7-Ethoxycoumarin

7-Ethoxycoumarin Basic information
Product Name:7-Ethoxycoumarin
Synonyms:7-ETHOXY-1-BENZOPYRAN-2-ONE;7-ETHOXY-1-BENZOPYRANE-2-ONE;7-ETHOXYCOUMARIN;JR-8408, 7-Ethoxycoumarin, 97%;ETHOXYCOUMARIN, 7-;7-ETHOXYCOUMARIN, 99.5%;7-ETHOXYCOUMARIN, FOR FLUORESCENCE;7-ETHOXYCOUMARIN CRYSTALLINE
CAS:31005-02-4
MF:C11H10O3
MW:190.2
EINECS:250-429-4
Product Categories:Building block;Coumarin;Aromatics Compounds;Aromatics
Mol File:31005-02-4.mol
7-Ethoxycoumarin Structure
7-Ethoxycoumarin Chemical Properties
Melting point 88-90 °C (lit.)
Boiling point 265.69°C (rough estimate)
density 1.1803 (rough estimate)
refractive index 1.4260 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form Solid
color Off-White to Pale Brown
Water Solubility Soluble in hot methanol (very faint turbidity), 95% ethanol (50 mg/ml), DMF, and DMSO. Insoluble in water.
BRN 146200
LogP2.310 (est)
CAS DataBase Reference31005-02-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Safety Statements 22-24/25
WGK Germany 3
8
Hazard Note Irritant
TSCA Yes
HS Code 29329990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
7-Ethoxycoumarin Usage And Synthesis
Chemical PropertiesBEIGE CRYSTALLINE POWDER
Uses7-Ethoxycoumarin is a substrate for CYP2B6 used in fluorometric assays of microsomal monooxygenase activity.
Uses7-Ethoxycoumarin is commonly used for metabolism studies, including hepatocyte studies, liver perfusion techniques and cytochrome P450 studies.
7-Ethoxycoumarin has been used to study the functional activity of recombinant P450. ) It has also been used as an internal standard for in vitro S-warfarin 7-hydroxylation and high performance liquid chromatography (HPLC) analysis.
DefinitionChEBI: 7-ethoxycoumarin is a member of the class of coumarins that is umbelliferone in which the hydroxy group at position 7 is replaced by an ethoxy group. It is an aromatic ether and a member of coumarins. It derives from an umbelliferone.
Biochem/physiol Actions7-Ethoxycoumarin is a cytochrome P450 substrate.
Metabolism7-Ethoxycoumarin is metabolized by many cytochrome P450 enzymes active in foreign compound metabolism and has been used as a prototypic substrate to monitor P450 (P450) activity in both hepatic and extrahepatic tissues.
The in vitro perfusion of the human placental lobule with 7-ethoxycoumarin gives 7-hydroxycoumarin, and perfusion with androstenedione gives the conversion products, estrone, estradiol, and testosterone. The human placenta has only a limited capacity for the metabolism of xenobiotics.
Use of 7-Ethoxycoumarin to Monitor Multiple Enzymes in the Human CYP1, CYP2, and CYP3 Families
3-CARBOXYUMBELLIFERYL ACETATE ESCULETIN DIBENZYL ETHER 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE 6,7-DIETHOXY-4-METHYLCOUMARIN 7-ALLYLOXY-4,8-DIMETHYL-CHROMEN-2-ONE 4-Methylumbelliferyl-beta-D-glucuronide 7-ACETOXY-4-BROMOMETHYLCOUMARIN 7-ACETOXY-6-(2,3-DIBROMOPROPYL)-4,8-DIMETHYLCOUMARIN 7-Acetoxy-4-methylcoumarin 4-Methylumbelliferyl 2-Amino-2-deoxy-a-D-glucopyranoside 7-Ethoxycoumarin 7-HYDROXYCOUMARIN GLUCOSIDE AFLATOXIN G1 (4-Methylumbelliferyl)-α-L-iduronide cyclohexylammonium salt ETHYL 7-ACETOXYCOUMARIN-3-CARBOXYLATE 3-ACETYL-7-[BETA-D-GLUCOPYRANOSYLOXY]-COUMARIN 4-Methylumbelliferyl-beta-D-glucopyranoside 7-(CARBOXYMETHOXY)-4-METHYLCOUMARIN

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