(3aS,5aS,7S,8aS)-3,3a-dihydroxy-7-(1-hydroxy-1-methylethyl)-6,6-dimethyl-2-(3-methylbutyryl)-5a,6,7,8-tetrahydro-3aH,5H-cyclopenta[c]pentalene-1,4-dione | 1611526-14-7

• 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
• 英文名称: (3aS,5aS,7S,8aS)-3,3a-dihydroxy-7-(1-hydroxy-1-methylethyl)-6,6-dimethyl-2-(3-methylbutyryl)-5a,6,7,8-tetrahydro-3aH,5H-cyclopenta[c]pentalene-1,4-dione
• 英文别名: tricyclooxyisohumulone A
• CAS: 1611526-14-7
• 化学式: C₂₁H₃₀O₆
• 分子量: 378.466
• InChiKey: STOCQYJLLHLJHU-SPDQCEQOSA-N

反应信息

• 作为产物：
  描述：

  (6S)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one 以 正己烷 为溶剂， 反应 144.0h， 生成 (3aS,5aS,7S,8aS)-3,3a-dihydroxy-7-(1-hydroxy-1-methylethyl)-6,6-dimethyl-2-(3-methylbutyryl)-5a,6,7,8-tetrahydro-3aH,5H-cyclopenta[c]pentalene-1,4-dione 、 (3aS,5aS,7R,8aS)-3,3a-dihydroxy-7-(1-hydroxy-1-methylethyl)-6,6-dimethyl-2-(3-methylbutyryl)-5a,6,7,8-tetrahydro-3aH,5H-cyclopenta[c]-pentalene-1,4-dione 、 (3aS,5aS,7S,8aS)-3,3a-dihydroxy-7-(1-hydroperoxy-1-methylethyl)-6,6-dimethyl-2-(3-methylbutyryl)-5a,6,7,8-tetrahydro-3aH,5H-cyclopenta[c]pentalene-1,4-dione 、 (3aS,5aS,8aS)-3,3a-dihydroxy-6,6-dimethyl-2-(3-methylbutyryl)-5a,6,7,8-tetrahydro-3aH,5H-cyclopenta[c]pentalene-1,4-dione 、 hemiacetal of 7,8-dihydroxy-4,4-dimethyl-9-(3-methylbutyryl)-3β-(1-hydroperoxy-1-methylethyl)-5α-H-tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione
  参考文献：
  名称：

  Structural Elucidation of Humulone Autoxidation Products and Analysis of Their Occurrence in Stored Hops

  摘要：

  The transformation of α-acids [in hops (Humulus lupulus L.)] to iso-α-acids (in beer) during the brewing process is well known, but the occurrence and structure of the oxidized α-acids during hop storage are not well documented. Because an understanding of these oxidized compounds is essential to optimize the effects of oxidized hops on the quality of beer, we investigated the autoxidation products of humulone (a representative congener of α-acids) using a simplified autoxidation model. Among the oxidation products, tricyclooxyisohumulones A (1) and B (2), tricycloperoxyisohumulone A (3), deisopropyltricycloisohumulone (4), and the hemiacetal 5 of tricycloperoxyhumulone A (5') were isolated, and their structures were elucidated for the first time. The occurrence of compounds 1-4 in stored hops was verified using LC/MS/MS analysis. We also monitored the levels of compounds 1-4 during hop storage using LC/MS/MS analysis.

  DOI：

  10.1021/np4008427

文献信息

• COMPOSITION FOR IMPROVING RECOGNITION FUNCTIONS
  申请人：KIRIN KABUSHIKI KAISHA

  公开号：US20190117715A1

  公开（公告）日：2019-04-25

  An object of the present invention is to provide a composition that is effective in maintenance, enhancement, improvement, etc. of a cognitive function. The present invention provides a composition comprising a hop oxidation-reaction product for maintaining, enhancing, and/or improving a cognitive function. The cognitive functions include memory function and attention or concentration function.
• COMPOSITION FOR REDUCING DETERIORATION OF MENTAL FUNCTION
  申请人：KIRIN HOLDINGS KABUSHIKI KAISHA

  公开号：US20210060107A1

  公开（公告）日：2021-03-04

  An object of the present invention is to provide a novel composition that is, for example, effective in suppression of deterioration of mental function. The present invention provides a composition for use in suppressing deterioration of mental function, comprising a hop oxidation-reaction product. Conditions of deterioration of mental function include conditions selected from the group consisting of depression-related conditions and anxiety-related conditions. The composition of the present invention can be provided in the form of a food composition, and be ingested by subjects with deterioration of mental function or with a risk of deterioration of mental function. The S-fraction can be used as the hop oxidation-reaction product.