(E)-4-(r-1',t-2',c-4'-trihydroxy-2',6',6'-trimethylcyclohexyl)but-3-em-2-one

• 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: (E)-4-(r-1',t-2',c-4'-trihydroxy-2',6',6'-trimethylcyclohexyl)but-3-em-2-one
• 英文别名: E-4-(1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)but-3-en-2-one；(3E)-4-((4S,2R,1R)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one；(E)-4-(r-1′,t-2′,c-4′-trihydroxy-2′,6′,6′-trimethylcyclohexyl)but-3-en-2-one；(3S,5R,6R,7E)-3,5,6-trihydroxy-7-megastigmen-9-one；(3S,5R,6R,7E)-3,5,6-trihydroxy-7-ene-9-oxomegastigmane；(E)-4-[(1R,2R,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl]but-3-en-2-one
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: QASOACWKTAXFSE-FSEPPJMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one 在 叔丁基过氧化氢 、 hexacarbonyl molybdenum 、 dimethyl sulfide borane 、 硫酸 、 草酸 、 对甲苯磺酸 作用下， 生成 (E)-4-(r-1',t-2',c-4'-trihydroxy-2',6',6'-trimethylcyclohexyl)but-3-em-2-one
  参考文献：
  名称：

  - （±）ë - （1,2,4-三羟基-2,6,6- tirmethylcyclohexyl） -丁-3-烯-2-酮：一种新型的类胡萝卜素降解从新西兰百里香分离（百里香）蜜

  摘要：

  从β-紫罗兰酮开始描述了标题化合物的外消旋合成。关键步骤包括三烯的选择性氢硼化，然后由钼介导的所得均烯丙基醇的环氧化，随后环氧化物的开环，得到标题化合物。

  DOI：

  10.1016/s0040-4039(00)79850-9

文献信息

• SEAWEED EXTRACTS, UNSATURATED ALDEHYDES, AND METHODS OF TREATMENT
  申请人：University of Florida Research Foundation, Inc.

  公开号：US20160051604A1

  公开（公告）日：2016-02-25

  The instant invention relates to seaweed extract compositions, processes for isolation, isolated active agents, and methods of treating disease, disorders and conditions in a subject, including, reactive oxygen species (ROS)-mediated diseases and diseases mediated through the activation of the Nrf2-ARE (antioxidant response element) pathway, including proliferative diseases and disorders, Alzheimer's disease, stroke, and certain diseases and disorders of aging and associated with aging and exposure, by use of the extracts, compounds, and compositions thereof.
• US9730970B2
  申请人：——

  公开号：US9730970B2

  公开（公告）日：2017-08-15
• Synthesis of (±)-E-(1,2,4-trihydroxy-2,6,6-tirmethylcyclohexyl)-but-3-en-2-one: A novel degraded carotenoid isolated from New Zealand thyme (thymus vulgaris) honey
  作者：Susan J. Broom、Richard M. Ede、Alistair L. Wilkins

  DOI：10.1016/s0040-4039(00)79850-9

  日期：1992.5

  A racemic synthesis of the title compound is described starting from β-ionone. The key steps involve selective hydroboration of a triene, followed by molybdenum mediated epoxidation of the resulting homoallylic alcohol with subsequent ring opening of the epoxide to give the title compound.

  从β-紫罗兰酮开始描述了标题化合物的外消旋合成。关键步骤包括三烯的选择性氢硼化，然后由钼介导的所得均烯丙基醇的环氧化，随后环氧化物的开环，得到标题化合物。