26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α,3β,22ξ,26-tetrol 3-O-β-D-xylopyranosyl(1->4)-β-D-glucopyranoside | 290347-58-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α,3β,22ξ,26-tetrol 3-O-β-D-xylopyranosyl(1->4)-β-D-glucopyranoside
• 英文别名: trigoneoside XIb；(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1R,2S,4S,7S,8R,9S,12S,13S,15R,16R,18S)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6,15-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 290347-58-9
• 化学式: C₄₄H₇₄O₁₉
• 分子量: 907.06
• InChiKey: CQMKGWHJFNHDAO-VHJWZVFHSA-N

物化性质

• 沸点：
  1029.5±65.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  63
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  307
• 氢给体数：
  12
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α,3β,22ξ,26-tetrol 3-O-β-D-xylopyranosyl(1->4)-β-D-glucopyranoside 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以76%的产率得到支脱皂苷元
  参考文献：
  名称：

  Medicinal Foodstuffs. XVII. Fenugreek Seed. (3). Structures of New Furostanol-Type Steroid Saponins, Trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa, from the Seeds of Egyptian Trigonellafoenum-graecum L.

  摘要：

  从埃及毛果芸香（豆科植物）的种子中分离出了六种新的呋喃甾醇型甾体皂甙，即三棱苷 Xa、Xb、XIb、XIIa、XIIb 和 XIIIa，以及六种已知的呋喃甾醇型甾体皂甙：三棱苷 Ia、Ib 和 Va、苷 D、三棱苷 C 和化合物 C。根据化学和物理化学证据，确定了三酮苷 Xa、Xb、XIb、XIIa、XIIb 和 XIIIa 的结构为 26-O-β-D-吡喃葡萄糖基-(25S)-5α-呋喃甾烷-2α，3β，22ξ、26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ、26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ、26-tetraol 3-O-β-D-xylopyranosyl(1→4)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25S)-furost-4-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-furost-4-ene-3β, 22ξ、26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside 和 26-O-β-D-glucopyranosyl-(25S)-furost-5-ene-3β, 22ξ、26-三醇 3-O-α-L-吡喃鼠李糖基（1→2）-[β-D-吡喃葡萄糖基（1→3）-β-D-吡喃葡萄糖基（1→4）]-β-D-吡喃葡萄糖苷。

  DOI：

  10.1248/cpb.48.994

文献信息

• Medicinal Foodstuffs. XVII. Fenugreek Seed. (3). Structures of New Furostanol-Type Steroid Saponins, Trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa, from the Seeds of Egyptian Trigonellafoenum-graecum L.
  作者：Toshiyuki MURAKAMI、Akinobu KISHI、Hisashi MATSUDA、Masayuki YOSHIKAWA

  DOI：10.1248/cpb.48.994

  日期：——

  Six new furostanol-type steroid saponins called trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa were isolated from the seeds of Egyptian Trigonella foenum-graecum L. (Leguminosae) together with six known furostanol-type steroid saponins : trigoneosides Ia, Ib, and Va, glycoside D, trigonelloside C, and compound C. The structures of trigoneosides Xa, Xb, XIb, XIIa, XIIb, and XIIIa were determined on the basis of chemical and physicochemical evidence as 26-O-β-D-glucopyranosyl-(25S)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ, 26-tetraol 3-O-β-D-xylopyranosyl(1→4)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25S)-furost-4-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-furost-4-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, and 26-O-β-D-glucopyranosyl-(25S)-furost-5-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-[β-D-glucopyranosyl(1→3)-β-D-glucopyranosyl(1→4)]-β-D-glucopyranoside, respectively.

  从埃及毛果芸香（豆科植物）的种子中分离出了六种新的呋喃甾醇型甾体皂甙，即三棱苷 Xa、Xb、XIb、XIIa、XIIb 和 XIIIa，以及六种已知的呋喃甾醇型甾体皂甙：三棱苷 Ia、Ib 和 Va、苷 D、三棱苷 C 和化合物 C。根据化学和物理化学证据，确定了三酮苷 Xa、Xb、XIb、XIIa、XIIb 和 XIIIa 的结构为 26-O-β-D-吡喃葡萄糖基-(25S)-5α-呋喃甾烷-2α，3β，22ξ、26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ、26-tetraol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-5α-furostane-2α, 3β, 22ξ、26-tetraol 3-O-β-D-xylopyranosyl(1→4)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25S)-furost-4-ene-3β, 22ξ, 26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside, 26-O-β-D-glucopyranosyl-(25R)-furost-4-ene-3β, 22ξ、26-triol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside 和 26-O-β-D-glucopyranosyl-(25S)-furost-5-ene-3β, 22ξ、26-三醇 3-O-α-L-吡喃鼠李糖基（1→2）-[β-D-吡喃葡萄糖基（1→3）-β-D-吡喃葡萄糖基（1→4）]-β-D-吡喃葡萄糖苷。