姜糖酯B | 88168-90-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 中文名称: 姜糖酯B
• 中文别名: L-酒石酸水合物钾
• 英文名称: gingerglycolipid B
• 英文别名: [(2S)-2-hydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate
• CAS: 88168-90-5
• 化学式: C₃₃H₅₈O₁₄
• 分子量: 678.815
• InChiKey: UHISGSDYAIIBMO-UMLSMIIMSA-N

物化性质

• 沸点：
  864.0±65.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  47
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  225
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  姜糖酯B 在 甲醇 、 sodium methylate 作用下， 生成 (2R)-1-O-[α-D-galactopyranosyl-(1''->6')-O-β-D-galactopyranosyl] glycerol
  参考文献：
  名称：

  A Metabolomic Approach for the Discrimination of Red Ginseng Root Parts and Targeted Validation

  摘要：

  人参皂苷被用作衡量红参质量的现有指标，人参皂苷的比例也能说明红参的不同成分。为了对人参皂苷的含量进行分析和分类，将红参分为主根、侧根和细根三个部分，并对每个提取物进行超高效液相色谱-四重飞行时间质谱（UPLC-QToF-MS）和多元统计分析。主成分分析（PCA）显示主根和细根提取物之间有明显的区别，并提出了区别标记（主根四个，细根五个）。细根标记被鉴定为人参皂苷。在这项研究中，我们确定了红参主根的两个标记。此外，我们还分析了红参三种成分中 22 种人参皂苷的含量。细根具有最高的原人参二醇（PPD）/原人参三醇（PPT）比率。人参皂苷的 PPD 组在细根中数量上占优势，明显区分了主根和其他部分。

  DOI：

  10.3390/molecules22030471
• 作为产物：
  描述：

  (2S)-3-O-(a-D-galactopyranosyl-(1→6)-b-D-galactopyranosyl)-1-O-linolenoyl-2-O-linoleoyl-sn-glycerol 在 Rhizopus arrhizus lipase 、 boric acid-borax buffer 、 Triton X-100 作用下， 以 水 为溶剂， 反应 1.0h， 生成 姜糖酯B 、 (9Z,12Z)-Octadeca-9,12-dienoic acid (R)-1-hydroxymethyl-2-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester
  参考文献：
  名称：

  Enzymatic transformation of glyceroglycolipids into sn-1 and sn-2 lysoglyceroglycolipids by use of Rhizopus arrhizus lipase

  摘要：

  Lipase from Rhizopus arrhizus catalyzed deacylation of two classes of glyceroglycolipids, monogalactosyl diacylglycerol(MGDG), and digalactosyl diacylglycerol(DGDG), proceeded regiospecifically to furnish sn-1 lysoglyceroglycolipids quantitatively. The lipase also catalyzed complete acyl migration of sn-1 lysoglycerogalacto-lipids leading to sn-2 lysoglycerogalactolipids.

  DOI：

  10.1016/s0040-4020(01)85063-8

文献信息

• Stomachic Principles in Ginger. III. An Anti-ulcer Principle, 6-Gingesulfonic Acid, and Three Monoacyldigalactosylglycerols, Gingerglycolipids A, B, and C, from Zingiberis Rhizoma Originating in Taiwan.
  作者：Masayuki YOSHIKAWA、Shoko YAMAGUCHI、Kumiko KUNIMI、Hisashi MATSUDA、Yasuhiro OKUNO、Johji YAMAHARA、Nobutoshi MURAKAMI

  DOI：10.1248/cpb.42.1226

  日期：——

  monoacyldigalactosylglycerols, gingerglycolipids A, B, and C, were isolated from Zingiberis Rhizoma, the dried rhizome of Zingiber officinale Roscoe which was cultivated in Taiwan, together with (+)-angelicoidenol-2-O-beta-D-glucopyranoside. Based on chemical reactions and physicochemical evidence, the structures of 6-gingesulfonic acid, gingerglycolipids A, B, and C have been determined. In addition, the absolute

  从台湾种植的生姜的干根茎姜黄中分离出抗溃疡成分6-姜磺酸和三种单酰基二乳糖基甘油A，B和C姜糖脂，以及（+）-Angelicoidenol- 2-O-β-D-吡喃葡萄糖苷。基于化学反应和物理化学证据，已经确定了6-姜磺酸，姜糖脂A，B和C的结构。另外，基于其从d-冰片的合成，阐明了（+）-Angelioidenenol-2-O-β-D-吡喃葡萄糖苷的绝对立体结构。6-氨基磺酸的辛辣性较6-姜醇和6-寿果酚弱，且抗溃疡作用更强。
• Enzymatic transformation of glyceroglycolipids into sn-1 and sn-2 lysoglyceroglycolipids by use of Rhizopus arrhizus lipase
  作者：Nobutoshi Murakami、Takashi Morimoto、Hideaki Imamura、Akito Nagatsu、Jinsaku Sakakibara

  DOI：10.1016/s0040-4020(01)85063-8

  日期：1994.2

  Lipase from Rhizopus arrhizus catalyzed deacylation of two classes of glyceroglycolipids, monogalactosyl diacylglycerol(MGDG), and digalactosyl diacylglycerol(DGDG), proceeded regiospecifically to furnish sn-1 lysoglyceroglycolipids quantitatively. The lipase also catalyzed complete acyl migration of sn-1 lysoglycerogalacto-lipids leading to sn-2 lysoglycerogalactolipids.
• A Metabolomic Approach for the Discrimination of Red Ginseng Root Parts and Targeted Validation
  作者：Gyo In、Hyun Kyu Seo、Hee-Won Park、Kyoung Hwa Jang

  DOI：10.3390/molecules22030471

  日期：——

  Ginsenosides are used as existing markers of red ginseng (RG) quality, and ginsenoside ratios are also indicative of the different components of red ginseng. For the analysis and classification of ginsenoside content, red ginseng was separated into three parts, namely, main roots, lateral roots, and fine roots, and each extract was subjected to ultra-performance liquid chromatography quadruple time-of-flight mass spectrometry (UPLC-QToF-MS) with multivariate statistical analysis. Principal component analysis (PCA) showed a clear discrimination between the extracts of main roots and fine roots and suggested discrimination markers (four for the main roots and five for the fine roots). The fine root markers were identified as ginsenoside. We identified two markers for the main roots of red ginseng in this study. Moreover, the contents of 22 ginsenosides were analyzed in all three components of red ginseng. Fine roots have the highest protopanaxadiol (PPD)/protopanaxatriol (PPT) ratio. The PPD group of ginsenosides, which is quantitatively dominant in fine roots, clearly distinguishes the main roots from the other parts.

  人参皂苷被用作衡量红参质量的现有指标，人参皂苷的比例也能说明红参的不同成分。为了对人参皂苷的含量进行分析和分类，将红参分为主根、侧根和细根三个部分，并对每个提取物进行超高效液相色谱-四重飞行时间质谱（UPLC-QToF-MS）和多元统计分析。主成分分析（PCA）显示主根和细根提取物之间有明显的区别，并提出了区别标记（主根四个，细根五个）。细根标记被鉴定为人参皂苷。在这项研究中，我们确定了红参主根的两个标记。此外，我们还分析了红参三种成分中 22 种人参皂苷的含量。细根具有最高的原人参二醇（PPD）/原人参三醇（PPT）比率。人参皂苷的 PPD 组在细根中数量上占优势，明显区分了主根和其他部分。