3-O- 2)-α-L-arabinopyranosyl>hederagenin | 83864-73-7

• 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: 3-O- 2)-α-L-arabinopyranosyl>hederagenin
• 英文别名: 4-epihederagenin 3-O-α-L-rhamnopyranosyl-(1-2)-α-L-arabinopyranoside (CP_3a)；3-O-<2'-O-(α-L-arabinopyranosyl)-α-L-rhamnopyranosyl>hederagenin；α‐hederin；α-hederin；(4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• CAS: 83864-73-7
• 化学式: C₄₁H₆₆O₁₂
• 分子量: 750.968
• InChiKey: KEOITPILCOILGM-NUJXUPTKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  53
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  196
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3-O- 2)-α-L-arabinopyranosyl>hederagenin 以 盐酸 、 甲醇 、 硫酸 为溶剂， 反应 1.0h， 生成 4-epi-hederagenin
  参考文献：
  名称：

  Kizu, Haruhisa; Tomimori, Tsuyoshi, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 9, p. 3340 - 3346

  摘要：

  DOI：

文献信息

• Comparison of Cytoprotective Effects of Saponins Isolated from Leaves of Aralia elata SEEM. (Araliaceae) with Synthesized Bisdesmosides of Oleanoic Acid and Hederagenin on Carbon Tetrachloride-Induced Hepatic Injury.
  作者：Setsuo SAITO、Jun EBASHI、Shigeya SUMITA、Takako FURUMOTO、Yoichi NAGAMURA、Keiji NISHIDA、Isao ISIGURO

  DOI：10.1248/cpb.41.1395

  日期：——

  acetate buffer (pH 4.7) gave compounds 28 and 29, respectively. Cytoprotective effects of the synthesized triterpenoidal saponins against CCl4-induced hepatic injury were compared with those of saponins isolated from the leaves of Aralia elata Seem. (Araliaceae) using isolated hepatocytes from rat liver. Although the monodesmosides 1-4 having neutral sugar components only at the O-3 position on the

  3-O-（2,3,4-三-O-乙酰基-α-L-鼠李糖基吡喃糖基（1-> 2）-3,4-二-O-乙酰基-α-L-阿拉伯吡喃糖基）-23的糖基化-O-乙酰基二十碳三烯（15）与单-（16），二-（17）和三糖溴化物（18）分别生成双desmoside过乙酸盐19、20和22，将其用5％KOH的MeOH处理得到bisdesmosides 25-27。在乙酸盐缓冲液（pH 4.7）中用β-D-葡糖苷酶水解具有β-D-吡喃葡萄糖作为末端糖组分的糖苷6和9，分别得到化合物28和29。将合成的三萜皂苷对CCl4诱导的肝损伤的细胞保护作用与从Aralia elata Seem叶片中分离的皂苷的细胞保护作用进行了比较。（菊科）使用从大鼠肝脏分离的肝细胞。尽管仅在糖苷配基的O-3位置具有中性糖成分的一糖苷1-4没有细胞保护作用，但是即使在糖苷配基的O-3和O-28位置均具有糖成分的双糖苷具有强效作用。糖成分的
• Synthetic studies on the relationship between anti-HIV activities and micelle forming abilities of various alkylated glycyrrhetinate diglycoside sodium sulfates and related compounds
  作者：S Saito、T Furumoto、M Ochiai、A Hosono、H Hoshino、U Haraguchi、R Ikeda、N Shimada

  DOI：10.1016/0223-5234(96)89163-x

  日期：1996.1

  Sodium sulfates 11-14, 29-32, 35 and 37 of various alkyl glycyrrhizin and related compounds were synthesized. In vitro anti-HIV activities of the sulfates were compared to the activities of glycyrrhizin 1 in the inhibition of replications of HTLV-III and GUN-4. The activities of the sulfates were increased 11.1, 15.2, 9.1 and 5.0 times for 11-14, 100.0, 125.5, 83.3 and 11.6 times for 29-32, and 11.6 and 50.0 times for 35 and 37. From the relationship between CMC values and anti-HIV activities of the sulfates, it appeared that the sulfates exhibiting more potent antiviral activities had higher micelle forming abilities. Sodium sulfates having a triterpenoid or steroid ring in the molecule showed more potent activities than those of thioglycosides which had no such ring. From the investigation of syncytium formation, we suggest that the active sulfates inhibited HIV-1 infection early in the replication cycle of the virus.
• Kizu, Haruhisa; Tomimori, Tsuyoshi, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 9, p. 3340 - 3346
  作者：Kizu, Haruhisa、Tomimori, Tsuyoshi

  DOI：——

  日期：——