Overview
8-O-Glucuronide is a specific type of glucuronide conjugate where glucuronic acid is attached at the 8-position of a parent molecule, typically a flavonoid or phenolic compound. Glucuronidation is a major Phase II metabolism pathway in mammals, increasing the water solubility of compounds for easier excretion. This modification often occurs in the liver and is catalyzed by UDP-glucuronosyltransferase enzymes. The compound is of particular interest in pharmaceutical research because it can significantly alter the bioavailability, bioactivity, and pharmacokinetics of the parent molecule. Many drugs and natural products form 8-O-glucuronides as metabolites, which may have different pharmacological properties than the original compound.
Physical and Chemical Properties
As a glycoside, 8-O-glucuronide typically appears as a white to off-white crystalline or amorphous powder. The exact physical properties vary depending on the parent compound to which the glucuronic acid is attached. The compound is generally water-soluble due to the hydrophilic nature of the glucuronic acid moiety, with solubility influenced by pH and temperature. The glucuronide bond is relatively stable under physiological conditions but can be hydrolyzed by β-glucuronidase enzymes. The compound often shows increased polarity compared to its parent molecule, which affects its distribution in biological systems. Analytical characterization typically involves HPLC, mass spectrometry, and NMR techniques to confirm the position of glucuronidation.
Main Applications
In pharmaceutical development, 8-O-glucuronides are studied as potential metabolites of drug candidates, helping researchers understand drug metabolism and elimination pathways. Some glucuronide conjugates are developed as prodrugs to improve solubility or modify drug release profiles. The compound class is also important in toxicology studies for assessing detoxification pathways. In nutraceutical research, flavonoid glucuronides like 8-O-glucuronides are investigated for their potential bioactivities, which may differ from their aglycone forms. These conjugates are naturally present in many plant extracts and herbal medicines, contributing to their pharmacological effects. Analytical standards of specific 8-O-glucuronides are valuable reference materials for metabolic studies and quality control of herbal products.
Safety and Storage
8-O-Glucuronides are generally considered safe when handled properly, as they are natural metabolites in mammalian systems. However, appropriate laboratory precautions should be followed, including the use of personal protective equipment when handling powders. The compounds should be stored in tightly sealed containers at controlled room temperature or as recommended by the manufacturer. Long-term stability may vary depending on the specific compound. For research purposes, it's advisable to aliquot the material to avoid repeated freeze-thaw cycles that might affect stability. Proper labeling should include the parent compound name, position of glucuronidation, and date of receipt or preparation.
B2B Procurement Guide
When procuring 8-O-glucuronides, clearly specify the parent compound and position of glucuronidation (8-O-) in your request. Reputable suppliers should provide certificates of analysis including purity, identity confirmation (HPLC, MS, NMR), and solubility data. Consider whether you need analytical standards (high purity, typically >95%) or bulk quantities for biological testing. Lead times for custom-synthesized glucuronides can be significant, so plan purchases accordingly. For research applications, small quantities (mg to gram scale) are commonly available from specialty chemical suppliers. Pricing varies substantially based on complexity of synthesis and purity requirements, with custom synthesis projects typically commanding premium prices.
Related Manufacturers
- 主营：甲基原、钩藤碱、络塞定、2086-83-1、6836-11-9、管花苷、6926-08-5、3668-14-2、白麻苷、秦皮苷、葛花苷、柚皮苷、丹皮酚、鞣花酸、川楝素、黄芩素、苍术素、松脂素、熊果酸、苦参碱、土莫酸、苜蓿素、茯苓酸、柚皮素、山奈酚
- 主营：中药标准品、标准品对照品、天然化合物、葡萄糖醛酸苷、标准品、分析试剂、细胞实验、动物实验、中药提取物、单体化合物、科研实验用
- 主营：对照品、标准品、姜烯酚、三叶苷、人参皂苷、地黄苷、科研试剂、实验室自制、生育三烯酚
- 主营：钩藤碱、丹皮酚、c17h26o10、管花苷、白麻苷、络石苷、木皂苷、皂苷rg2、高良姜、丹参酮、鞣花酸、川楝素、苍术素、芦竹碱、苦参碱、土贝母、柚皮素、甜菜碱、紫草素、苏木素、甘露糖、番茄碱、青蒿酸、芹菜素、紫杉醇
- 主营：桉油精、标准品、薄荷脑、葡萄糖醛酸苷、中药对照品、白花前胡丙素、白藜芦醇三甲醚
- 主营：人参皂苷、标准品、橙皮油素、芥子碱硫氰酸盐
- 主营：对照品、科研实验、试剂盒、安石榴苷、人参皂苷、黄芪皂苷系列、多糖、儿茶素、绿原酸、尿石素、花青素、维生素、异鼠李素、甘草系列、人参系列、补骨脂系列、雷公藤系列、黄芩系列、柴胡系列、丹参系列、酸枣仁系列、重楼系列、大黄系列、五味子系列、化合物
- 主营：木脂素、黄酮、查尔酮、葡萄糖醛酸苷、蒽醌
- 主营：对照品、标准品、当归酸酐、羟基芍药苷、豆甾醇葡萄糖苷、佛手柑内酯、新当归内酯、补骨脂甲素、补骨脂乙素、阿魏酸松柏酯、水合氧化前胡素
- 主营：Theasinensin A、Theasinensin B、Theasinensin C、白头翁皂苷D、人参皂苷Ro、矢车菊素-3-半乳糖、竹节参皂苷IVa、林生续断苷I、70987-96-1、黄芩苷甲酯、知母皂苷元、白头翁皂苷B4、花冠木碱、东当归内酯B、银杏内酯B、欧当归内酯A、金合欢素、樱黄素、台湾泽兰内酯、芫花素、蛇床子素
- 主营：标准品、细辛脂素、百两金素、桃叶珊瑚苷、延胡索乙素、脱氢紫堇碱
- 主营：龙胆苦苷、獐牙菜苦苷、杨梅苷、粉防己碱
- 主营：桤木酮、淫羊藿、泽泻醇、皂苷bii、管花苷、大豆苷、香附酮、棕榈碱、羟苯基、半乳糖、山酮iii、甘草酚、侧柏酮、精氨酸、佛尔酮、维生素、虫草素、对照品、利卡灵、卵磷脂、姜黄素、黄烷酮、半合成、苹果酸、三羟基
- 主营：千金子、大黄素、千里光菲灵碱、紫茎女贞苷b、花青素、甘草系列、水飞蓟系列
- 主营：精萃宝对照品、一叶萩碱、羟基红花黄色素A、三叶豆紫檀苷、松果菊苷、马钱苷、莫诺苷、苍术素、苍术酮、盐酸血根碱、盐酸白屈菜红碱、药根碱、藁本内酯、欧当归内酯A、高丽槐素