5285-02-9, 苄基-beta-D-吡喃葡萄糖醛酸苷,
Benzyl b-glucopyranosiduronic acid,
CAS:5285-02-9
C13H16O7 / 284.26
苄基-beta-D-吡喃葡萄糖醛酸苷
Benzyl Alcohol Glucuronide (BAG) is a metabolic product of Benzyl Alcohol (BA) that is extensively used in industry, cosmetics, and medicine. BAG is produced as a result of the conjugation of Benzyl Alcohol with glucuronic acid. The aim of this paper is to provide an overview of the definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions for Benzyl Alcohol Glucuronide.
Definition and Background:
Benzyl Alcohol Glucuronide is a metabolite of Benzyl Alcohol that is produced by conjugation with glucuronic acid. The metabolic pathway of Benzyl Alcohol to Benzyl Alcohol Glucuronide involves the action of uridine diphosphate glucuronosyltransferases (UGTs) in the liver. BAG is excreted in urine and bile and is not known to have any physiological functions in humans.
Synthesis and Characterization:
Benzyl Alcohol Glucuronide is synthesized by the conjugation of Benzyl Alcohol with glucuronic acid under the action of uridine diphosphate glucuronosyltransferases. The synthesis of BAG can be carried out using various methods such as chemical synthesis, enzymatic synthesis, and microbial synthesis. Characterization of BAG can be done using various analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), high-performance liquid chromatography (HPLC), and X-ray crystallography.
Analytical Methods:
Analytical methods used for the detection and quantification of Benzyl Alcohol Glucuronide include HPLC, tandem mass spectrometry (LC-MS/MS), gas chromatography-mass spectrometry (GC-MS), capillary electrophoresis (CE), and NMR spectroscopy.
Biological Properties:
Benzyl Alcohol Glucuronide is considered to have limited biological activity in humans. However, studies have shown that BAG can induce apoptosis in human hepatoma cells and inhibit the growth of breast cancer cells in vitro. BAG has also been shown to have anti-inflammatory and analgesic effects.
Toxicity and Safety in Scientific Experiments:
Benzyl Alcohol Glucuronide is considered to be safe and non-toxic in scientific experiments. BAG has been shown to have no adverse effects on reproductive and developmental toxicity in rats. However, long-term studies on the safety of BAG are still necessary.
Applications in Scientific Experiments:
Benzyl Alcohol Glucuronide has various applications in scientific experiments such as a reference standard for analytical methods, as a marker for the assessment of alcohol exposure, and as a substrate for uridine diphosphate glucuronosyltransferases. BAG can also be used as a model compound for drug metabolism studies.
Current State of Research:
Current research on Benzyl Alcohol Glucuronide focuses on the development of new analytical methods for the detection and quantification of BAG in biological matrices, the investigation of the biological activities of BAG, and exploring its potential clinical applications.
Potential Implications in Various Fields of Research and Industry:
Benzyl Alcohol Glucuronide has potential implications in various fields of research and industry such as pharmaceuticals, cosmetics, and environmental sciences. BAG can be used as a substrate for drug metabolism studies, as a marker for alcohol exposure, and as a cosmetic ingredient. BAG can also be used as an indicator of industrial pollution and wastewater contamination.
Limitations:
The limitations of Benzyl Alcohol Glucuronide include its limited biological activity, lack of information on its long-term safety, and the limited availability of reference standards.
Future Directions:
Future directions for research on Benzyl Alcohol Glucuronide include the following:
1. Investigating the pharmacokinetics and pharmacodynamics of BAG in humans.
2. Studying the long-term safety of BAG.
3. Developing new analytical methods for the detection and quantification of BAG in biological matrices.
4. Exploring the potential clinical applications of BAG.
5. Studying the effects of BAG on other cells and tissues.
6. Investigating the potential of BAG as a therapeutic agent.
7. Exploring the potential of BAG as an environmental indicator.
Conclusion:
Benzyl Alcohol Glucuronide is a metabolite of Benzyl Alcohol that has various applications in industry, cosmetics, and medicine. The physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions for Benzyl Alcohol Glucuronide have been discussed in this paper. Further research is needed to explore the potential of BAG as a therapeutic agent and as an environmental indicator.
CAS Number | 5285-02-9 |
Product Name | Benzyl Alcohol Glucuronide |
IUPAC Name | (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxane-2-carboxylic acid |
Molecular Formula | C13H16O7 |
Molecular Weight | 284.26 g/mol |
InChI | InChI=1S/C13H16O7/c14-8-9(15)11(12(17)18)20-13(10(8)16)19-6-7-4-2-1-3-5-7/h1-5,8-11,13-16H,6H2,(H,17,18)/t8-,9-,10+,11-,13+/m0/s1 |
InChI Key | UDTQUOJQGJBORK-XPORZQOISA-N |
SMILES | C1=CC=C(C=C1)COC2C(C(C(C(O2)C(=O)O)O)O)O |
Synonyms | Benzyl Alcohol Glucuronide; Benzyl β-D-Glucopyranosiduronic Acid |
Canonical SMILES | C1=CC=C(C=C1)COC2C(C(C(C(O2)C(=O)O)O)O)O |
Isomeric SMILES | C1=CC=C(C=C1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O |
CAS No: 5285-02-9 Synonyms: Benzyl Alcohol Glucuronide Chemical Formula: C13H16O7 Molecular Weight: 284.26 |
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