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

LogP

2.310 (est)

CAS DataBase Reference

31005-02-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

22-24/25

WGK Germany 

3

F 

8

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29329990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

7-Ethoxycoumarin Usage And Synthesis

Description

7-Ethoxycoumarin is oneof the general substrates for liver cytochrome P450 enzymes, and it is known that CYP1A1,1A2, and 2B1, drug inducedtypes (b-naphthoflavone, isosafrole, and phenobarbital,re-spectively, in rat liver) are mainly responsible for the ECDE activity in the liver.

Chemical Properties

BEIGE CRYSTALLINE POWDER

Uses

7-Ethoxycoumarin is a substrate for CYP2B6 used in fluorometric assays of microsomal monooxygenase activity.

Uses

7-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.

Definition

ChEBI: 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 Actions

7-Ethoxycoumarin is a cytochrome P450 substrate.

Metabolism

7-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

7-Ethoxycoumarin(31005-02-4)Related Product Information

• 4-Methylumbelliferyl-beta-D-glucuronide
• 7-HYDROXYCOUMARIN GLUCOSIDE
• 7-Ethoxycoumarin
• ESCULETIN DIBENZYL ETHER
• AFLATOXIN G1
• 4-Methylumbelliferyl-beta-D-glucopyranoside
• 7-Acetoxy-4-methylcoumarin
• 4-METHYL-7-ETHOXYCOUMARIN,METHYL-7-ETHOXYCOUMARIN, 4-(SG),METHYL-7-ETHOXYCOUMARIN, 4-
• 4-ETHOXYCOUMARIN,ETHOXYCOUMARIN, 4-,4-Ethoxycoumarin,98%,ETHOXYCOUMARIN, 4-(RG),4-ETHOXYCOUMARIN 98%
• 6,7-DIACETOXY-4-METHYLCOUMARIN
• ETHYL 7-ACETOXYCOUMARIN-3-CARBOXYLATE
• 6,7-DIETHOXY-4-METHYLCOUMARIN
• 3-ACETYL-7-[BETA-D-GLUCOPYRANOSYLOXY]-COUMARIN
• 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE
• (4-Methylumbelliferyl)-α-L-iduronide cyclohexylammonium salt
• 4-Methylumbelliferyl 2-Amino-2-deoxy-a-D-glucopyranoside
• 7-(CARBOXYMETHOXY)-4-METHYLCOUMARIN
• 3-CARBOXYUMBELLIFERYL ACETATE