7(S)-hydroxydecanoic acid 7-O-β-D-quinovopyranoside | 1310579-65-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7(S)-hydroxydecanoic acid 7-O-β-D-quinovopyranoside
• 英文别名: 7S-hydroxydecanoic acid 7-O-β-D-quinovopyranoside；quamoclinic acid B；(7S)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxydecanoic acid
• CAS: 1310579-65-7
• 化学式: C₁₆H₃₀O₇
• 分子量: 334.41
• InChiKey: YNKRSCCANYGXFP-UUAFKZMDSA-N

物化性质

• 沸点：
  518.8±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  quamoclinic acid B methyl ester 在 水 、 potassium hydroxide 作用下， 反应 1.0h， 以26 mg的产率得到7(S)-hydroxydecanoic acid 7-O-β-D-quinovopyranoside
  参考文献：
  名称：

  Components of Ether-Insoluble Resin Glycoside (Convolvulin) from Seeds of Quamoclit pennata

  摘要：

  对 Quamoclit pennata BOJER（旋花科）种子的醚不溶性树脂苷（convolvulin）部分的碱性水解提供了五种新的苷酸、以及六种有机酸：异丁酸、2S-甲基丁酸、tiglic 酸、2R,3R-nilic 酸、7S-羟基癸酸和 7S-hydroxydodecanoic 酸。这些新化合物的特征是基于光谱数据和化学证据。Quamoclinic 酸 E 和 F 是苷酸七糖苷的第一个例子。

  DOI：

  10.1248/cpb.58.666

文献信息

• Three Acylated Glycosidic Acid Methyl Esters and Two Acylated Methyl Glycosides Generated from the Convolvulin Fraction of Seeds of <i>Quamoclit pennata</i> by Treatment with Indium(III) Chloride in Methanol
  作者：Kousuke Akiyama、Tomoko Mineno、Masafumi Okawa、Junei Kinjo、Hiroyuki Miyashita、Hitoshi Yoshimitsu、Toshihiro Nohara、Masateru Ono

  DOI：10.1248/cpb.c13-00355

  日期：——

  Treatment of the ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata (Convolvulaceae) with indium(III) chloride in methanol provided three oligoglycosides of hydroxy fatty acid (glycosidic acid) methyl esters and two methyl glycosides, which were partially acylated by a glycosidic acid, 7S-hydroxydecanoic acid 7-O-β-D-quinovopyranoside (quamoclinic acid B) and/or

  用甲醇中的氯化铟（III）处理Quamoclit pennata（旋旋花科）种子中不溶于醚的树脂糖苷（旋积蛋白）馏分，得到了三个羟基脂肪酸（糖苷酸）甲酯的低聚糖和两个甲基化的甲基苷。由糖苷酸，7S-羟基癸酸7-O-β-D-喹喔喃吡喃糖苷（季古菌酸B）和/或两种有机酸，（E）-2-甲基丁-2-烯酸（tiglic）酸和/或3R-羟基-2R-甲基丁酸（硝酸）。在光谱数据和化学转化的基础上阐明了它们的结构。
• Five New Resin Glycoside Derivatives Isolated from the Convolvulin Fraction of Seeds of <i>Quamoclit pennata</i> after Treatment with Indium(III) Chloride in Methanol
  作者：Kousuke Akiyama、Kazutaka Yamamoto、Tomoko Mineno、Masafumi Okawa、Junei Kinjo、Hitoshi Yoshimitsu、Toshihiro Nohara、Masateru Ono

  DOI：10.1248/cpb.c13-00739

  日期：——

  Three new acylated methyl glycosides and two new acylated glycosidic acid methyl esters were isolated after treatment of the crude ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata BOJER (Convolvulaceae) with indium(III) chloride in methanol. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.

  用氯化铟(III)在甲醇中处理 Quamoclit pennata BOJER (Convolvulaceae) 种子中的粗醚不溶性树脂苷（convolvulin）馏分后，分离出三种新的酰化甲基苷和两种新的酰化苷酸甲酯。根据光谱数据和化学转换阐明了它们的结构。
• Components of Ether-Insoluble Resin Glycoside (Convolvulin) from Seeds of Quamoclit pennata
  作者：Masateru Ono、Yoko Takagi-Taki、Fumiko Honda-Yamada、Naoki Noda、Kazumoto Miyahara

  DOI：10.1248/cpb.58.666

  日期：——

  Alkaline hydrolysis of the ether-insoluble resin glycoside (convolvulin) fraction of the seeds of Quamoclit pennata BOJER (Convolvulaceae) provided five new glycosidic acids, quamoclinic acids B, C, D, E, and F, along with six organic acids, isobutyric, 2S-methylbutyric, tiglic, 2R,3R-nilic, 7S-hydroxydecanoic, and 7S-hydroxydodecanoic acids. These new compounds were characterized on the basis of spectroscopic data as well as chemical evidence. Quamoclinic acids E and F are the first examples of heptaglycosides of glycosidic acid.

  对 Quamoclit pennata BOJER（旋花科）种子的醚不溶性树脂苷（convolvulin）部分的碱性水解提供了五种新的苷酸、以及六种有机酸：异丁酸、2S-甲基丁酸、tiglic 酸、2R,3R-nilic 酸、7S-羟基癸酸和 7S-hydroxydodecanoic 酸。这些新化合物的特征是基于光谱数据和化学证据。Quamoclinic 酸 E 和 F 是苷酸七糖苷的第一个例子。