13-cis-violaxanthin | 75715-58-1

• 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: 13-cis-violaxanthin
• 英文别名: (1R,3S,6S)-6-[(1E,3E,5E,7Z,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
• CAS: 75715-58-1
• 化学式: C₄₀H₅₆O₄
• 分子量: 600.882
• InChiKey: SZCBXWMUOPQSOX-SHBSHWABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  65.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  13-cis-violaxanthin 以 吡啶 为溶剂， 生成 紫黄素 、 15-cis-violaxanthin
  参考文献：
  名称：

  Molnar, Peter; Kortvelyesi, Tarnas; Matus, Zoltan, Journal of Chemical Research, Miniprint, 1997, # 4, p. 801 - 841

  摘要：

  DOI：
• 作为产物：
  描述：

  15-cis-violaxanthin 以 吡啶 为溶剂， 生成 紫黄素 、 13-cis-violaxanthin
  参考文献：
  名称：

  Molnar, Peter; Kortvelyesi, Tarnas; Matus, Zoltan, Journal of Chemical Research, Miniprint, 1997, # 4, p. 801 - 841

  摘要：

  DOI：

文献信息

• Application of Diphenyl Diselenide as a New Catalyst for Photochemical Stereoisomerization of Carotenoids.
  作者：Aase Strand、Synnøve Liaaen-Jensen、Kjell Undheim、Salo Gronowitz、Anna-Britta Hörnfeldt、Luis Juliá、Ola Persson

  DOI：10.3891/acta.chem.scand.52-1263

  日期：——

  In a comparative study, diphenyl diselenide was shown to be an alternative to iodine as a catalyst for photochemical E/Z isomerization of carotenoids. Suitable conditions for the stereomutation of zeaxanthin, violaxanthin, canthaxanthin and fucoxanthin are reported.Photochemical allenic isomerization with increased R to S conversion was achieved by employing diphenyl diselenide rather than iodine as the catalyst.Reproducible and expedient artificial light conditions, avoiding insolation (sunlight), are reported.Diphenyl diselenide tolerated the presence of Hunig's base upon stereoisomerization of acid-sensitive carotenoids.Diphenyl ditelluride effected E/Z stereomutation, but no allenic RIS isomerization of fucoxanthin.The presence of base decreased the isomerization rate in the absence of catalyst and may serve to decrease undesirable E/Z stereoisomerization of base-stable carotenoids.
• MURAT;MARAT;UEBELHART, PETER;REY, MAX;EUGSTER, CONRAD HANS, HELV. CHIM. ACTA, 71,(1988) N 5, C. 931-956
  作者：MURAT、MARAT、UEBELHART, PETER、REY, MAX、EUGSTER, CONRAD HANS

  DOI：——

  日期：——
• Molnar, Peter; Kortvelyesi, Tarnas; Matus, Zoltan, Journal of Chemical Research, Miniprint, 1997, # 4, p. 801 - 841
  作者：Molnar, Peter、Kortvelyesi, Tarnas、Matus, Zoltan、Szabolca, Jozsef

  DOI：——

  日期：——