[(2R,3R,4S,5R,6S)-3,4,5-tribenzoyloxy-6-[2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-yl]sulfanyloxan-2-yl]methyl benzoate | 1225465-70-2

• 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: [(2R,3R,4S,5R,6S)-3,4,5-tribenzoyloxy-6-[2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-yl]sulfanyloxan-2-yl]methyl benzoate
• CAS: 1225465-70-2
• 化学式: C₇₄H₈₀O₉S
• 分子量: 1145.51
• InChiKey: YUIGECOZTDITCL-PXUWTASSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.4
• 重原子数：
  84
• 可旋转键数：
  25
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  isozeaxanthin 、 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranose 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以51%的产率得到[(2R,3R,4S,5R,6S)-3,4,5-tribenzoyloxy-6-[(1S)-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(3R)-2,6,6-trimethyl-3-[(2S,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]sulfanylcyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-yl]sulfanyloxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Experiments on the synthesis of carotenoid glycosides

  摘要：

  Isozeaxanthin was treated with trifluoroacetic acid and tetra-O-benzoyl-1-thio-beta-D-glucose to afford beta,beta-carotene-4,4'-bisthioglucoside isomers in good yields. The deprotected compounds are mimetics of naturally occurring thermoxanthins and can show favourable effects against oxidation stress. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.049

文献信息

• Experiments on the synthesis of carotenoid glycosides
  作者：Veronika Nagy、Attila Agócs、Erika Turcsi、József Deli

  DOI：10.1016/j.tetlet.2010.02.049

  日期：2010.4

  Isozeaxanthin was treated with trifluoroacetic acid and tetra-O-benzoyl-1-thio-beta-D-glucose to afford beta,beta-carotene-4,4'-bisthioglucoside isomers in good yields. The deprotected compounds are mimetics of naturally occurring thermoxanthins and can show favourable effects against oxidation stress. (C) 2010 Elsevier Ltd. All rights reserved.