eriocitrin | 13463-28-0

• 物质功能分类: 生物化工 - 提取物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: eriocitrin
• 英文别名: 2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one；2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• CAS: 13463-28-0
• 化学式: C₂₇H₃₂O₁₅
• 分子量: 596.542
• InChiKey: OMQADRGFMLGFJF-GDRLQRQZSA-N

物化性质

• 熔点：
  161-190°C
• 沸点：
  956.9±65.0 °C(Predicted)
• 密度：
  1.77
• 溶解度：
  DMSO（微溶）、甲醇
• LogP：
  1.470 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  245
• 氢给体数：
  9
• 氢受体数：
  15

安全信息

• WGK Germany：
  3
• 海关编码：
  29389090
• 安全说明：
  S22,S24/25
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

制备方法与用途

生物活性

Eriocitrin 是从柠檬中分离出来的一种黄酮类化合物，是一种强效的抗氧化剂。它通过上调 p53、cyclin A、cyclin D3 和 CDK6 使 S 期细胞周期停滞，从而抑制肝癌细胞的增殖。此外，Eriocitrin 还能激活线粒体涉及的内在信号传导途径，触发细胞凋亡。

化学性质

Eriocitrin 是一种淡黄色粉末，可溶于甲醇、乙醇和 DMSO 等有机溶剂。它来源于柠檬等柑橘属果树。

用途

Eriocitrin 主要用于含量测定、鉴定以及药理实验等。作为一种具有较强抗氧化效果的物质，常被用作饮料、食品和酒类中的抗氧化剂。圣草次苷能够抑制大鼠肝脏因急性运动引起的氧化应激损伤，并且具有降血脂的作用。其抗氧化能力优于橙皮苷和柚皮苷。

用途

圣草次苷可以有效抑制大鼠肝脏因急性运动引起的氧化应激损伤，同时具备显著的降血脂作用。它的抗氧化能力也明显优于橙皮苷和柚皮苷等其他化合物。

文献信息

• GLUCOSYRINGIC ACID ANALOGS AS SWEETNESS PROFILE MODIFIERS
  申请人：PepsiCo, Inc.

  公开号：US20180020708A1

  公开（公告）日：2018-01-25

  The present disclosure provides novel sweetener compositions comprising a compound having a structure according to Formula I: wherein R 1 , R 2 , R 3 , and R 4 are described herein. Also provided are methods of modulating sweetness profile of a product by adding a compound of Formula I to the product, such as a beverage product or a food product. For example, the compound described herein can be added to increase the overall sweetness of a nutritive sweetener sweetened beverages; decrease the sweetness time-of-onset for high potency sweeteners such as rebaudioside A; decreasing bitter, metallic and licorice off-notes of high potency sweeteners; and improve the sweet quality of sweetened products.

  本公开提供了包含具有如下式I的结构的化合物的新型甜味剂组合物： 其中R1、R2、R3和R4如本文所述。还提供了通过向产品添加式I的化合物来调节产品的甜味特性的方法，例如饮料产品或食品产品。例如，本文描述的化合物可添加以增加富含甜味剂的饮料的整体甜度；减少高效甜味剂（如甜菊糖A）的甜味起始时间；减少高效甜味剂的苦味、金属味和甘草味等异味；并改善甜味产品的甜味质量。
• Rebaudioside Analogs
  申请人：PepsiCo, Inc.

  公开号：US20180016291A1

  公开（公告）日：2018-01-18

  The present disclosure provides novel compounds that are steviol derivatives. The compounds generally can be characterized by a structure according to Formula I: wherein A 1 , L 1 , and G 1 are described herein. Also provided are sweetener compositions comprising the compound described herein either as a sweetener or a sweetener enhancer. Additionally, the compound or the sweetener composition can be included in a product such as a beverage product or a food product, which can reduce the amount of sweetener in the product required to achieve the same sweetness level in an otherwise identical product not including the compound or the sweetener composition.

  本公开提供了一些新颖的化合物，这些化合物是史蒂维醇衍生物。这些化合物通常可通过以下式I所示的结构来表征：其中A1、L1和G1如本文所述。还提供了包含所述化合物的甜味剂组合物，可以作为甜味剂或增甜剂。此外，该化合物或甜味剂组合物可以包含在产品中，例如饮料产品或食品产品中，可以减少产品中所需的甜味剂量，以达到在另一种不包含该化合物或甜味剂组合物的相同产品中所需的甜度水平。
• Flavonoid complexes with cyclodextrins
  申请人：Wirth Corinna

  公开号：US20070155695A1

  公开（公告）日：2007-07-05

  The invention relates to complexes of certain flavonoid derivatives, of the formula I compositions which comprise such derivatives, corresponding processes for the preparation of the flavonoid derivatives or of compositions comprising same, and the use thereof, in particular for the care, preservation or improvement of the general state of the skin or hair. Formula (1), in which Z 1 to Z 4 and Z 6 to Z 10 each, independently of one another, denote H, OH, CH 3 COO, alkoxy, hydroxyalkoxy, mono- or oligoglycoside radicals and where the alkoxy and hydroxyalkoxy groups may be branched and unbranched and can have 1 to 18 C atoms. Formula (II) denotes, Z 5 is a mono- or the oligoglycoside radical, where bonded to this glycoside radical, in each case via an —O— group, is at least one radical selected from certain benzo molecule.

