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。
• Structures of sarasinosides a1, b1, and c1; New norlanostane-triterpenoid oligoglycosides from the palauan marine sponge Asteropus sarasinosum.
  作者：Isao Kitagawa、Motomasa Kobayashi、Yoshihiro Okamoto、Masayuki Yoshikawa、Yoshihiro Hamamoto

  DOI：10.1248/cpb.35.5036

  日期：——

  Nine new norlanostane-triterpenoid oligoglycosides (sarasinoside) were isolated from the Palauan marine sponge Asteropus sarasinosum and the structures of three major oligoglycosides named sarasinosides A1 (7), B1 (8), and C1 (4) have been determined on the basis of chemical and physicochemical evidence including the x-ray analysis of the sapogenol.

  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。