norhederagenin 3-O-β-D-glucuronopyranosyl-28-O-β-D-glucopyranoside | 184095-70-3

• 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: norhederagenin 3-O-β-D-glucuronopyranosyl-28-O-β-D-glucopyranoside
• 英文别名: (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 184095-70-3
• 化学式: C₄₁H₆₂O₁₅
• 分子量: 794.934
• InChiKey: XZLYKCFSWUWOSX-GUZNCPQZSA-N

物化性质

• 沸点：
  913.9±65.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  56
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  253
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  norhederagenin 3-O-β-D-glucuronopyranosyl-28-O-β-D-glucopyranoside 在 吡啶 、 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 9.5h， 生成 [(2R,3R,4R,5S)-2,4,5-triacetyloxy-3,6-dimethoxyhexyl] acetate
  参考文献：
  名称：

  Evaluation of novel antioxidant triterpenoid saponins from the halophyte Salicornia herbacea

  摘要：

  As a part of an ongoing search for novel antioxidants from the salt marsh plants, bioactivity-isolation and structure determination of constituents from Salicornia herbacea were performed. One new triterpenoid saponin (4), along with three known saponins (1-3), has been isolated from n-BuOH fraction of S. herbacea. On the basis of the spectroscopic methods, the structure of the new saponin 4 was elucidated as 3 beta-hydroxy-23-oxo-30-noroleana-12, 20(29)-diene-28-oic acid 3-O-beta-D-glucuronopyranosyl-28-O-beta-D-glucopyranoside. Scavenging effects of saponins 1-4 were examined on 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical and peroxynitrite. Particularly, saponin 3 exerted significant antioxidant activity on both authentic peroxynitrite and peroxynitrite generated from morpholinosydnonimine (SIN-1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.017

文献信息

• Evaluation of novel antioxidant triterpenoid saponins from the halophyte Salicornia herbacea
  作者：You Ah Kim、Chang-Suk Kong、Jung Im Lee、Hojun Kim、Hee Yeon Park、Hyi-Seung Lee、Chulhyun Lee、Youngwan Seo

  DOI：10.1016/j.bmcl.2012.05.017

  日期：2012.7

  As a part of an ongoing search for novel antioxidants from the salt marsh plants, bioactivity-isolation and structure determination of constituents from Salicornia herbacea were performed. One new triterpenoid saponin (4), along with three known saponins (1-3), has been isolated from n-BuOH fraction of S. herbacea. On the basis of the spectroscopic methods, the structure of the new saponin 4 was elucidated as 3 beta-hydroxy-23-oxo-30-noroleana-12, 20(29)-diene-28-oic acid 3-O-beta-D-glucuronopyranosyl-28-O-beta-D-glucopyranoside. Scavenging effects of saponins 1-4 were examined on 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical and peroxynitrite. Particularly, saponin 3 exerted significant antioxidant activity on both authentic peroxynitrite and peroxynitrite generated from morpholinosydnonimine (SIN-1). (C) 2012 Elsevier Ltd. All rights reserved.