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  • 20943-16-2 ,3-乙酰伞形酮-beta-D-葡萄糖苷, CAS:20943-16-2
20943-16-2 ,3-乙酰伞形酮-beta-D-葡萄糖苷, CAS:20943-16-2

20943-16-2 ,3-乙酰伞形酮-beta-D-葡萄糖苷, CAS:20943-16-2

20943-16-2 ,3-乙酰伞形酮-beta-D-葡萄糖苷,
3-Acetylumbelliferyl beta-D-glucopyranoside,
CAS:20943-16-2
C17H18O9 / 366.32
MFCD00037378

3-Acetylumbelliferyl b-D-glucopyranoside

3-乙酰伞形酮-beta-D-葡萄糖苷

3-Acetylumbelliferyl b-D-glucopyranoside is a fluorescent compound that is used as a substituent in organic chemistry. It is an anomeric compound that has been used to elucidate the structure of umbelliferone, which is a precursor to many pharmaceuticals. 3-Acetylumbelliferyl b-D-glucopyranoside can be synthesized by reacting 3-acetylcoumarin with glucose. The compound fluoresces at 420 nm and can be used to detect the presence of other fluorescent compounds in solution.

3-acetyl-7-beta-D-glucopyranosyloxycoumarin is a natural compound that is extracted from various plants. It is known for its unique properties which make it an essential molecule in scientific research. This paper discusses 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 of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin.

Definition and Background:

3-acetyl-7-beta-D-glucopyranosyloxycoumarin is a natural compound belonging to the class of coumarins. It is commonly found in various plants, including rhubarb, Angelica, sea-buckthorn, and Chinese herbal medicine. It is known for its pharmacological properties, including anti-inflammatory, anticoagulant, antifungal, and antioxidant activities. 3-acetyl-7-beta-D-glucopyranosyloxycoumarin has a molecular formula of C18H20O10 and a molecular weight of 404.35 g/mol. It is a white crystalline powder with a melting point of 235-237°C.

Physical and Chemical Properties:

3-acetyl-7-beta-D-glucopyranosyloxycoumarin is a hydrophobic compound that is insoluble in water but soluble in organic solvents such as methanol, ethanol, and acetone. It has a high boiling point and is stable under normal conditions. The compound can be degraded by exposure to light, heat, and acidic conditions. 3-acetyl-7-beta-D-glucopyranosyloxycoumarin has a strong absorbance in the UV region, making it easily detectable by spectrophotometry.

Synthesis and Characterization:

The synthesis of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin involves the condensation of coumarin with glucose followed by acetylation of the resulting product. The compound can be characterized by various analytical methods, including nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, mass spectrometry, and high-performance liquid chromatography (HPLC).

Analytical Methods:

NMR spectroscopy is a powerful technique for structural elucidation and can be used to determine the purity of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin. IR spectroscopy can be used to identify functional groups within the molecule. Mass spectrometry can provide information about the molecular weight and structure of the compound, while HPLC can be used for quantification of the compound in biological samples.

Biological Properties:

3-acetyl-7-beta-D-glucopyranosyloxycoumarin has been shown to exhibit various biological activities, including anti-inflammatory, anticoagulant, antifungal, and antioxidant properties. The compound has been found to act on various targets in the body, including cyclooxygenase (COX) enzymes, lipoxygenase (LOX) enzymes, and reactive oxygen species (ROS). It has shown potential in the treatment of various diseases, including cancer, diabetes, and neurodegenerative disorders.

Toxicity and Safety in Scientific Experiments:

To date, no toxicity or safety issues have been reported in scientific experiments involving 3-acetyl-7-beta-D-glucopyranosyloxycoumarin. However, it is important to follow standard laboratory protocols to ensure safe handling and disposal of the compound.

Applications in Scientific Experiments:

3-acetyl-7-beta-D-glucopyranosyloxycoumarin has been widely used in scientific research for the development of new drugs and therapies. It has been used as a scaffold for the synthesis of novel compounds with improved pharmacological properties. The compound has also been used as an analytical tool for the detection and quantification of glucose in biological samples.

Current State of Research:

Research on 3-acetyl-7-beta-D-glucopyranosyloxycoumarin is ongoing, with a focus on its potential therapeutic applications in various diseases, including cancer, diabetes, and neurodegenerative disorders. New synthetic routes and analytical methods are also being developed to improve the efficiency and accuracy of its use in scientific research.

Potential Implications in Various Fields of Research and Industry:

The unique properties of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin make it a promising compound for various applications in research and industry. It has potential applications in drug discovery, analytical chemistry, and biotechnology. The compound can be used as a scaffold for the synthesis of novel compounds with improved pharmacological properties. It can also be used as an analytical tool for the detection and quantification of glucose in biological samples.

Limitations and Future Directions:

Despite the promising potential of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin, there are limitations to its use in scientific research and industry. The compound is difficult to extract from natural sources, and its synthesis is challenging and requires expertise. Future directions for research include the development of new synthetic routes and analytical methods to improve its efficiency and accuracy. Furthermore, more research is needed to determine its safety and toxicity in humans before its use in clinical applications.

Future Directions:

- Development of new synthetic routes for efficient and cost-effective synthesis of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin

- Investigation of the safety and toxicity of the compound in humans to determine its use in clinical applications

- Development of novel compounds derived from 3-acetyl-7-beta-D-glucopyranosyloxycoumarin with improved pharmacological properties

- Study of the mechanism of action of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin on various targets in the body

- Investigation of the role of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin in the regulation of glucose metabolism in the body

- Development of new analytical methods for the detection and quantification of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin in biological samples

- Exploration of the potential of 3-acetyl-7-beta-D-glucopyranosyloxycoumarin in various fields, including drug discovery, analytical chemistry, and biotechnology.

CAS Number20943-16-2
Product Name3-acetyl-7-beta-D-glucopyranosyloxycoumarin
IUPAC Name3-acetyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Molecular FormulaC17H18O9
Molecular Weight366.3 g/mol
InChIInChI=1S/C17H18O9/c1-7(19)10-4-8-2-3-9(5-11(8)25-16(10)23)24-17-15(22)14(21)13(20)12(6-18)26-17/h2-5,12-15,17-18,20-22H,6H2,1H3/t12-,13-,14+,15-,17-/m1/s1
InChI KeyKYVGMGQCZKBVDT-OWVAZHOYSA-N
SMILESCC(=O)C1=CC2=C(C=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)OC1=O
Canonical SMILESCC(=O)C1=CC2=C(C=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)OC1=O
Isomeric SMILESCC(=O)C1=CC2=C(C=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC1=O
CAS No: 20943-16-2 MDL No: MFCD00037378 Chemical Formula: C17H18O9 Molecular Weight: 366.32
References: 1. Gonzalez FJ, et.al.,, J. of Lipid Res., 2009, 50, p924

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