7-ethoxy-4-Methylcoumarin

What We Offer

7-ethoxy-4-Methylcoumarin

7-ethoxy-4-Methylcoumarin | 87-05-8

Catalog Number A16-0023
Category Nuclear Fluorescent Probes
Molecular Formula C12H12O3
Molecular Weight 204.2
Catalog Number Size Price Quantity
A16-0023 -- $--

Product Introduction

7-ethoxy-4-Methylcoumarin is a fluorophore used to monitor functional activity of cytochrome P450 (CYP)1A1, CYP2B4, and CYP2B6.

Chemical Information

Synonyms 4-Methyl-7-Ethoxycoumarin; 4-Methylumbelliferone ethyl ether; 7-ethoxy-4-methyl-2H-1-benzopyran-2-one
Purity ≥98%
IUPAC Name 7-ethoxy-4-methylchromen-2-one
Canonical SMILES CCOC1=CC2=C(C=C1)C(=CC(=O)O2)C
InChI InChI=1S/C12H12O3/c1-3-14-9-4-5-10-8(2)6-12(13)15-11(10)7-9/h4-7H,3H2,1-2H3
InChI Key NKRISXMDKXBVRJ-UHFFFAOYSA-N
Solubility 235.2 mg/L @ 25 °C (est)
Appearance Solid Powder
Melting Point 114 °C
LogP 2.973 (est)
  • Product Specification
  • Application
Excitation 318 nm (in methanol), 360 nm (in dealkylase)
Emission 377 nm (in methanol), 449 nm (in dealkylase)
Storage Store at -20°C
GHS Hazard Statements Not Classified Reported as not meeting GHS hazard criteria by 91 of 91 companies. For more detailed information, please visit ECHA C&L website.

7-Ethoxy-4-methylcoumarin (7-EMC) is a fluorescent compound utilized primarily as a substrate in various enzymatic assays. Here are four key applications of 7-ethoxy-4-methylcoumarin:

Cytochrome P450 Activity Assays: Widely employed in assessing cytochrome P450 enzyme activity, 7-EMC plays a pivotal role in drug metabolism. Upon interaction with these enzymes, 7-EMC undergoes conversion to a fluorescent product, enabling the measurement of enzyme activity through fluorescence spectroscopy. This application is indispensable for drug discovery endeavors and the comprehensive understanding of metabolic profiles.

Hepatotoxicity Testing: In toxicological examinations, 7-EMC acts as a crucial marker for evaluating hepatotoxicity and liver damage induced by pharmaceutical compounds. By evaluating the activity of liver enzymes responsible for 7-EMC metabolism, researchers can detect early indicators of liver toxicity. This information is imperative for ensuring the safety and efficacy of novel drug candidates.

Environmental Monitoring: Within environmental research, 7-EMC finds utility in monitoring the presence and activity of xenobiotic-metabolizing enzymes across diverse ecosystems. Its distinctive fluorescence characteristics enable the detection and quantification of enzyme activity in water and soil samples. This monitoring aids in the assessment of environmental pollution levels and the evaluation of contaminant impacts on wildlife populations.

Bioremediation Studies: In the realm of bioremediation investigations, 7-EMC serves as a valuable tool for assessing the effectiveness of microorganisms in degrading pollutants. By tracking the conversion of 7-EMC into its fluorescent byproduct, scientists can ascertain the enzymatic capabilities of microbial communities engaged in the breakdown of environmental contaminants. This application is pivotal for formulating and optimizing strategies for efficient bioremediation practices.

Computed Properties

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 2
Exact Mass 204.078644241 g/mol
Monoisotopic Mass 204.078644241 g/mol
Topological Polar Surface Area 35.5Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 283
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
22679830 2012-02-01 [Determination of five coumarins in toys by high performance liquid chromatography-tandem mass spectrometry] Se pu = Chinese journal of chromatography
16959122 2006-09-01 Simultaneous determination of urinary metabolites of methoxypsoralens in human and Umbelliferae medicines by high-performance liquid chromatography Journal of chromatographic science

Patents

Publication NumberTitlePriority Date
WO-2020129509-A1 Phototoxicity or photoallergy measurement method and reagent for use in said measurement method 2018-12-21
EP-3901620-A1 Phototoxicity or photoallergy measurement method and reagent for use in said measurement method 2018-12-21
EP-3686632-A1 Radiation dosimetry sol or gel and radiation dosimeter comprising same as material for radiation dosimetry 2017-10-02
US-2020333474-A1 Radiation dosimetry sol or gel and radiation dosimeter comprising same as material for radiation dosimetry 2017-10-02
US-11150358-B2 Radiation dosimetry sol or gel and radiation dosimeter comprising same as material for radiation dosimetry 2017-10-02
cartIcon
Inquiry Basket