17695-48-6

Basic information

• Product Name: 4-METHYLUMBELLIFERYL PALMITATE
• Synonyms: PALMITIC ACID 4-METHYLUMBELLIFERYL ESTER;4-MU-PAL;4-METHYLUMBELLIFERYLPALMITAT;4-METHYLUMBELLIFERYL PALMITATE;4-methyl-2-oxo-2H-1-benzopyran-7-yl palmitate;4-METHYLUMBELLIFERYL PALMITATE, FOR FLUO RESCENCE;4-MethylumbelliferylPalmitateA.R.;4-METHYLUMBELLIFERYL PALMITATE FOR FLUORESCENCE 98+%
• CAS NO: 17695-48-6
• Molecular Formula: C₂₆H₃₈O₄
• Molecular Weight: 414.58
• EINECS: 241-695-2
• Product Categories: Substrates;Fatty Acid Derivatives & Lipids;Fluorescent Labels & Indicators;Glycerols;Heterocycles;substrate
• Mol File: 17695-48-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 77 °C(lit.)
• Boiling Point: 453.43°C (rough estimate)
• Flash Point: 261.8°C
• Appearance: /
• Density: 1.0212 (rough estimate)
• Vapor Pressure: 1.57E-11mmHg at 25°C
• Refractive Index: 1.4840 (estimate)
• Storage Temp.: −20°C
• Solubility: DMSO (Sparingly, Heated), Methanol (Sparingly, Heated)
• CAS DataBase Reference: 4-METHYLUMBELLIFERYL PALMITATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLUMBELLIFERYL PALMITATE(17695-48-6)
• EPA Substance Registry System: 4-METHYLUMBELLIFERYL PALMITATE(17695-48-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 17695-48-6(Hazardous Substances Data)

Usage

Description

4-METHYLUMBELLIFERYL PALMITATE is a white to off-white crystalline powder that belongs to the class of fatty acyl esters of 4-methylumbelliferone. It is primarily used as a fluorogenic substrate to monitor the hydrolytic activity of carboxylesterases, such as acid and alkaline lipases.

Uses

Used in Research and Diagnostics:
4-METHYLUMBELLIFERYL PALMITATE is used as a fluorogenic substrate for the continuous monitoring of carboxylesterase activity. This application is crucial in research and diagnostics, as it helps in the study and detection of various enzymatic processes and their role in different biological systems.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-METHYLUMBELLIFERYL PALMITATE is used as a tool to evaluate the effectiveness of drugs targeting carboxylesterases. This helps in the development of new therapeutic agents and the optimization of existing ones, ultimately contributing to the advancement of medical treatments.
Used in Analytical Chemistry:
4-METHYLUMBELLIFERYL PALMITATE is employed as a reagent in analytical chemistry for the detection and quantification of carboxylesterase activity. This is particularly useful in the development of assays and the study of enzyme kinetics, providing valuable insights into the mechanisms of these enzymes and their interactions with substrates and inhibitors.

InChI:InChI=1/C26H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(27)29-22-17-18-23-21(2)19-26(28)30-24(23)20-22/h17-20H,3-16H2,1-2H3

Upstream product

• 108-46-3 recorcinol 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 57-10-3 1-hexadecylcarboxylic acid 
• 112-67-4 n-hexadecanoyl chloride 

Downstream Products

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 57-10-3 1-hexadecylcarboxylic acid 

Relevant articles and documents

A new class of pure estrogen alpha receptor antagonists; design, synthesis and in-vitro screening

Background: In view of the estrogenic receptor inhibitory properties of coumarin nucleus, long chain nature of fatty acid and anti-breast cancer activity of fatty acids, it was proposed to attach long chain fatty acids at 3rd,4th and 7th position of coumarin nucleus and evaluate for their anti-breast cancer activity through suitable in-vitro methods. Methods: The present study focuses a library of fatty acid coumarin conjugates as ligands to the ligand-binding domain of the human estrogen receptor α (PDB ID 2IOG) and their binding affinities using GLIDE module of Schrodinger after ascertaining their drug-likeness with QIKPROP. The compounds LNAC 8, SAC 1 and OAC 5 are the best hits based on their docking scores as well as the Prime MM-GBSA free energy of binding. Based on the in-silico results and synthetic feasibility the compounds SAC 1 PAC 1 and OAC 1 are synthesized, characterized and investigated for their time interval growth inhibitory effect on MCF-7 which is an ER positive breast cancer cell lines. Results: SAC 1, showed better in vitro growth inhibitory effect in sub micromolar range as compared to Tamoxifen, a standard estrogen receptor modulator. Conclusion: Conclusively, in silico molecular docking studies have been very useful in predicting the pharmacokinetic profiles and the binding affinities of new hits before a detailed preclinical and clinical evaluation.

A high-throughput, low-volume enzyme assay on solid support

A high-throughput enzyme assay is described that uses 1 μL or less of enzyme solution for each test Enzyme solutions are deposited by robotic handling in a throughput of over 1000 tests/h on the surface of silica gel plates that have been preimpregnated with fluorogenic substrates. The reaction is quantitated by fluorescence. The method is compatible with water-insoluble substrates (lipases), water-soluble substrates (glycosidases), whole-protein substrates (proteases), and enzyme inhibition measurements. Hydrolytically labile umbelliferyl esters can be used to assay lipases in this format without background hydrolysis. High throughput and reproducibility were tested by fingerprint analysis of lipases and esterases against 37 different fluorogenic ester substrates. A set of eight fluorogenic unbelliferyl esters was selected for optimal activity screening of lipases and esterases on silica gel plates.