6-(beta-D-吡喃葡萄糖氧基)水杨酸甲酯 | 108124-75-0

• 物质功能分类: 天然产物 - 酚类
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 6-(beta-D-吡喃葡萄糖氧基)水杨酸甲酯
• 中文别名: 6-(BETA-D-吡喃葡萄糖氧基)水杨酸甲酯
• 英文名称: methyl 2-β-D-glucopyranosyloxy-6-hydroxybenzoate
• 英文别名: 2-β-D-glucopyranosyloxy-6-hydroxy-benzoic acid methyl ester；2-β-D-Glucopyranosyloxy-6-hydroxy-benzoesaeure-methylester；Methyl 6-β-D-glucopyranosyloxysalicylate；6-(beta-D-glucopyranosyloxy)-Salicylic acid methyl ester；methyl 2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• CAS: 108124-75-0
• 化学式: C₁₄H₁₈O₉
• 分子量: 330.292
• InChiKey: TWLFBAOUJJRVBT-RRZLQCMWSA-N

物化性质

• 熔点：
  173-176 °C
• 沸点：
  574.6±50.0 °C(Predicted)
• 密度：
  1.551±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

安全信息

• 储存条件：
  2-8℃，阴凉干燥处，密闭保存。

反应信息

• 作为产物：
  描述：

  2,6-二羟基苯甲酸 在 喹啉 、 甲醇 、 sodium hydroxide 、 sodium methylate 、 silver(l) oxide 作用下， 生成 6-(beta-D-吡喃葡萄糖氧基)水杨酸甲酯
  参考文献：
  名称：

  Über die Darstellung von Glucosiden verschiedener γ-Resorcylsäureester 14. Mitteilung: „Über Phenolglykoside”

  摘要：

  DOI：

  10.1002/ardp.19592920705

文献信息

• Phenolic glucosides from the heartwood of Prunus grayana
  作者：Hiroko Shimomura、Yutaka Sashida、Kiyoshi Yoshinari

  DOI：10.1016/s0031-9422(00)97773-2

  日期：——

  Abstract Two new phenolic glucosides, pruyanaside A and pruyanaside B, have been isolated from the heartwood of Prunus grayana . Their structures have been shown by the spectral evidence to be 2′-β- d -glucopyranosyloxybenzyl 2-(6- O -benzoyl-β- d -glucopyranosyloxy)benzoate and 2′-(6- O -benzoyl-β- d -glucopyranosyloxy)benzyl 2-β- d -glucopyranosyloxy-6-hydroxybenzoate.

  摘要 从李属的心材中分离得到两种新的酚类糖苷，即普鲁亚那苷A和普鲁亚那苷B。它们的结构已通过光谱证据显示为 2'-β-d-吡喃葡萄糖基氧基苄基 2-(6-O-苯甲酰基-β-d-吡喃葡萄糖基氧基)苯甲酸酯和 2'-(6-O-苯甲酰基-β-d-吡喃葡萄糖氧基)苄基2-β-d-吡喃葡萄糖氧基-6-羟基苯甲酸酯。
• TOPICAL AGENT FOR DERMATOLOGICAL USE
  申请人：Nakayama Hiroki

  公开号：US20110014141A1

  公开（公告）日：2011-01-20

  The objective of the present invention was to enhance the skin whitening effects and blackening prevention effects and supply safe and stable topical agents for dermatological use. For that purpose 4-Hydroxyphenyl-α-D-glucopyranoside was combined with auxiliary agents such as ascorbic acid and its derivatives, crude drugs and its extracts, hydroxycarboxylic acid and its salts, oil soluble glycyrrhiza extract, gentian extract, phenol derivatives and their salts, placenta extract, kojic acid and its derivatives, glucosamine and its derivatives, azelaic acid and its derivatives, retinol and its derivatives, pyridoxin and its derivatives, tocopherol and its derivatives, chitosan and its decomposition products, caffeic acid derivatives, hydroxycinnamate and its derivatives, Umbelliferae plant extracts, mycelial cultures and their extracts, plant leaves and their extracts.

