eugenyl glucoside | 18604-50-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: eugenyl glucoside
• 英文别名: (2R,3S,4S,5R)-2-(hydroxymethyl)-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol
• CAS: 18604-50-7
• 化学式: C₁₆H₂₂O₇
• 分子量: 326.346
• InChiKey: VADSVXSGIFBZLI-IWQYDBTJSA-N

物化性质

• 熔点：
  124-126 °C(Solv: ethanol (64-17-5))
• 沸点：
  526.6±50.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)
• LogP：
  -0.026 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  eugenyl glucoside 、 alkaline earth salt of/the/ methylsulfuric acid 生成 丁香酚 、 葡萄糖
  参考文献：
  名称：

  Michael, American Chemical Journal, 1884, vol. 6, p. 339

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3,4,5,6-alpha-D-葡萄糖五乙酸酯 在 氢溴酸 、 sodium methylate 、 溶剂黄146 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 31.0h， 生成 eugenyl glucoside
  参考文献：
  名称：

  Determination of free and glucosidically-bound volatiles in plants. Two case studies: L-menthol in peppermint (Mentha x piperita L.) and eugenol in clove (Syzygium aromaticum (L.) Merr. & L.M.Perry)

  摘要：

  This study arises from both the today's trend towards exploiting plant resources exhaustively, and the wide quantitative discrepancy between the amounts of commercially-valuable markers in aromatic plants and those recovered from the related essential oil. The study addresses the determination of both the qualitative composition and the exhaustive distribution of free and glucosidically-bound L-menthol in peppermint aerial parts (Menthe x piperita L., Lamiaceae) and of eugenol in dried cloves (Syzygium aromaticum (L.) Merr. 82 L.M.Perry, Myrtaceae), two plants known to provide widely ranging essential oil yields. The two markers were investigated in essential oils and residual hydrodistillation waters, before and after enzymatic hydrolysis. Their amounts were related to those in the headspace taken as reference.The results showed that the difference between marker compound in headspace and in essential oil amounted to 22.8% for L-menthol in peppermint, and 16.5% for eugenol in cloves. The aglycones solubilised in the residual hydrodistillation waters were 7.2% of the headspace reference amount for L-menthol, and 13.3% for eugenol, respectively representing 9.3% and 15.9% of their amounts in the essential oil. The amount of L-menthol from its glucoside in residual hydrodistillation waters was 20.6% of that in the related essential oil, while eugenol from its glucoside accounted for 7.7% of the amount in clove essential oil. The yield of L-menthol, after submitting the plant material to enzymatic hydrolysis before hydrodistillation, increased by 23.1%, and for eugenol the increase was 8.1%, compared to the amount in the respective conventional essential oils.This study also aimed to evaluate the reliability of recently-introduced techniques that are little applied, if at all, in this field. The simultaneous use of high-concentration-capacity sample preparation techniques (SBSE, and HS-SPME and in-solution SPME) to run quali-quantitative analysis without sample manipulation, and direct LC-MS glucoside analysis, provided cross-validation of the results. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2015.06.017

文献信息

• [EN] 3'-KETOGLYCOSIDE COMPOUND FOR THE SLOW RELEASE OF A VOLATILE ALCOHOL<br/>[FR] COMPOSÉ 3'-CÉTOGLYCOSIDE POUR LA LIBÉRATION LENTE D'UN ALCOOL VOLATIL
  申请人：GLYCOSCIENCE S L

  公开号：WO2021160670A1

  公开（公告）日：2021-08-19

  The present invention relates to a 3'-ketoglycoside compound defined by formula (I) and its use for controlled release of alcohols, in particular alcohols showing an insect repellent effect. It relates also to a process for preparing the 3'-ketoglycoside compound of formula (I). It further relates to a composition comprising a 3'- ketoglycoside compound of formula (I). It relates also to the use of a 3'-ketoglycoside compound of formula (I) for the controlled release of alcohols. It related also to a method of use of such composition.

  本发明涉及由式(I)定义的3'-酮基糖苷化合物及其用于控制释放醇，特别是显示驱虫效果的醇。它还涉及制备式(I)的3'-酮基糖苷化合物的方法。此外，它还涉及包含式(I)的3'-酮基糖苷化合物的组合物。它还涉及使用式(I)的3'-酮基糖苷化合物来控制释放醇。它还涉及使用这种组合物的方法。
• Ume extract having medicinal effects and compositions containing the same
  申请人：——

  公开号：US20030072824A1

  公开（公告）日：2003-04-17

  Extracts are prepared from a leaf and a stem of ume, a kernel of ume, and an ume flower, using methanol in an amount of 5 times the volume thereof. These extracts have anti-oxidation action, gastric mucosa injury inhibiting action, aldose reductase inhibiting action, blood glucose level elevation inhibiting action, platelet agglutination accelerating action, alcohol absorption inhibiting action, anti-inflammatory action, and the like.