  本发明涉及某些黄酮衍生物的复合物，具有I式的组成物，包括这些衍生物的制备方法或包含它们的组合物的制备方法，以及它们的用途，特别是用于皮肤或头发的护理、保护或改善。式（1）中，Z1至Z4和Z6至Z10各自独立地表示H、OH、CH3COO、烷氧基、羟基烷氧基、单糖或寡糖基团，其中烷氧基和羟基烷氧基基团可以是支链和直链的，并且可以具有1到18个C原子。式（II）表示，Z5是单糖或寡糖基团，其中通过每个—O—基团，与该糖基团结合的至少有一种来自某些苯并分子的基团。
• Flavonoid Complexes
  申请人：Carola Christophe

  公开号：US20080044364A1

  公开（公告）日：2008-02-21

  The invention relates to compounds of the formula I where R 1 to R 10 may be identical or different and are selected from H, OR 11 , straight-chain or branched C 1 - to C 20 -alkyl groups or hydroxyalkyl groups, straight-chain or branched C 3 - to C 20 -alkenyl groups and/or C 3 - to C 12 -cycloalkenyl groups, where the rings may each also be bridged by —(CH 2 ) n — groups, where n=1 to 3, where all OR 11 , independently of one another, stand for OH, C 1 - to C 20 -alkoxy groups, C 3 - to C 20 -alkenyloxy groups, straight-chain or branched C 1 - to C 20 -hydroxyalkoxy groups and/or C 3 - to C 10 -cycloalkoxy groups and/or C 3 - to C 12 -cycloalkenyloxy groups, where the rings may each also be bridged by —(CH 2 ) n — groups, where n=1 to 3, and/or mono- and/or oligoglycosyl radicals, CD stands for a cyclodextrin molecule, o stands for the number 1 and p stands for a number from the range 0.5 to 50, with the proviso that at least 2 radicals from R 1 to R 7 stand for OH and that at least 1 pair of adjacent —OH groups is present in the molecule.

  本发明涉及公式I的化合物，其中R1至R10可以相同或不同，选择自H、OR11、直链或支链C1至C20烷基或羟基烷基、直链或支链C3至C20烯基和/或C3至C12环烯基，其中环也可以由—（CH2）n—基桥接，其中n=1至3，其中所有的OR11独立地代表OH、C1至C20烷氧基、C3至C20烯氧基、直链或支链C1至C20羟基烷氧基和/或C3至C10环烷氧基和/或C3至C12环烯氧基，其中环也可以由—（CH2）n—基桥接，其中n=1至3，并/或单糖和/或寡糖基团，CD代表环糊精分子，o代表数字1，p代表范围0.5至50的数字，但至少有2个来自R1至R7的基团代表OH，并且分子中至少存在1对相邻的—OH基团。
• Method for Biotechnological Production of Dihydrochalcones
  申请人：Symrise AG

  公开号：US20140045233A1

  公开（公告）日：2014-02-13

  A method for production of a dihydrochalcone, especially of phloretin, using a transgenic microorganism, containing a nucleic acid section (a), comprising or consisting of a gene coding for a bacterial chalcone isomerase, and/or a nucleic acid section (a′), comprising or consisting of a gene coding for a plant chalcone isomerase, and a nucleic acid section (b), comprising or consisting of a gene coding for a bacterial enoate reductase, corresponding transgenic microorganisms, containing a nucleic acid section (a), comprising or consisting of a gene coding for a bacterial chalcone isomerase, and/or a nucleic acid section (a′), comprising or consisting of a gene coding for a plant chalcone isomerase, and/or a nucleic acid section (b), comprising or consisting of a gene coding for a bacterial enoate reductase, and host cells, containing one or more identical or different such vectors.

  一种利用转基因微生物生产二氢黄酮的方法，特别是花瘤素的方法，其中所述转基因微生物包含核酸片段(a)，包括或仅包括编码细菌查尔酮异构酶的基因，和/或核酸片段(a')，包括或仅包括编码植物查尔酮异构酶的基因，以及核酸片段(b)，包括或仅包括编码细菌烯酸还原酶的基因，所述转基因微生物，包含核酸片段(a)，包括或仅包括编码细菌查尔酮异构酶的基因，和/或核酸片段(a')，包括或仅包括编码植物查尔酮异构酶的基因，和/或核酸片段(b)，包括或仅包括编码细菌烯酸还原酶的基因，以及包含一个或多个相同或不同的这样的载体的宿主细胞。