5,6,5',6'-diepoxy-β-carotene | 864-94-8

• 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: 5,6,5',6'-diepoxy-β-carotene
• 英文别名: β,β-carotene diepoxide；(+/-)-(5Ξ,6Ξ,5'Ξ,6'Ξ)-5,6;5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene；(+/-)-(5Ξ,6Ξ,5'Ξ,6'Ξ)-5,6;5',6'-Diepoxy-5,6,5',6'-tetrahydro-β,β-carotin；β-Carotin-5,6-diepoxid；5,6-Diepoxy-β-carotin；β-Carotin-diepoxid
• CAS: 864-94-8；34222-90-7；34336-26-0；90457-74-2；90457-75-3；124151-98-0
• 化学式: C₄₀H₅₆O₂
• 分子量: 568.883
• InChiKey: JMZDCQZKLCHTFI-VFYAMRPISA-N

物化性质

• 沸点：
  644.5±30.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.03
• 重原子数：
  42.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  25.06
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲基碘化镁 、 乙醚 、 5,6,5',6'-diepoxy-β-carotene 、 苯 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Einwirkung von Alkaylmagnesiumsalzen auf类胡萝卜素环氧树脂

  摘要：

  DOI：

  10.1002/hlca.19460290133
• 作为产物：
  描述：

  β-胡萝卜素 在 间氯过氧苯甲酸 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 5,6-epoxy-5,6-dihydro-β,β-carotene 、 5,6,5',6'-diepoxy-β-carotene
  参考文献：
  名称：

  Carotenoids and Carotenoid Esters in Potatoes (Solanum tuberosum L.):  New Insights into an Ancient Vegetable

  摘要：

  The carotenoid pattern of four yellow- and four, white-fleshed potato cultivars (Solanum tuberosum. L.), common on the German market, was investigated using HPLC and LC(APCI)=MS for identification and quantification of carotenoids. In each case, the carotenoid pattern was dominated by violaxanthin, antheraxanthin, lutein, and zeaxanthin, which were present in different ratios, whereas neoxanthin, beta-cryptoxanthin, and beta,beta-carotene generally are only minor constituents. In contrast to literature data, antheraxanthiin was found to be the only carotenoid epoxde present in native extracts: The total concentration of the four main carotenoids reached 175 mug/100 g, whereas the sum of carotenoid esters accounted for 41-131 mug/100 g. Therefore, carotenoid esters are regarded as quantitatively. significant compounds in potatoes. For LC(APCI)-MS analyses of carotenoid. esters, a two-stage, cleanup procedure was developed, involving column chromatography on silica gel and enzymatic cleavage of residual triacylglycerides by lipases. This facilitated. the direct identification of several. potato carotenoid esters without previous isolation of the compounds. Although the unequivocal identification of all parent carotenoids was not possible, the cleanup procedure proved to be highly efficient for LC(APCI)-MS analyses of very-low amounts of carotenoid esters.

  DOI：

  10.1021/jf0257953

文献信息

• Oxidative degradation of β-carotene and β-apo-8′-carotenal
  作者：Raphael C. Mordi、John C. Walton、Graham W. Burton、Lise Hughes、Ingold U. Keith、Lindsay A. David、Moffatt J. Douglas

  DOI：10.1016/s0040-4020(01)80333-1

  日期：1993.1

  In the self-initiated oxidation of β-carotene with molecular oxygen the rate of oxygen uptake was shown to depend on the oxygen partial pressure. Epoxides, dihydrofurans, carbonyl compounds, carbon dioxide, oligomeric material, traces of alcohols, and probably carboxylic acids were formed. The main products in the early stage of the oxidation were shown to be 5,6-epoxy-β-carotene. 15,15′-epoxy-β-carotene

  在β-胡萝卜素与分子氧的自引发氧化中，显示出氧的吸收速率取决于氧分压。形成了环氧化合物，二氢呋喃，羰基化合物，二氧化碳，低聚物质，痕量的醇以及可能的羧酸。氧化初期的主要产物显示为5,6-环氧-β-胡萝卜素。15,15'-环氧-β-胡萝卜素，双环氧化合物以及一系列β-脱辅基胡萝卜素和β-胡萝卜素。随着氧化的进行，未表征的低聚材料和羰基化合物变得更加重要，环氧化物降解。在氧化的最后阶段，较长链的β-脱辅基胡萝卜素本身被氧化成较短链的羰基化合物，尤其是β-apo-13-胡萝卜素，β-紫罗兰酮，5,6-环氧-gb-紫罗兰酮，二氢放线型乙交酯，可能羧酸。研究了硬脂酸铁，铜和锌对产品组成和比例的影响，以及光的影响。氧化被2，6-二-抑制叔丁基-4-甲基苯酚和α-生育酚。简要研究了在相似条件下β-apo-8'-胡萝卜素和视网膜的氧化作用，并表征了前者的主要产物。用自由基过氧化化学解释了引发剂的形成，环氧
• 580. Studies in nuclear magnetic resonance. Part I. Methyl groups of carotenoids and related compounds
  作者：M. S. Barber、J. B. Davis、L. M. Jackman、B. C. L. Weedon

  DOI：10.1039/jr9600002870

  日期：——
• Oxyde des β-Carotins: β-Carotin-mono-epoxyd, β-Carotin-di-epoxyd, Mutatochrom, Aurochrom, Luteochrom
  作者：P. Karrer、E. Jucker

  DOI：10.1002/hlca.660280158

  日期：——
• Tsukida; Zechmeister, Archives of Biochemistry, 1958, vol. 74, p. 408,424
  作者：Tsukida、Zechmeister

  DOI：——

  日期：——