  从梅叶、梅枝、梅核和梅花中提取物，使用甲醇量为其5倍体积。这些提取物具有抗氧化作用、抑制胃黏膜损伤作用、醛还原酶抑制作用、抑制血糖水平升高作用、促进血小板凝聚作用、抑制酒精吸收作用、抗炎作用等。
• UV ABSORBER FORMULATIONS
  申请人：Acker Stephanie

  公开号：US20100111884A1

  公开（公告）日：2010-05-06

  Disclosed is a UV filter composition comprising (a) an organic UV absorber of formula (1), wherein R 1 and R 2 , independently of one another, are C 3 -C 18 alkyl; C 2 -C 18 alkenyl; a radical of the formula —CH 2 —CH(OH)—CH 2 —O-T 1 ; or R 1 and R 2 are a radical of the formula (4a); R 7 is a direct bond; a straight-chain or branched C 1 -C 4 alkylene radical or a radical of the formula (I) or (II); R 8 , R 9 and R 10 , independently of one another, are C 1 -C 18 alkyl; C 1 -C 18 alkoxy or a radical of the formula (III); R 11 is C 1 -C 5 alkyl; m 1 is a number from 1 to 4; p 1 is 0; or a number from 1 to 5; A 1 is a radical of the formula (1b), (1c) or (1d); R 3 is hydrogen; C 1 -C 10 alkyl; —(CH 2 CHR 5 —O)n 1 -T 2 ; or —CH 2 —CH(—OH)—CH 2 —O-T 2 ; R 4 is hydrogen; M; C 1 -C 5 alkyl; or —(CH 2 )m 2 —O-T 3 ; R 5 is hydrogen; or methyl; T 1 , T 2 and T 3 independently from each other are hydrogen; or C 1 -C 18 alkyl; Q 1 is C 1 -C 18 alkyl, M is a metal cation; m 2 is 1 to 4; and n 1 is 1-16, (b) dimethyl capramide, (c) a cosmetically acceptable carrier; and water.

  本发明公开了一种紫外线过滤组合物，包括（a）式（1）的有机紫外线吸收剂，其中R1和R2独立地是C3-C18烷基；C2-C18烯基；式—CH2—CH（OH）— —O-T1的基团；或者R1和R2是式（4a）的基团；R7是直链或支链C1-C4烷基、式（I）或（II）的基团；R8、R9和R10独立地是C1-C18烷基、C1-C18烷氧基或式（III）的基团；R11是C1-C5烷基；m1是1至4的数字；p1是0或1至5的数字；A1是式（1b）、（1c）或（1d）的基团；R3是氢、C1-C10烷基、式—（ CHR5—O）n1-T2或式— —CH（—OH）— —O-T2；R4是氢、M、C1-C5烷基或式—（ ）m2—O-T3；R5是氢或甲基；T1、T2和T3互相独立地是氢或C1-C18烷基；Q1是C1-C18烷基，M是金属阳离子；m2是1至4的数字；n1是1-16，（b）二甲基辛酰胺，（c）化妆品可接受载体；和水。
• Metal complexes for promoting skin desquamation and/or stimulating epidermal renewal
  申请人：SOCIETE L'OREAL S.A.

  公开号：US20030224028A1

  公开（公告）日：2003-12-04

  Certain L p -M n+ metal complexes are well suited for promoting desquamation of the skin and/or stimulating epidermal renewal, for example preventing or treating dry skin and/or cutaneous signs of aging and/or pigmentation of the skin and/or acne-prone greasy skin; too, these are also suited for preventing/treating hyperkeratosis-induced skin disordes.

  某些Lp-Mn+金属络合物非常适合促进皮肤脱屑和/或刺激表皮更新，例如预防或治疗干燥皮肤和/或皮肤老化的迹象和/或皮肤色素沉着和/或易长痘痘的油性皮肤; 同时，它们也适用于预防/治疗由过度角化引起的皮肤疾病。
• 7-oxo-DHEA compounds for treating keratinous conditions/afflictions
  申请人：——

  公开号：US20030054021A1

  公开（公告）日：2003-03-20

  7-Oxo-DHEA derivatives, various of which are themselves novel compounds, are well suited for cosmetically/therapeutically treating adverse conditions/afflictions of a keratinous substrate/material, notably of human skin, hair, eyelashes and nails, to improve the appearance thereof, in particular to prevent or treat signs of aging of the skin and/or a dull complexion and/or skin or hair pigmentation disorders and/or dryness of the skin and/or hyperseborrhoea and/or hyperseborrhoea-related imperfections and/or sensitive skin and/or dandruff and/or natural hair loss and/or baldness.

  7-Oxo-DHEA衍生物，其中有许多是新颖的化合物，非常适合用于美容/治疗角质基质/材料的不良状况/疾病，尤其是人类皮肤、头发、睫毛和指甲，以改善外观，特别是预防或治疗皮肤衰老和/或暗沉肤色和/或皮肤或头发色素沉着障碍和/或皮肤干燥和/或皮脂分泌旺盛和/或与皮脂分泌旺盛相关的瑕疵和/或敏感皮肤和/或头皮屑和/或自然脱发和/或秃发。