3'-β-glucopyranosyloxy-(2R,3R,3''R)-β,β-carotene-2,3,3'-triol, | 1308384-84-0

• 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: 3'-β-glucopyranosyloxy-(2R,3R,3''R)-β,β-carotene-2,3,3'-triol,
• 英文别名: caloxanthin 3'-β-D-glucoside；(2R,3R,4S,5S,6R)-2-[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R,5R)-4,5-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1308384-84-0
• 化学式: C₄₆H₆₆O₈
• 分子量: 747.025
• InChiKey: VRLAAMAUKABHCM-BTIMNUOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  54
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3'-β-glucopyranosyloxy-(2R,3R,3''R)-β,β-carotene-2,3,3'-triol, 、 乙酸酐 在 吡啶 作用下， 生成 caloxanthin 3'-β-D-glucoside hexa-acetate
  参考文献：
  名称：

  Production of caloxanthin 3′-β-d-glucoside, zeaxanthin 3,3′-β-d-diglucoside, and nostoxanthin in a recombinant Escherichia coli expressing system harboring seven carotenoid biosynthesis genes, including crtX and crtG

  摘要：

  The aim of this study was to produce rare beta-carotene-modified carotenoids possessing 2-O (-H or -glu) and/or 3-O (-H or -glu) functionalities in their p-ionone ring(s) using a recombinant Escherichia coli approach. This involved expressing seven carotenoid biosynthesis genes (crtE, crtB, crtI, crtY, crtZ, crtX and crtG). From the cells of the recombinant E. coli, caloxanthin (beta,beta-carotene-2,3,2',3'-tetrol)-3'-beta-D-glucose, zeaxanthin (beta,beta-carotene-3,3'-diol) 3,3'-beta-D-diglucoside, and nostoxanthin (beta,beta-carotene-2,3,3'-triol) (rare carotenoids) were isolated and identified. Caloxanthin 3'-beta-D-glucose displayed potent O-1(2) quenching activity (IC50 19 mu M). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.02.017