methyl γ-methyl-δ-hydroxy-pentanoic acid β-D-glucopyranoside | 24404-47-5

• 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: methyl γ-methyl-δ-hydroxy-pentanoic acid β-D-glucopyranoside
• 英文别名: methyl 4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate
• CAS: 24404-47-5
• 化学式: C₁₃H₂₄O₈
• 分子量: 308.329
• InChiKey: HEBUDIJNELBPBV-HZXJPTNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [(3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate 生成 methyl γ-methyl-δ-hydroxy-pentanoic acid β-D-glucopyranoside
  参考文献：
  名称：

  IDAKA, KOTARO;HIRAI, YASUAKI;SHOJI, JUNZO, CHEM. AND PHARM. BULL., 36,(1988) N 5, 1783-1790

  摘要：

  DOI：

文献信息

• Studies on the constituents of Palmae plants. IV. The constituents of the leaves of Sabal causiarum Becc.
  作者：KOTARO IDAKA、YASUAKI HIRAI、JUNZO SHOJI

  DOI：10.1248/cpb.36.1783

  日期：——

  The constituents of the leaves of Sabal causiarum BECC. have been investigated. Vitexin, methyl proto-deltonin, methyl proto-causiaroside I(=26-O-β-D-glucopyranosyl 22-O-methyl-25(R)-furost-5-en-3β, 26-diol 3-O-[α-L-rhamnopyranosyl(1→4)-β-D-glucopyranosyl(1→4)][α-L-rhamnopyranosyl(1→2)]-β-D-glucopyranoside) and causiaroside II(=3β, 16β-dihydroxypregn-5-en-20-one 3-O-[α-L-rhamnopyranosyl(1→4)-β-D-glucopyranosy(1→4)][α-L-rhamnopyranosyl(1→2)]-β-D-glucopyranosyl 16-O-[δ-(β-D-glucopyranosyloxy)-γ-methyl]-valerate) were isolated and identified. This is the first isolation and characterization of the latter two compounds from a natural source, and these results are interesting from the standpoint of the biogenesis of the steroidal glycosides of the Palmae plants.

  对Sabal causiarum BECC.叶片的成分进行了研究。荆芥苷、甲基原黄酮苷、甲基原黄酮苷 I（=26-O-β-D-吡喃葡萄糖基 22-O-甲基-25(R)-furost-5-烯-3β、26-二醇 3-O-[α-L-吡喃鼠李糖基（1→4）-β-D-吡喃葡萄糖基（1→4）][α-L-吡喃鼠李糖基（1→2）]-β-D-吡喃葡萄糖苷）和 causiaroside II（=3β、分离并鉴定了 Causiaroside II（=3β，16β-dihydroxypregn-5-en-20-one 3-O-[α-L-rhamnopyranosyl(1→4)-β-D-glucopyranosy(1→4)][α-L-rhamnopyranosyl(1→2)]-β-D-glucopyranosyl 16-O-[δ-(β-D-glucopyranosyloxy)-γ-methyl]-valerate）。这是首次从天然来源中分离和鉴定后两种化合物，从棕榈科植物甾体苷的生物生成角度来看，这些结果很有意义。