methyl 3,4-di-O-methyl xylopyranoside | 23953-55-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3,4-di-O-methyl xylopyranoside
• 英文别名: Methyl-3,4-DI-O-methylxyloside；(3R,4R,5R)-2,4,5-trimethoxyoxan-3-ol
• CAS: 23953-55-1
• 化学式: C₈H₁₆O₅
• 分子量: 192.212
• InChiKey: VXOPRCAXQLGBIS-HBFKVTOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  C₄₇H₇₇NO₁₁ 生成 methyl 3,4-di-O-methyl xylopyranoside
  参考文献：
  名称：

  Structures of sarasinosides a1, b1, and c1; New norlanostane-triterpenoid oligoglycosides from the palauan marine sponge Asteropus sarasinosum.

  摘要：

  从帕劳海生海绵 Asteropus sarasinosum 中分离出 9 种新的正羊毛甾烷三萜寡糖苷（sarasinoside），并根据化学性质确定了三种主要寡糖苷的结构，即 sarasinoside A1 (7)、B1 (8) 和 C1 (4)。物理化学证据，包括皂醇的 X 射线分析。

  DOI：

  10.1248/cpb.35.5036

文献信息

• Marine natural products. VIII. Bioactive triterpene-oligoglycosides from the sea cucumber Holothuria leucospilota Brandt (2). Structure of holothurin A.
  作者：ISAO KITAGAWA、TAKAO NISHINO、MOTOMASA KOBAYASHI、YOSHIMASA KYOGOKU

  DOI：10.1248/cpb.29.1951

  日期：——

  The chemical structure of holothurin A, the major lanostane-type triterpene oligoglycoside from the Cuvierian tubules of the sea cucumber Holothuria leucospilota BRANDT (=H. vagabunda SELENKA), has been elucidated to be 3-O-[β-D-3-O-methylglucopyranosyl-(1→3)-β-D-glucopyranosyl (1→4)-β-D-quinovopyranosyl (1→2)-β-D-xylopyranosyl]-holothurigenol 4'-O-sodium sulfate (8), on the basis of chemical, physicochemical, and biochemical evidence. Holothurin A (8) corresponds to the 4"-O-[3'''-O-(β-D-3''''-O-methyl-glucopyranosyl)-β-D-glucopyranoside] of holothurin B (6), which is the major oligoglycoside of the body walls of the same sea cucumber.

  海参Holothuria leucospilota BRANDT (=H. vagabunda SELENKA)的Cuvierian管中的主要羊毛甾烷型三萜寡糖苷holothurin A的化学结构已被阐明为3-O-[β-D-3-O-甲基葡萄糖吡喃糖苷-(1→3)-β-D-葡萄糖吡喃糖苷(1→4)-β-D-奎诺糖吡喃糖苷(1→2)-β-D-木糖吡喃糖苷]-holothurigenol 4'-O-硫酸钠(8)，这一结论基于化学、物理化学和生物化学证据。Holothurin A (8)对应于holothurin B (6)的4"-O-[3'''-O-(β-D-3''''-O-甲基-葡萄糖吡喃糖苷)-β-D-葡萄糖苷]，后者是同一种海参体壁中的主要寡糖苷。
• Saponin and sapogenol. XXXVII. Chemical constituents of astragali radix, the root of Astragalus membranaceus Bunge. (4). Astragalosides VII and VIII.
  作者：ISAO KITAGAWA、HUIKANG WANG、MASAYUKI YOSHIKAWA

  DOI：10.1248/cpb.31.716

  日期：——

  By means of enzymatic degradation and by application of a selective cleavage method for the glucuronide linkage, as well as by the carbon-13 nuclear magnetic resonance (13C-NMR) analysis, the structures of two astragalosides, which were isolated as two of eleven astragalosidesfrom Astragali Radix (the root of Korean Astragalus membranaceus, Leguminosae), were elucidated : astragaloside VII is 3-O-β-D-xylopyranosyl-6-O-β-D-glucopyranosyl-25-O-β-D-glucopyranosyl-cycloastragenol (4) and astragaloside VIII is 3-O-[α-L-rhamnopyranosyl (1→2)-β-D-xylopyranosyl (1→2)-β-D-glucuronopyranosyl] soyasap-ogenl B (8). Astragaloside VII (4) is an unprecedented example of a triterpene-tridesmoside.

