(2R,3R,4R,5R)-2,5-二羟基-3,4,6-三甲氧基己醛 | 34327-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2R,3R,4R,5R)-2,5-二羟基-3,4,6-三甲氧基己醛
• 英文名称: 3,4,6-tri-O-methyl-D-glucose
• 英文别名: 3,4,6-Tri-Me-Glc；3,4,6-tri-O-methylglucose；O³,O⁴,O⁶-trimethyl-D-glucose；D-gluco-2,5-Dihydroxy-3,4,6-trimethoxy-hexanal；(2R,3R,4R,5R)-2,5-dihydroxy-3,4,6-trimethoxyhexanal
• CAS: 34327-07-6
• 化学式: C₉H₁₈O₆
• 分子量: 222.238
• InChiKey: OHWRFXMAKSGOGG-JQCXWYLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-2,5-二羟基-3,4,6-三甲氧基己醛 在 lead(II) hydroxide on calcium carbonate 作用下， 以 水 为溶剂， 生成 (3R,4R,5S)-4-Hydroxy-3,5,6-trimethoxy-hexanoic acid
  参考文献：
  名称：

  Gakhokidze,R.A., Journal of general chemistry of the USSR, 1976, vol. 46, p. 1576 - 1582

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2-O-benzyl-3,4,6-tri-O-methyl-β-D-glucopyranoside 在 盐酸 、 palladium on activated charcoal 、 溶剂黄146 作用下， 生成 (2R,3R,4R,5R)-2,5-二羟基-3,4,6-三甲氧基己醛
  参考文献：
  名称：

  A New Synthesis of Methyl 3,4,6-Trimethyl-β-d-glucoside and the Preparation of Crystalline 3,4,6-Trimethyl-d-glucose

  摘要：

  DOI：

  10.1021/ja01223a018

文献信息

• A triterpenoid saponin from the seeds of Ricinus communis and its antimicrobial activity
  作者：Chetna Acharya、Noor Afshan Khan

  DOI：10.1007/s10600-013-0504-5

  日期：2013.3

  A new oleanene triterpenoid was isolated from the butanolic seed extract of Ricinus communis. Its structure was elucidated as 3-O-[β-D-glucuronopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)β-D-glucopyranosyl]-4α,20α-di(hydroxymethyl)olean-12-en-28-oic acid on the basis of spectral evidence i.e., FTIR, 1H and 13C NMR, and FAB-MS data. The isolated triterpenoid was found to have antimicrobial potential, viz. antibacterial and antifungal activity, where the growth of microbes was found to be an inverse function of the concentration of saponin. The MIC value for E. coli, Klebsiella pneumoniae and Staphylococcus aureus were found to be 260, 235, and 350 μg/mL.

  从大戟科植物蓖麻（Ricinus communis）的丁醇种子提取物中分离出一种新的萜烯三萜。根据光谱证据（即FTIR、1H和13C NMR以及FAB-MS数据），其结构被阐明为3-O-[β-D-葡萄糖醛酸吡喃糖-(1→3)-α-L-鼠李糖吡喃糖-(1→2)β-D-葡萄糖吡喃糖]-4α,20α-双(羟甲基)olean-12-en-28-酸。所分离的三萜发现具有抗菌潜力，即抗细菌和抗真菌活性，其中微生物的生长被发现与皂苷浓度呈反比。对大肠杆菌、肺炎克雷伯菌和金黄色葡萄球菌的最低抑菌浓度（MIC）分别为260、235和350 μg/mL。
• Two antifungal active triterpenoid saponins from the seeds of<i>Lathyrus</i>plants
  作者：Noor Afshan Khan

  DOI：10.1080/14786419.2011.561205

  日期：2011.10

  Two novel triterpenoid glycosides have been isolated from butanolic seeds extract of two varieties of Lathyrus plants, i.e. Lathyrus ratan and Lathyrus aphaca. Their structures were elucidated as 3-O-[β-D-glucuronopyranosyl-(1 → 4)-α-L-arabinopyranosyl-(1 → 2)-α-L-arabinopyranosyl]-olean–11,13(18)–dien–28-oic acid (1) and 3-O-β–D–xylopyranosyl–(1 → 2)–β-D-glcopyranosyl–(1 → 4)–[β-D-glucopyranosyl

