tetraacetylroseoside | 54619-16-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tetraacetylroseoside
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(E,2R)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 54619-16-8
• 化学式: C₂₇H₃₈O₁₂
• 分子量: 554.592
• InChiKey: VJEKZSJRAPJYOR-YBFMDEBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  39
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tetraacetylroseoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以7 mg的产率得到长寿花糖甙
  参考文献：
  名称：

  Iridoid and other constituents of Canthium subcordatum

  摘要：

  DOI：

  10.1016/s0031-9422(00)98538-8
• 作为产物：
  描述：

  长寿花糖甙 以12 mg的产率得到tetraacetylroseoside
  参考文献：
  名称：

  Studies on the constituents of zizyphi fructus. V. Structures of glycosides of benzyl alcohol, vomifoliol and naringenin.

  摘要：

  新苷类，zizybeoside I (I) 和 II (II)，zizyvoside I (IV) 和 II (V)，以及 6, 8-di-C-glucosyl-2 (S)-naringenin 和 6, 8- 的混合物从枣子的乙醇提取物中分离出二-C-葡萄糖基-2(R)-柚皮素（化合物 A）以及伏米叶醇和玫瑰花苷。根据光谱和化学证据，新糖苷的结构被确定为苄基 β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖苷 (I)、苄基 β-D-吡喃葡萄糖基-(1→2) )-[β-D-吡喃葡萄糖基-(1→3)]-β-D-吡喃葡萄糖苷 (II)、vomifoliol 9-O-α-L-吡喃鼠李糖基-(1→2)-β-D-吡喃葡萄糖苷 (IV) , vomifoliol 9-O-β-吡喃葡萄糖基-(1→2)-[β-吡喃葡萄糖基-(1→3)]-β-吡喃葡萄糖苷 (V), 6, 8-二-C-葡萄糖基-2 (S)-柚皮素(VII)和6, 8-二-C-葡萄糖基-2(R)-柚皮素(VIII)。

  DOI：

  10.1248/cpb.29.3507

文献信息

• Glycosidically Bound Norisoprenoids from Vitis vinifera cv. Riesling Leaves
  作者：George K. Skouroumounis、Peter Winterhalter

  DOI：10.1021/jf00041a004

  日期：1994.5

  HRGC and HRGC-MS identifications of glycosidically bound Riesling leaf constituents were achieved after extraction with MeOH, Amberlite XAD-2 adsorption, and subsequent enzymatic hydrolysis of the glycoconjugates. Among the enzymatically liberated aglycons 23 bound C-13 norisoprenoids were identified. With the aid of multilayer coil countercurrent chromatography (MLCCC) five major C-13 glycosides were purified, and their structures were elucidated by high-field NMR, i.e., the beta-D-glucopyranosides of vomifoliol, 4,5-dihydrovomifoliol, 3-hydroxy-5,6-epoxy-beta-ionone, grasshopper ketone, and 3-oxo-megastigman-9-ol. The latter glucoside with a saturated megastigmane skeleton is reported here for the first time. In addition, the P-D-glucopyranosides of benzyl alcohol and raspberry ketone have been isolated.
• A phenolic cinnamate dimer from Psoralea plicata
  作者：Arafa I. Hamed、Irina Springuel、Nasr A. El-Emary、Hidemichi Mitome、Yasuji Yamada

  DOI：10.1016/s0031-9422(97)00105-2

  日期：1997.7

  Caryophyllene oxide, alpha-tocopherol, Z and E-werneria chromenes, two furanocoumarins, bakuchicin and psoralen, in addition to plicatin-B, lupeol and stigmasterol, have been isolated from the hexane-soluble extract of the aerial parts of Psoralen plicata. Plicatin-A, 3-(-3-methyl-2,3-epoxybutyl)-p-coumaric acid methyl ester and a new dimer, alpha-diplicatin B, were isolated from the ethyl acetate-soluble fraction. From the butanol-soluble matter, roseoside A, daidzin, isopsoralic acid-O-gluco-pyranosyl and isovitexin were isolated. Most of these compounds have been isolated from this species for the first time, although known from other plant sources. (C) 1997 Elsevier Science Ltd.
• MIYASE, TOSHIO;UENO, AKIRA;TAKIZAWA, NOBUO;KOBAYASHI, HIROMI;OGUCHI, HIRO+, CHEM. AND PHARM. BULL., 35,(1987) N 9, 3713-3719
  作者：MIYASE, TOSHIO、UENO, AKIRA、TAKIZAWA, NOBUO、KOBAYASHI, HIROMI、OGUCHI, HIRO+

  DOI：——

  日期：——