3-methyl-3-sulfanylbutyl decanoate | 943221-49-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-methyl-3-sulfanylbutyl decanoate
• 英文别名: 3-mercapto-3-methylbutyl decanoate；(3-methyl-3-sulfanylbutyl) decanoate
• CAS: 943221-49-6
• 化学式: C₁₅H₃₀O₂S
• 分子量: 274.468
• InChiKey: OYXFZHVGAWREDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-巯基-3-甲基-1-丁醇 、 癸酰氯 以 二氯甲烷 为溶剂， 反应 18.0h， 以89.4%的产率得到3-methyl-3-sulfanylbutyl decanoate
  参考文献：
  名称：

  Volatile Organic Sulfur-Containing Constituents in Poncirus trifoliata (L.) Raf. (Rutaceae)

  摘要：

  During our screening of plant materials to find new natural fragrance and flavor ingredients, we discovered two series of 3-sulfanylalkyl alkanoates in a peel extract of fruits of wild-growing Poncirus trifoliata (L.) Raf. (Rutaceae), a species closely related to Citrus. The two series belong to alkanoates of 3-methyl-3-sulfanylbutan-1-ol and 3-sulfanylhexan-1-ol, respectively, and thus are members of a family of natural molecules having in common a 1,3-positioned O,S moiety. The alkanoate residues comprise all even-numbered saturated fatty acids from C2 (acetate) to C18 (octadecanoate). Among the 20 sulfur-containing compounds identified, 14 are described for the first time as naturally occurring in a botanical species. Several cysteine-S-conjugates were synthesized as hypothetical precursors of the new volatile sulfur-containing constituents, where after S-(3-hydroxy-1,1-dimethylpropyl)-L-cysteine, S-[3-(acetyloxy)-1,1-dimethylpropyl]-L-cysteine, and S-[1-(2-hydroxyethyl)butyl]-L-cysteine were identified in the fruit peel. No cysteine-S-conjugates were detected in the fruit juice.

  DOI：

  10.1021/jf063453h

文献信息

• WO2008/96282
  申请人：——

  公开号：——

  公开（公告）日：——
• Chemosensory Receptor Ligand-Based Therapies
  申请人：Brown Martin R.

  公开号：US20130303466A1

  公开（公告）日：2013-11-14

  Provided herein are methods for treating conditions associated with a chemosensory receptor, including diabetes, obesity, and other metabolic diseases, disorders or conditions by administering a composition comprising a chemosensory receptor ligand. Also provided herein are chemosensory receptor ligand compositions and methods for the preparation thereof for use in the methods of the present invention.
• [EN] TERTIARY THIOL AS FLAVOR INGREDIENT<br/>[FR] THIOL TERTIAIRE EN TANT QUE COMPOSANT AROMATISANT
  申请人：FIRMENICH & CIE

  公开号：WO2008096282A1

  公开（公告）日：2008-08-14

  [EN] The present invention concerns 3-mercapto-3-methylbutyl decanoate which is a useful flavoring ingredient, in particular to confer savory and/or caramelic, coffee related type notes.
  [FR] La présente invention concerne le décanoate de 3-mercapto-3-méthylbutyle qui est un composant aromatisant utile, en particulier pour conférer une saveur et/ou des notes caramélisées de type associé au café.
• [EN] CHEMOSENSORY RECEPTOR LIGAND-BASED THERAPIES<br/>[FR] THÉRAPIES À BASE DE LIGAND DE RÉCEPTEUR CHIMIOSENSIBLE
  申请人：ELCELYX THERAPEUTICS INC

  公开号：WO2012054527A2

  公开（公告）日：2012-04-26

  Provided herein are methods for treating conditions associated with a chemosensory receptor, including diabetes, obesity, and other metabolic diseases, disorders or conditions by administering a composition comprising a chemosensory receptor ligand. Also provided herein are chemosensory receptor ligand compositions and methods for the preparation thereof for use in the methods of the present invention.
• Volatile Organic Sulfur-Containing Constituents in <i>Poncirus trifoliata</i> (L.) Raf. (Rutaceae)
  作者：Christian Starkenmann、Yvan Niclass、Sina Escher

  DOI：10.1021/jf063453h

  日期：2007.5.1

  During our screening of plant materials to find new natural fragrance and flavor ingredients, we discovered two series of 3-sulfanylalkyl alkanoates in a peel extract of fruits of wild-growing Poncirus trifoliata (L.) Raf. (Rutaceae), a species closely related to Citrus. The two series belong to alkanoates of 3-methyl-3-sulfanylbutan-1-ol and 3-sulfanylhexan-1-ol, respectively, and thus are members of a family of natural molecules having in common a 1,3-positioned O,S moiety. The alkanoate residues comprise all even-numbered saturated fatty acids from C2 (acetate) to C18 (octadecanoate). Among the 20 sulfur-containing compounds identified, 14 are described for the first time as naturally occurring in a botanical species. Several cysteine-S-conjugates were synthesized as hypothetical precursors of the new volatile sulfur-containing constituents, where after S-(3-hydroxy-1,1-dimethylpropyl)-L-cysteine, S-[3-(acetyloxy)-1,1-dimethylpropyl]-L-cysteine, and S-[1-(2-hydroxyethyl)butyl]-L-cysteine were identified in the fruit peel. No cysteine-S-conjugates were detected in the fruit juice.