Operculinic acid G | 132333-82-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: Operculinic acid G
• 英文别名: (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-methoxyoxan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid
• CAS: 132333-82-5
• 化学式: C₄₇H₈₄O₂₄
• 分子量: 1033.17
• InChiKey: CCJVDGLHFCNYRU-TYZXTPKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  71
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  361
• 氢给体数：
  12
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  Operculinic acid G methyl ester 在 氢氧化钾 作用下， 反应 1.0h， 以17 mg的产率得到Operculinic acid G
  参考文献：
  名称：

  Resin glycosides. VIII. Four new glycosidic acids, operculinic acids D,E,F, and G, of the ether-soluble crude resin glycosides ("Jalapin") from Rhizoma Jalapae Braziliensis(roots of Ipomoea operculata).

  摘要：

  根据化学和光谱数据，从巴西叶下珠（Ipomoea operculata）根茎的醚溶性粗树脂苷（“jalapin”）的碱性水解产物中分离出四种糖苷酸，即D、E、F和G型operculin酸。它们分别被鉴定为11S-jalapinolic acid 11-O-β-D-glucopyranosyl-(1→3)-O-[α-L-rhamnopyranosyl-(1→4)]-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside、11S-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside、11S-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→4)-O-α-

  DOI：

  10.1248/cpb.38.2650

文献信息

• Resin glycosides. VIII. Four new glycosidic acids, operculinic acids D,E,F, and G, of the ether-soluble crude resin glycosides ("Jalapin") from Rhizoma Jalapae Braziliensis(roots of Ipomoea operculata).
  作者：Masateru ONO、Tomoji FUKUNAGA、Toshio KAWASAKI、Kazumoto MIYAHARA

  DOI：10.1248/cpb.38.2650

  日期：——

  Four glycosidic acids, operculinic acids D, E, F and G, were isolated from the glycosidic acid fraction afforded by alkaline hydrolysis of the ether-soluble crude resin glycoside ("jalapin") from Rhizoma Jalapae Braziliensis (roots of Ipomoea operculata).They were respectively characterized as 11S-jalapinolic acid 11-O-β-D-glucopyranosyl-(1→3)-O-[α-L-rhamnopyranosyl-(1→4)]-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside, 11S-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside, 11S-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside and 11S-jalapinolic acid 11-O-(2-O-methyl-β-D-glucopyranosyl-(1→3))-O-[α-L-rhamnopyranosyl-(1→4)]-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranoside, on the bases of chemical and spectroscopic data.

  根据化学和光谱数据，从巴西叶下珠（Ipomoea operculata）根茎的醚溶性粗树脂苷（“jalapin”）的碱性水解产物中分离出四种糖苷酸，即D、E、F和G型operculin酸。它们分别被鉴定为11S-jalapinolic acid 11-O-β-D-glucopyranosyl-(1→3)-O-[α-L-rhamnopyranosyl-(1→4)]-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside、11S-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside、11S-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→4)-O-α-