肉苁蓉苷 D | 94492-21-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 肉苁蓉苷 D
• 中文别名: 肉苁蓉苷D
• 英文名称: cistanoside D
• 英文别名: martynoside；[(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• CAS: 94492-21-4
• 化学式: C₃₁H₄₀O₁₅
• 分子量: 652.65
• InChiKey: RLGRBYHBNWLGER-CNMJWYMJSA-N

物化性质

• 沸点：
  863.7±65.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  223
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  肉苁蓉苷 D 生成 acteoside tetramethyl ether
  参考文献：
  名称：

  A New Glycoside, Brachynoside, Isolated from Clerodendron brachyanthum SCHAUER.

  摘要：

  从蕨类植物蕨叶的乙醇提取物中分离出了桉叶素、丁香树脂酚二甲醚、草木犀苷和蕨苷。通过对部分甲基化和甲醇分解产物的研究以及对光谱证据的分析，将新的苷--branchynoside 定义为 2-(3,4-二甲氧基苯基)乙基 3-O-α-L-鼠李糖基-4-O-(3,4-二羟基肉桂酰基)-β-D-吡喃葡萄糖苷。

  DOI：

  10.1248/cpb.40.1928

文献信息

• Studies on the acyl glycosides from Leucoseptrum japonicum (Miq.) Kitamura et Murata.
  作者：TOSHIO MIYASE、AKIRA KOIZUMI、AKIRA UENO、TADATAKA NORO、MASANORI KUROYANAGI、SEIGO FUKUSHIMA、YOSHIHIKO AKIYAMA、TSUNEMATSU TAKEMOTO

  DOI：10.1248/cpb.30.2732

  日期：——

  Two new acyl glycosides, leucosceptosides A (IV) and B (V), have been isolated from Leucosceptrum japonicum (MIQ.) KITAMURA et MURATA, together with martynoside (III), acteoside (I) and an acteoside isomer (II). The structures of IV and V were determined to be 2-(3, 4-dihydroxyphenylethyl) 1-O-α-L-rhamnopyranosyl-(1→3)-β-D-(4-O-caffeyl)-glucopyranoside and 2-(3-hydroxy-4-methoxyphenylethyl) 1-O-α-L-rhamnopyranosyl-(1→3)-O-[β-D-apiofuranosyl (1→6)]-β-D-glucopyranoside, respectively, on the basis of chemical and spectral data.

  从日本白头翁（Leucosceptrum japonicum (MIQ.) KITAMURA et MURATA）中分离出两种新的酰基糖苷，分别为白头翁苷A（IV）和白头翁苷B（V），同时还分离出了马尔丁苷（III）、阿克托苷（I）和阿克托苷异构体（II）。根据化学及光谱数据，IV和V的结构分别被确定为2-(3, 4-二羟基苯基乙基) 1-O-α-L-鼠李糖吡喃糖基-(1→3)-β-D-(4-O-咖啡酸)-葡萄糖吡喃糖苷和2-(3-羟基-4-甲氧基苯基乙基) 1-O-α-L-鼠李糖吡喃糖基-(1→3)-O-[β-D-阿糖苷[1→6]]-β-D-葡萄糖吡喃糖苷。
• Kobayashi, Hiromi; Karasawa, Hiroko; Miyase, Toshio, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 10, p. 3880 - 3885
  作者：Kobayashi, Hiromi、Karasawa, Hiroko、Miyase, Toshio、Fukushima, Seigo

  DOI：——

  日期：——
• Hepatoprotective phenylethanoid glycosides from <i>Cirsium setosum</i>
  作者：Qinge Ma、Yongming Guo、Baomin Luo、Wenmin Liu、Rongrui Wei、Chunxia Yang、Chenghua Ding、Xuefeng Xu、Minghui He

  DOI：10.1080/14786419.2015.1084304

  日期：2016.8.17

  Two new phenylethanoid glycosides, namely -D-glucopyranoside, 1-O-(7S)-7-(3-methoxyl-4-hydroxyphenyl)-7-methoxyethyl-3--L-rhamnopyranosyl-4-[(8E)-7-(3-methoxyl-4-hydroxyphenyl)-8-propenoate] (1) and -D-glucopyranoside, 1-O-(7S)-7-(3-methoxyl-4-hydroxyphenyl)-7-methoxyethyl-3 ''-alpha-L-rhamnopyranosyl-4-[(8E)-7-(4-hydroxyphenyl)-8-propenoate] (2), together with six phenylethanoid glycosides were isolated from Cirsium setosum. Their structures were elucidated by their spectroscopic data and references. Compounds 2, 4, 5, 7 and 8 (10M) exhibited moderate hepatoprotective activities. Compounds (3-8) were obtained from this plant for the first time.[GRAPHCIS].
• A New Glycoside, Brachynoside, Isolated from Clerodendron brachyanthum SCHAUER.
  作者：Yun-Lian LIN、Yueh-Hsiung KUO

  DOI：10.1248/cpb.40.1928

  日期：——

  Eudesmin, syringaresinol dimethyl ether, kusaginin and brachynoside were isolated from the ethanol extract of the leaves of Clerodendron brachyanthum. The new glycoside, branchynoside, was assigned as 2-(3, 4-dimethoxyphenyl)ethyl 3-O-α-L-rhamnopyranosyl-4-O-(3, 4-dihydroxycinnamoyl)-β-D-glucopyranoside from studies on partial methylation and methanolysis products and from analysis of spectroscopic evidence.

  从蕨类植物蕨叶的乙醇提取物中分离出了桉叶素、丁香树脂酚二甲醚、草木犀苷和蕨苷。通过对部分甲基化和甲醇分解产物的研究以及对光谱证据的分析，将新的苷--branchynoside 定义为 2-(3,4-二甲氧基苯基)乙基 3-O-α-L-鼠李糖基-4-O-(3,4-二羟基肉桂酰基)-β-D-吡喃葡萄糖苷。