  通过酶降解以及针对葡萄糖苷连接的选择性裂解方法结合碳-13核磁共振（13C-NMR）分析，阐明了从黄芪根（韩国黄芪，豆科植物）中分离出的两种黄芪苷的结构，这两种黄芪苷是十一种黄芪苷中的两种：黄芪苷VII为3-O-β-D-木糖吡喃糖基-6-O-β-D-葡萄糖吡喃糖基-25-O-β-D-葡萄糖吡喃糖基-环黄芪醇（4），黄芪苷VIII为3-O-[α-L-鼠李吡喃糖（1→2）-β-D-木糖吡喃糖（1→2）-β-D-葡萄糖醛酸吡喃糖]大豆皂苷B（8）。黄芪苷VII（4）是一个前所未有的三萜-三糖苷的例子。
• Triterpene and steroidal glycosides from the genus Melilotus and their genins.
  作者：G. V. Khodakov

  DOI：10.1007/s10600-010-9678-2

  日期：2010.9

  melilotosides A1, B1, and C1, and non-glycosylated soyasapogenol B were isolated from Melilotus officinalis (L.) Pall. (Fabaceae) roots. The structures of the glycosides were proved using chemical transformations and spectral data. Melilotoside A1 is soyasapogenol B 3-O-β-Dxylopyranoside; melilotoside B1, soyasapogenol B 3-O-[β-D-galactopyranosyl-(1-2)-f-D-xylopyranoside]; melilotoside C1, soyasapogenol B 3-O

  从 Melilotus officinalis (L.) Pall 中分离出三种新的三萜齐墩果苷、苜蓿苷 A1、B1 和 C1，以及非糖基化大豆皂醇 B。（豆科）根。使用化学转化和光谱数据证明了糖苷的结构。苜蓿苷 A1 是大豆皂醇 B 3-O-β-吡喃木糖苷；苜蓿苷 B1，大豆皂苷 B 3-O-[β-D-吡喃半乳糖基-(1-2)-fD-吡喃木糖苷]；melilotoside C1, soyasapogenol B 3-O-[α-L-rhamnopyranosyl-(1-2)-β-D-galactopyranosyl(1-2)-β-Dxylopyranoside]。
• Marine natural products. VII. Bioactive triterpene-oligoglycosides from the sea cucumber Holothuria leucospilota Brandt (1). Structure of holothurin B.
  作者：ISAO KITAGAWA、TAKAO NISHINO、MOTOMASA KOBAYASHI、TAKAO MATSUNO、HIDEO AKUTSU、YOSHIMASA KYOGOKU

  DOI：10.1248/cpb.29.1942

  日期：——

  Two lanostane-type triterpene oligoglycosides designated as holothurin A and holothurin B were isolated from the sea cucumber Holothuria leucospilota BRANDT (=H. vagabnda SELENKA). The chemical structure of holothurin B, which is contained mainly in the body walls, has been established as 3-O-(2'-O-β-D-quinovopyranosyl-β-D-xylopyranosyl)-holothurigenol 4'-O-sodium sulfate (6), on the basis of chemical, physicochemical, and biochemical evidence. The genuine aglycone of holothurin B was designated as holothurigenol (2) and the C-20 and C-22 configurations of 2 and the artifact aglycone 22, 25-oxidoholothurinogenin (1) have been elucidated as S.

  从海参 Holothuria leucospilota BRANDT（=H. vagabnda SELENKA）中分离出两种羊毛甾烷型三萜类低聚糖苷，分别命名为 holothurin A 和 holothurin B。根据化学、物理化学和生物化学证据，已确定主要含在体壁中的冬青皂苷 B 的化学结构为 3-O-（2'-O-β-D-喹诺酮吡喃糖基-β-D-吡喃木糖基）-冬青皂苷-4'-O-硫酸钠（6）。冬凌草苷 B 的真正苷元被命名为冬凌草苷元醇（2），而 2 的 C-20 和 C-22 构型以及人工苷元 22，25-oxidoholothurinogenin（1）已被阐明为 S。