

  日期：1992.1

  The enantioselective synthesis of (-)-borjatriol ((14R)-8,13-epoxylabdane-7-beta,14,15-triol (1)) from (+)-podocarp-8(14)-en-13-one (2) is described using as a key step the regioselective intramolecular epoxide ring opening of 13.