  本发明的目的是增强皮肤美白效果和黑色素生成的预防效果，并提供安全稳定的用于皮肤科的局部制剂。为此，4-羟基苯基-α-D-葡萄糖苷与辅助剂如抗坏血酸及其衍生物、天然药物及其提取物、羟基羧酸及其盐、油溶性甘草提取物、龙胆提取物、酚类衍生物及其盐、胎盘提取物、曲酸及其衍生物、葡萄糖胺及其衍生物、癸二酸及其衍生物、视黄醇及其衍生物、吡哆醇及其衍生物、生育酚及其衍生物、壳聚糖及其分解产物、咖啡酸衍生物、羟基肉桂酸及其衍生物、伞形科植物提取物、菌丝培养物及其提取物、植物叶片及其提取物相结合。
• Skin whitening agents containing glycosides
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0649648A2

  公开（公告）日：1995-04-26

  An external preparation for skin comprising at least one of the glycosides of hydroxysalicylic acid and/or the glycosides of aliphatic esters of hydroxysalicylic acid represented by the following general formula 1; wherein R₁ represents one selected from the group consisting of a saturated hydrocarbon group and an unsaturated hydrocarbon group which have 1 to 20 carbon atoms and which may be of either a straight-chain or a branched-chain, one of R₂ and R₃ represents a sugar residue and the other hydrogen. The external preparation for skin has an excellent whitening effect and/or an excellent skin care effect.

  一种皮肤外用制剂，包含至少一种由以下通式 1 代表的羟基水杨酸苷和/或羟基水杨酸脂族酯苷； 其中 R₁ 代表选自饱和烃基和不饱和烃基组成的组中的一种，饱和烃基和不饱和烃基具有 1 至 20 个碳原子，可以是直链或支链，R₂ 和 R₃ 中的一个代表糖残基，另一个代表氢。 这种皮肤外用制剂具有极佳的美白效果和/或极佳的护肤效果。
• Topical agent for dermatological use containing 4-hydroxyphenyl-alpha-D-glucopyranoside
  申请人：PENTAPHARM Ltd.

  公开号：EP1859835A2

  公开（公告）日：2007-11-28

  The objective of the present invention was to enhance the skin whitening effects and blackening prevention effects and supply safe topical agents for dermatological use. For that purpose a topical composition comprising 4-hydroxyphenyl-alpha-D-glucopyranoside and UV absorber is manufactured.

  本发明的目的是增强皮肤美白效果和防止变黑效果，并提供安全的皮肤病外用制剂。为此，制造了一种由 4-羟基苯基-α-D-吡喃葡萄糖苷和紫外线吸收剂组成的外用组合物。
• PHARMACEUTICAL PREPARATION FOR EXTERNAL APPLICATION TO SKIN COMPRISING PHOSPHORYLATED SUGAR
  申请人：Ezaki Glico Co., Ltd.

  公开号：EP1932514A1

  公开（公告）日：2008-06-18

  Provided is an external preparation for skin, comprising a phosphorylated saccharide. The phosphorylated saccharide may be an inorganic salt of a phosphorylated saccharide. The phosphorylated saccharide may be a calcium, magnesium, potassium, zinc, iron or sodium salt. Also provided is an external preparation for skin, comprising a phosphorylated saccharide and a second component, wherein the second component is selected from the group consisting of moisturizing agents, whitening components, ultraviolet absorbents, anti-inflammatory agents, cell-activating agents and antioxidants. The moisturizing agent may be ascorbic acid or an ascorbic acid derivative.

  本文提供了一种皮肤外用制剂，其中包含一种磷酸化糖。磷酸化糖可以是磷酸化糖的无机盐。磷酸化糖可以是钙、镁、钾、锌、铁或钠盐。还提供了一种皮肤外用制剂，包括磷酸化糖和第二种成分，其中第二种成分选自保湿剂、美白成分、紫外线吸收剂、消炎剂、细胞活化剂和抗氧化剂组成的组。保湿剂可以是抗坏血酸或抗坏血酸衍生物。