24-Hydroxy-glycyrrhetinsaeure-methylester | 18184-26-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 24-Hydroxy-glycyrrhetinsaeure-methylester
• 英文别名: methyl (2S,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS,14bR)-10-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
• CAS: 18184-26-4
• 化学式: C₃₁H₄₈O₅
• 分子量: 500.719
• InChiKey: XUYKSQAOCYIBAB-SYKXBTKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  24-Hydroxy-glycyrrhetinsaeure-methylester 在 铂 吡啶 、 lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 18β-olean-12-ene-3β,30-diol
  参考文献：
  名称：

  Canonica,L. et al., Gazzetta Chimica Italiana, 1967, vol. 97, p. 1359 - 1369

  摘要：

  DOI：
• 作为产物：
  描述：

  甘草皂苷G2 在 盐酸 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 2.0h， 生成 24-Hydroxy-glycyrrhetinsaeure-methylester
  参考文献：
  名称：

  Saponin and Sapogenol. XLVIII. On the Constituents of the Roots of Glycyrrhiza uralensis FISCHER from Northeastern China. (2). Licorice-saponins D3, E2, F3, G2, H2, J2, and K2.

  摘要：

  loxy]-22β-acetoxyolean-12-en-30-oic acid (11)。

  DOI：

  10.1248/cpb.41.1337

文献信息

• Canonica,L. et al., Gazzetta Chimica Italiana, 1968, vol. 98, p. 712 - 728
  作者：Canonica,L. et al.

  DOI：——

  日期：——
• HAYASHI, HIROAKI;FUKUI, HIROSHI;TABATA, MAMORU, PHYTOCHEMISTRY, 29,(1990) N, C. 2149-2152
  作者：HAYASHI, HIROAKI、FUKUI, HIROSHI、TABATA, MAMORU

  DOI：——

  日期：——
• KITAGAWA, ISAO;ZHOU, JUN LIANG;SAKAGAMI, MASAHIRO;UCHIDA, EMIKO;YOSHIKAWA+, CHEM. AND PHARM. BULL., 39,(1991) N, C. 244-246
  作者：KITAGAWA, ISAO、ZHOU, JUN LIANG、SAKAGAMI, MASAHIRO、UCHIDA, EMIKO、YOSHIKAWA+

  DOI：——

  日期：——
• Saponin and Sapogenol. XLVIII. On the Constituents of the Roots of Glycyrrhiza uralensis FISCHER from Northeastern China. (2). Licorice-saponins D3, E2, F3, G2, H2, J2, and K2.
  作者：Isao KITAGAWA、Kazuyuki HORI、Masahiro SAKAGAMI、Jun-Liang ZHOU、Masayuki YOSHIKAWA

  DOI：10.1248/cpb.41.1337

  日期：——

  Following the characterization of licorice-saponins A3 (2), B2 (3), and C2 (4), the chemical structures of licorice-saponins D3 (5), E2 (6), F3 (7), G2 (8), H2 (9), J2 (10), and K2 (11), seven of the ten oleanane-type triterpene oligoglycosides isolated from the air-dried roots of Glycyrrhiza uralensis FISCHER collected in the northeastern part of China, were investigated. On the basis of chemical and physicochemical evidence, the structures of licorice-saponins D3, E2, F3, G2, H2, J2, and K2 have been determined to be expressed as 3β-[α-L-rhamnopyranosyl(1→2)-β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyloxy]-22β-acetoxyolean-12-en-30-oic acid (5), 3-O-[β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyl]glabrolide (6), 3-O-[α-L-rhamnopyranosyl(1→2)-β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]-11-deoxoglabrolide (7), 24-hydroxyglycyrrhizin (8), 3-O-[β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]liquiritic acid (9), 24-hydroxy-11-deoxoglycyrrhizin (10), and 3β-[β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyloxy]-24-hydroxyoleana-11, 13(18)-dien-30-oic acid (11), respectively.

  loxy]-22β-acetoxyolean-12-en-30-oic acid (11)。
• Canonica,L. et al., Gazzetta Chimica Italiana, 1967, vol. 97, p. 1359 - 1369
  作者：Canonica,L. et al.

  DOI：——

  日期：——