  从山thy豆属植物的两个变种，即山thy豆属植物和山thy豆属植物的丁醇种子提取物中分离出了两种新的三萜类糖苷。它们的结构分别鉴定为3-O- [β- d -glucuronopyranosyl-（1→4）-α-大号-arabinopyranosyl-（1→2）-α-大号-arabinopyranosyl] -olean-11,13（18） -二烯-28-酸（1）和3-O- β- d -xylopyranosyl-（1→2）-β- d -glcopyranosyl-（1→4） - [β- d -glucopyranosyl-（1→2 ）] –β- D-吡喃并吡喃糖基} –2,16α-二羟基–4-羟甲基urs-12-en-28-oic酸（2），基于光谱证据，即FTIR，1 H-NMR，13 C-NMR，ESI-MS和FAB-MS数据。测试分离的皂苷的抗真菌活性。化合物1显示出对炭疽菌的最大抑制作用（77
• Humectant, antistatic agent, dispersant and film-forming agent having polysaccharide as active principle, preparation process of polysaccharides, and Klebsiella strain
  申请人：TAYCA CORPORATION

  公开号：EP0735049A2

  公开（公告）日：1996-10-02

  The disclosure describes a humectant, antistatic agent, film-forming agent or dispersant comprising an effective amount of a polysaccharide composed of D-glucuronic acid, L-rhamnose, D-galactose and D-glucose in a molar ratio of D-glucuronic acid : L-rhamnose :D-galactose : D-glucose = 0.8-1.2 : 2.4-3.6 : 0.8-1.2 : 0.8-1.2.

  本公开描述了一种保湿剂、抗静电剂、成膜剂或分散剂，它包含有效量的由 D-葡萄糖醛酸、L-鼠李糖、D-半乳糖和 D-葡萄糖组成的多糖，其摩尔比为 D-glucuronic acid ：L-鼠李糖:D-半乳糖:D-葡萄糖=0.8-1.2:2.4-3.6:0.8-1.2:0.8-1.2。
• NOVEL GLYCOPROTEIN AND MEDICINAL COMPOSITION CONTAINING THE SAME
  申请人：Kureha Corporation

  公开号：EP1686136A1

  公开（公告）日：2006-08-02

  A novel glycoprotein having (a) a molecular weight of approximately 60 kDa and (b) a ratio of a carbohydrate content to a protein content of 16.4:1.0 (carbohydrate: protein) is disclosed. The glycoprotein can be prepared by (1) extracting Tricholoma matsutake with an alkaline solution or hot water, (2) adsorbing the resulting extract by an anion exchange resin, (3) eluting the adsorption fraction from the anion exchange resin with an eluting solution, and (4) obtaining a fraction having a molecular weight of 50 to 70 kDa by gel filtration. The glycoprotein is useful as the active ingredient for an immune enhancing agent, an agent for promoting a recovery from stress, or an antitumor agent.

  本发明公开了一种新型糖蛋白，其(a)分子量约为 60 kDa，(b)碳水化合物含量与蛋白质含量之比为 16.4:1.0（碳水化合物：蛋白质）。该糖蛋白可通过以下方法制备：(1) 用碱性溶液或热水提取松茸；(2) 用阴离子交换树脂吸附提取物；(3) 用洗脱液从阴离子交换树脂洗脱吸附部分；(4) 通过凝胶过滤获得分子量为 50 至 70 kDa 的部分。这种糖蛋白可用作免疫增强剂、促进压力恢复剂或抗肿瘤剂的活性成分。
• The Methylation and Constitution of Inulin
  作者：James Colquhoun Irvine、Terence Neil Montgomery

  DOI：10.1021/ja01332a032

  日期：1933.5